Inhibitory effects of pimpinellin from Toddalia asiatica on LPS-induced inflammatory response in RAW264.7 macrophages.

生藥學暨天然物化學組

B-001

(參加評比) c Wen Cheng, -Kai c Lu Cheng, -Tian b , Chang Shun -Hsun a , Yu Lin -Shan

Chu-Hung Lin,b Ih-Sheng Chen a,b,＊

B-002

(參加評比)

Chemical constituents and bioactivity from an endophytic fungus, Hypoxylon sp. Yi-ShuanChen,aHsun-Shun Chang,b Ming-Jen Cheng,c Sung-Yuan Hsieh,c Tai-Wei

Liu,cGwo-Fang Yuan,cIh-Sheng Chena,b,*

B-003

(參加評比)

Chemical constituents and their cytotoxicity from the fruits of

Reevesia formosana a,b,* Sheng Chen -Ih b Hung Lin, -Chu b , Chang Shun -Hsun a , Yu Hsiao -Pei

B-004

(參加評比)

Chemical constituents and anti-inflammatory activity of an endophytic fungus, Mollisia sp.

Nai-Wen Fan,a Ming-Jen Cheng,b Sheng-Wen Chen,c Sung-Yuan Hsieh,b Ta-Wei Liu,b Chia-Hui Lin,d Chu-Hung Lin,d Gwo-Fang Yuan,b,* Ih-Sheng Chen a,d,*

B-005

(參加評比)

Chemical constituents and anti-tubercular activity from the whole plant of Amischotolype

hispida

Chun-Wei Chang,a Hsun-Shuo Chang,b Ming-Jen Cheng,c,* Chien-Fang Peng,d Ih-Sheng Chena,b,*

B-006

(參加評比)

Chemical constituents and anti-tubercular activity from the leaves of Symplocos

morrisonicola b Hung Lin, -Chu b Shuo Chang, -Hsun a , I Huang -Cheng

Chien-Fang Peng,c Ih-Sheng Chena,b,*

B-007

(參加評比)

Biological evaluation of secondary metabolites from the roots of Myrica adenophora Ya-Chih Ting,a Horng-Huey Ko,b Hui-Chun Wang,a Chien-Fang Peng,c Hsun-Shuo Chang,d

Pei-Chen Hsieh,d Ih-Sheng Chena,d,＊

B-008

(參加評比)

Anti-inflammatory Activity and Cancre Cell Cytotoxicity of Extracts from Alpinia galangal and Zingiber zerumbet

張瓊云1

, 林大楨2, 陳明進3, 楊予霈4, 黃蘭如5*

B-009

(參加評比)

Chemical Constituents from the Stem of Astroniaformosana Chin-Wei Chang1, Guei-Jane Wang2,Yu-Chang Chen1,*

B-010

(參加評比)

Chemical constituents and their bioactivities of the endophyticLachnumabnorme from the stem bark of ArdisiacornudentataMez

Guan-Yun Chen,aMing-Jen Cheng,bYue-Jin Lin,cHsun-ShuoChang,cSung-Yuan Hsieh,bTai-Wei Liu,bHuei-Ping Chen,bGwo-Fang Yuan,bIh-Sheng Chenc,＊

B-011

(參加評比) 延荽子化學成分及藥理活性之研究 嚴逸釗a , 陳政穎a, 林漢欽a, c, 陳安b, 石麗仙d, 張溫良a *

B-012

(參加評比)

Novel Lignans from the Leaves and Stems of Kadsuraphilippinensis

Yu-Chi Lin,a,b Yuan-Bin Cheng,a Chia-ChingLiaw,a Yao-HaurKuoc and Ya-ChingShena,*

B-013

(參加評比)

Mechanisms of melanogenesis inhibitors of Artocarpus xanthocarpus Yu-Jing Jin,1Ih-Sheng Chen,2, 3Horng-Huey Ko1,＊

B-014

(參加評比)

Dehydrodiepicatechin A from the Leaves of Machilus konishii Yi-Shan Lin and Shoei-Sheng Lee

B-015

(參加評比)

New nortriterpenoids from the Fruits of Schisandra chinensis

I-Wen Lo,a Ho-Si Cheng,a Pi-Han Lin,b Wu-Chang Chuang,c Sui-Yuan Changb and Ya-Ching Shen a,*

B-016

(參加評比) 女貞子化學成分及藥理活性之研究 嚴逸釗a, 陳思諺a, 林漢欽a, c, 陳安b, 石麗仙d, 張溫良a *

B-017

_李雅玲決明子與望江南藥材之鑑別及品質評估 1_、何玉鈴2_、鄭寶雲1_、張永勳1*

B-019

誘導大腸癌細胞 HCT116 凋亡試驗

陳韻芳1_、李佩珊1_、林佳欣1_、鍾景光2_、郭昭麟1*

B-020

Studies on natural products from the whole plant of Limnophila rugosa

Jui-Ying Cho (卓瑞瑛)1, Chia-Wei Ting (丁家崴)2,

Ming-Hong Yen (顏銘宏)2, Ting-Yu Cho (卓霆宇)3,

Tzong-Huei Lee (李宗徽)1,*, and Jih-Jung Chen (陳日榮)3,*

B-021

多倍體丹參毛狀根之二次代謝物成分含量評估 _廖孝嘉1

劉慕萱1 張文德1 李孟修1

B-022

New thymol derivative from the root of Eupatorium cannabinum subsp. asiaticum _{Li-Chai Chen (陳立材)}1,

*and Jih-Jung Chen(陳日榮)2,*

B-023

New Phthalide derivatives from the stem of Pittosporum illicioides var. illicioides

Sheng-Ping Huang (黃聖評)1, Ih-Sheng Chen (陳益昇)2, and

Jih-Jung Chen (陳日榮)3*

B-024

Antioxidant effects of different solvent extracts of chamomile flower

Kuo-Cheng Wang, Ming-Chi Hung, Yu-Dan Cheng I-Li Chen, Fu-An Chen, Po-Chuen Shieh, Shu-Yu Li, Daih-Huang Kuo*

B-025

_吳旻峰不同產地之中藥檳榔的品質評估 1,2_、何玉鈴3_、黃冠中1_、張永勳1,2

B-026

New isoferulylglyceryl ester from Eriocaulon buergerianum _{Da-Rong Chen (陳達榮) and Jih-Jung Chen (陳日榮) *}

B-027

Synthesis of TheDerivatives of SinapicAcidWhich Is Separated from Gynura Bicolor.: The Improvements of The Antioxidant Activity

Shin-Chang-Huang(黃信璋)a，Mei-Ing-Chung(鍾美英)*, a

B-028

Deoxyelephantopin and Its Derivative D35 Inhibit Lung Metastasis of Human Triple-Negative Breast Cancer in Xenograft Mice

Jo-Yu Chen1,2, Yo-Ting Cheng1, Kyoko Nakagawa-Goto3, Kuo-Hsiung Lee4, Lie-Fen Shyur1,*

B-029

Inhibitory effects of pimpinellin from Toddalia asiatica on LPS-induced inflammatory response in RAW264.7 macrophages.

Ching-Ting Huang*1、Shyh-Shyun Huang1_{、Guan-Jhong Huang}2

B-030

運用 UHPLC/QTOFMS 建立藿香類藥材之指紋圖譜 及其在製劑上的應用 陳佩儀 溫彩玉 盧芬鈴 林美智 施養志*

B-031

利用 Nested PCR-DNA 定序方法鑑定天麻藥材基原及其製劑 _{呂康祖*, 謝詠筌, 李蕙君, 林美智, 施養志}

B-032

Anti-diarrhea activity of six sources of “Gusuibu”

Hung-Chi Chang1, Jaw-Chyun Chen2, Jiun-Long Yang3, Hsin-Sheng Tsay4, Jing-Yu Wang2, Chien-Yun Hsiang5, Tin-Yun Ho6*

B-033

某教學醫院藥事人員參與中藥材辨識課程之成效 _{王明傑 李銘嘉 吳安然 吳大圩}

B-034

_{李蕙君 謝詠筌 呂康祖 劉宜祝 林美智 施養志} 應用 ITS 序列鑑定防己藥材

B-038

_黃蘭如1

, 林大楨2, 賴瑞聲3, 陳明進4, 楊予霈5, 張瓊云6*

B-039

Chemical Constituents from the Roots of Aphanamixis polystacha

Chemical constituents from the stem of Neolitsea konishii

c

Wen Cheng,

-Kai

c

Lu Cheng,

-Tian

b

,

Chang

Shun

-Hsun

a

,

Yu Lin

-Shan

Chu-Hung Lin,

b

Ih-Sheng Chen

a,b,＊

a

Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung

Medical University, Kaohsiung 807, Taiwan, R.O.C.

b

School of Pharmacy, College of Pharmacy, Kaohsiung Medical University,

Kaohsiung 807, Taiwan, R.O.C.

c

Department of Biomedical Science and Environmental Biology,

College of Life Science, Kaohsiung Medical University, Kaohsiung 807,

Taiwan, R.O.C.

Neolitsea konishii (Hayata) Kanehria & Sasaki (Lauraceae) is a small evergreen

tree, distributes in Ryukyus and Taiwan. Previous examinations on leaves and the stem of this species revealed the presence of sesquiterpenoids, triterpenoids, and alkaloids as major components. The constituents of the stem of this species have not been extensively studied. The aims of this study is the isolation of chemical constituents thoroughly from the stem of this plant.

Investigation of ethyl acetate-soluble layer from the stem of this species led to the isolation of 15 known compounds till now, including six sesquiterpenoids :

β-caryophyllene 8R,9R-oxide (2), (1R,6R,7S,10R)-10-hydroxy-4(5)-cadinen-3-one (7),

spathulenol (5), T-cadinol (6), eudesm-4(15)-ene-1β,6α-diol (12), octahydro-4-hydroxy- 3α-methyl-7-methylene-α-(1-methylethyl)-1H-indene-1-methanol (13), two triterpe- noids : taraxerone (1), taraxerol (8), one steroid : β-sitosterol (9), one coumarin : isoscopoletin (14), one benzenoid : vanillin (11), one lignan : (±)-syringaresinol (15), one chlorophyll : phaeophytin a (10), and two alkanoid derivatives : nonadeca-10c-13c, 16c-trien-2-one (3), (Z)-10-nonadecen-2-one (4), along with two unsolved compounds. The structures of these isolates were elucidated by spectral analysis. The successive isolation is still in progress.

Chemical constituents and bioactivity from an endophytic fungus,

Hypoxylon sp.

Yi-ShuanChen,

a

Hsun-Shun Chang,

b

Ming-Jen Cheng,

c

Sung-Yuan Hsieh,

c

Tai-Wei Liu,

c

Gwo-Fang Yuan,

c

Ih-Sheng Chen

a,b,*

a

Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung

Medical University, Kaohsiung 807, Taiwan, R.O.C.

b

School of Pharmacy, College of Pharmacy, Kaohsiung Medical University,

Kaohsiung 807, Taiwan, R.O.C.

c

Bioresource Collection and Research Center, Food Industry Research and

Development Institute, Hsinchu 300, Taiwan, R.O.C.

An endophytic fungus Hypoxylon sp. (Xylariaceae), isolated from the root of an endemic plant, Ilex formosana(Aquifoliaceae), was processed through liquid fermentation, and the ethyl acetate-soluble extract showed the interleukin-6 (IL-6) inhibitory activity and the nitric oxide (NO) production inhibitory activity.

Bioassay-guided fractionation of the active ethyl acetate extract of Hypoxylon sp. led to the isolation of one new benzenoid,hypoxyphenone (1), along witheightknown

compounds, includingan alkaloid, cyclo(Leu-Pro) (2), two benzenoids,

4-methoxybenzoic acid (3) and 4-(2-hydroxyethyl)phenol (4), two isocoumarins, 5-methylmellein (5) and 5-formylmellein (6), two sesquiterpenoids, hypoxylonol A (7) and xylaranol B (8), and a steroid, ergosta-4,6,8(14),22-tetrane-3-one (9). The structures of these compounds were elucidated by spectroscopic methods, mainly 1D and 2D-NMR spectroscopy together with HR-ESIMS analysis. The successive isolation and bioassay of the isolates are currently under progress.

Chemical constituents and their cytotoxicity from the fruits of

Reevesia formosana

a,b,*

Sheng Chen

-Ih

b

Hung Lin,

-Chu

b

,

Chang

Shun

-Hsun

a

,

Yu Hsiao

-Pei

a

Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung

Medical University, Kaohsiung 807, Taiwan, R.O.C.

b

School of Pharmacy, College of Pharmacy, Kaohsiung Medical University,

Kaohsiung 807, Taiwan, R.O.C.

Reevesia formosana Sprague (Sterculiaceae) is an endemic deciduous tree that

grows in southern Taiwan. There are about 25 species of Reevesia worldwide, with two species in Central America, fourteen in mainland China, and one in Taiwan. The remainders are found mostly in Southeast Asia. Over 1,300 species of Formosan plants have been screened for cytotoxicity against MCF-7, NCI-H460, and HepG2 cancer cell lines in vitro, and R. formosana (the root, the stem, and the fruits) was found to be one of the most bioactive species.

There are 72 compounds isolated from the root, the stem, and the leaves of R.

formosana. Among them, 16 cardenolides including 13 new compounds isolated from

the root showed potent cytotoxicity, also caffeic acid from the leaves showed anti-oxidant activity. The methanolic extract of the fruits partitioned into ethyl acetate-soluble layer and water-soluble layer. Both of the two layers showed potent cytotoxicity against MCF-7, NCI-H460, and HepG2 cancer cell lines. In this study, bioassay-guided fractionation of the active ethyl acetate-soluble layer of the fruits of this plant led to the isolation of 11 known compounds till now: three cardenolides, reevesioside A (1), reevesioside F (2), epi-reevesioside F (3), two sesquiterpenoids, hibiscone C (4), and hibiscone D (5), two triterpenoids, betulinic acid (6) and oleanolic acid (7), two benzenoids, 4-methoxybenzoic acid (8), and methyl vanillate (9) and a -sitosterol (10) and stigmasterol (11). The structures of these compounds were elucidated by the spectroscopic analysis. Among the isolates, the cardenolides

1 3 displayed especially potent cytotoxicity against the MCF-7, NCI-H460, and

HepG2 cancer cell lines, already reported in previous studies.

The successive isolation of the fruits and the cytotoxic assay of the isolates are still in progress.

Chemical constituents and anti-inflammatory activity of

an endophytic fungus, Mollisia sp.

Nai-Wen Fan,

a

Ming-Jen Cheng,

b

Sheng-Wen Chen,

c

Sung-Yuan Hsieh,

b

Ta-Wei Liu,

b

Chia-Hui Lin,

d

Chu-Hung Lin,

d

Gwo-Fang Yuan,

b,*

Ih-Sheng

Chen

a,d,*

a

Graduate Institute of Natural Products, Kaohsiung Medical University,

Kaohsiung 807, Taiwan, R.O.C.

b

Bioresource Collection and Research Center, Food Industry Research and

Development Institute, Hsinchu 300, Taiwan, R.O.C.

c

Department of Fragrance and Cosmetic, College of Pharmacy, Kaohsiung

Medical University, Kaohsiung 807, Taiwan, R.O.C.

d

School of Pharmacy, College of Pharmacy, Kaohsiung Medical University,

Kaohsiung 807, Taiwan, R.O.C.

An endophytic fungus Mollisia sp., isolated from the root bark of an endemic plant,

Ardisia cornudentata (Myrsinaceae), was processed through solid-state fermentation,

and the ethyl acetate-soluble extract showed anti-inflammatory activity.

Bioassay-guided fractionation of active the ethyl acetate layer led to the isolation of three new compounds, mollisinols A－B, mollisipyrrolal (1, 2 and 3), and one first isolated from nature, mollisilactone (4), along with 12 known compounds, palmitic acid (5), (R)-(－)-mevalonolactone (6), chrysophanol (7), emodin (8), β-sitostenone (9), a mixture of β-sitosterol (10) and stigmasterol (11), ergosterol peroxide (12), 9,11-dehydroergosterol peroxide (13), 9-hydroxycerevisterol (14), cerevisterol (15), (+)-(22E,24R)-ergosta-8(14),22-diene-3β,5α,6β,7α-tetrol (16). The structures of these compounds were elucidated by spectroscopic methods, mainly 1D and 2D-NMR spectroscopy together with HR-ESIMS analysis. Among these isolates, ergosterol peroxide (12) showed the NO inhibitory activity with IC50 value of 36.99 μM. Emodin

Chemical constituents and anti-tubercular activity from the whole

plant of Amischotolype hispida

Chun-Wei Chang,

a

Hsun-Shuo Chang,

b

Ming-Jen Cheng,

c,*

Chien-Fang Peng,

d

Ih-Sheng Chen

a,b,*

a

Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung

Medical University, Kaohsiung 807, Taiwan, R.O.C.

b

School of Pharmacy, College of Pharmacy, Kaohsiung Medical University,

Kaohsiung 807, Taiwan, R.O.C.

c

Bioresource Collection and Research Center, Food Industry Research and

Development Institute, Hsinchu 300, Taiwan, R.O.C.

d

Biomedical Laboratory Science and Biotechnology, College of Health

Science, Kaohsiung Medical University, Kaohsiung 807, Taiwan, R.O.C.

Amischotolype hispida Less. ＆ A. Rich. (Commelinaceae) is a perennial herb

throughout Taiwan. Approximately 1,500 species of Formosan plants have been screened for anti-tubercular activity against Mycobacterium tuberculosis H37Rv in vitro, and the methanolic extract of the whole plant of A. hispida was shown with anti-tubercular activity. However, the phytochemistry and biological activities of

Amischotolype genus have never been studied.

In our previous studies, we have reported one new chlorophyll, amisphytin (3), along with 15 known compounds from the whole plant of this species. Continuing investigation led to the isolation of two new benzenoids, amisbenzoic acid (1) and amishisnolide (2), one new lignan, amislignol (4), together with six known compounds. The structures of isolates were determined by spectral analysis. Palmitic acid (13)

showed anti- . Four different lengths of

commercial available fatty acid analogues were also tested the anti-tubercular activity. However only myristic acid showed weak anti-tubercular activity with MIC value of 50 nd arachidic acid showed no anti-tubercular activities. It is meaningful for anti-tubercular activity on the carbon numbers from 14 and 16 of fatty acid analogues.

Chemical constituents and anti-tubercular activity from the leaves of

Symplocos morrisonicola

b

Hung Lin,

-Chu

b

Shuo Chang,

-Hsun

a

,

I Huang

-Cheng

Chien-Fang Peng,

c

Ih-Sheng Chen

a,b,*

a

Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung

Medical University, Kaohsiung 807, Taiwan, R.O.C.

b

School of Pharmacy, College of Pharmacy, Kaohsiung Medical University,

Kaohsiung 807, Taiwan, R.O.C.

c

Department of Medical Laboratory Science and Biotechnology, College

of Health Science, Kaohsiung Medical University, Kaohsiung 807, Taiwan,

R.O.C.

Symplocos morrisonicola Hayata (Symplocaceae) is a small tree, endemic to

Taiwan. It grows at about 400 – 3,000 m altitude. Saponins, triterpenoids, flavonoids, lignans, phenols, alkaloids, sterols, and iridoids are widely distributed in Symplocos, which is the only genus in Symplocaceae. Approximately over 1,500 species of Formosan plants have been screened for anti-tubercular activity against Mycobacterium

tuberculosis H37Rv in vitro. The methanolic extract of the leaves of this plant showed

potent anti-tubercular activity in vitro. The chemical constituents and their bioactivities of this species have never been conducted.

Bioassay-guided fractionation of active ethyl acetate-soluble layer from the leaves of this species led to the isolation of one new fatty acid: (–)-(11R,12R,13R)-(9Z,15Z)- 11-hydroxy-12,13-epoxyoctadeca-9,15-dienoic acid (11), along with 20 known compounds, including a mixture of methyl palmitate (1) and methyl oleate (2), two chlorophylls: pheophytin-a (3), 151-hydroxypurpurin-7-lactone dimethyl ester (10), four lignans: (+)-sesamin (4), (±)-pinoresinol (13), (±)-syringaresinol (14), (+)-lariciresinol (15), three steroids: a mixture of β-sitosterol (5) and stigmasterol (6), α-spinasterol (7), one phenol: syringaldehyde (8), one coumarin: isoscopoletin (9), two apocarotenoids: tectoionol (12), (1R)-3-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enyl]-1-methyl- propyl-β-D-glucopyranoside (19), two phenylpropanoids: trans-ferulic acid (16), methyl ferulate (17), two alkaloids: vincosamide (18), naucleaorine (21), and one iridoid: 4-epi-alyxialactone (20).The successive isolation and the anti-tubercular activity are still in process.

Biological evaluation of secondary metabolites from the roots of Myrica

adenophora

Ya-Chih Ting,

a

Horng-Huey Ko,

b

Hui-Chun Wang,

a

Chien-Fang Peng,

c

Hsun-Shuo Chang,

d

Pei-Chen Hsieh,

d

Ih-Sheng Chen

a,d,＊

a

Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung

Medical University, Kaohsiung 807, Taiwan, R.O.C.

b

Department of Fragrance and Cosmetics Science, College of Pharmacy,

Kaohsiung Medical University, Kaohsiung 807, Taiwan, R.O.C.

c

Biomedical Laboratory Science and Biotechnology, College of Health

Science, Kaohsiung Medical University, Kaohsiung 807, Taiwan, R.O.C.

d

School of Pharmacy, College of Pharmacy, Kaohsiung Medical University,

Kaohsiung 807, Taiwan, R.O.C.

In our previous studies, we have reported two A-type proanthocyanidins: myricadenin A (1) and myricadenin B (2) along with 20 known compounds from the roots of Myrica adenophora Hance (Myricaceae). Continuing investigation of the root of this species led to the isolation of one new A-type proanthocyanidin, myricadenin C (3), two esters of sucrose, myricadenins A (4) and B (5), a phenolic glycoside, 6-galloyl orbicularin (6), a chromanone derivative, myrichromanone (7), along with four known compounds. The structures of 1‒7 were determined by spectral analysis. myricadenin A

(1), myricananin C (10), and myricetin (24) showed strong

1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity with SC50 values of

7.9, 16.3, and 15.9 μM, respectively. Myricadenin A (1), myricanone (8), 10, (‒)-myricanol (15), myricanol 11-O-β-D-glucopyranoside (17), and 24 showed stronger 2,2′-azino-bis-3-ethylbenzthiazoline-6-sulphonic acid (ABTS) radical scavenging activity with SC50 values of 7.5, 19.6, 12.0, 22.3, 19.6, and 15.6 μM than positive

control, respectively. 5-Deoxymyricanone (9), porson (11), 12-hydroxymyricanone (12),

15, and galeon (19) exhibited anti-tubercular activity with the MICs values of 25.8, 40.0,

35.8, 30.0, and 15.0 μg/mL against Mycobacterium tuberculosis H37Rv in vitro, respectively. Compounds 4, 8, 10, and 15 exhibited anti-inflammatory activity in the iNOS assay with the EC50 values of 18.1, 1.0, 13.0, and 7.5 μM, respectively.

Anti-inflammatory Activity and Cancre Cell Cytotoxicity of Extracts

from Alpinia galangal and Zingiber zerumbet

張瓊云

1

, 林大楨

2

, 陳明進

3

, 楊予霈

4

, 黃蘭如

5

*

1

_{中臺科技大學牙體技術暨材料系}

2

_{中臺科技大學藥物科技研究所}

3

_{台灣優杏生物科技股份有限公司}

4

_{中臺科技大學醫學檢驗生物技術研究所}

5

_{中臺科技大學醫學生物技術檢驗系}

許多中草藥萃取物都具有抗發炎、抗過敏、抗氧化及抗癌等活性，目前相關 研究也證實薑科(Zingiberaceae)植物南薑(Alpinia galanga)及球薑(Zingiber zerumbet) 具有多種臨床功效，但尚未清楚其抗發炎與抗癌的活性及分子機制。本研究選取 國人常用於溫中散寒、祛風除濕、理氣止痛的南薑及球薑，取其地下塊狀根莖， 經過熱水、甲醇及丙酮等三種溶劑浸泡並過濾，經減壓濃縮後共取得九種粗萃取 物，藉由體外細胞毒殺作用(cytotoxicity assay)，以 MTS 分析法分析粗萃取物對口 腔癌細胞株的癌細胞毒殺效果。抗發炎活性則是在研究過程中偵測粗萃取物是否 可以抑制前發炎介質(pro-inflammatory mediator、包括：IL-6、IL-8)的形成。目前 將 Cal27 口腔癌細胞株進行篩選九種南薑與球薑粗萃取物的細胞毒性分析，發現其 中 Z1、Z2、Z7 這三種粗萃取物對口腔癌細胞有明顯的毒殺作用, 且對周邊血液中 白血球也具有明顯的抑制發炎效果。以 HPLC 分析此九種粗萃取物，証明 Z7 的球 薑酮含量最高，對誘導口腔癌細胞凋亡作用也最顯著。未來將繼續進行相關物質 之成分分析、化學結構探討與生物活性之研究。

Chemical Constituents from the Stem of Astroniaformosana

Chin-Wei Chang

1

, Guei-Jane Wang

2

,Yu-Chang Chen

1,

*

1

Department of Chinese Pharmaceutical Sciences and Chinese Medicine

Resources, College of Pharmacy, China Medical University

2

Graduate Institute of Clinical Medical Science, China Medical University

AstroniaformosanaKanehira(Melastomataceae) is an endemic small treedistributingin the forests at altitudes of 300-500 m in the southern part of Taiwan, islands Lanyu and Lutao. The methanolic extract of the stem of this plant showed potent anti-inflammatory. Bioassay-guided fractionation of active ethyl acetate-soluble layer

from the stem of this species led to the isolation ofthree

tannins:3,3',4-tri-O-methylellagic acid(1),3,3'-di-O-methylellagic acid(2),

and3,4-di-O-methylellagic acid(3)along with three triterpenoids:betulic acid (4), arjunilic acid (5), and stachlic acid C(6). The structures of these compounds were elucidated by spectroscopic techniques. The isolation work and their bioactivities assay are still in progress.

Chemical constituents and their bioactivities of the

endophyticLachnumabnorme from the stem bark of

ArdisiacornudentataMez

Guan-Yun Chen,

a

Ming-Jen Cheng,

b

Yue-Jin

Lin,

c

Hsun-ShuoChang,

c

Sung-Yuan Hsieh,

b

Tai-Wei Liu,

b

Huei-Ping

Chen,

b

Gwo-Fang Yuan,

b

Ih-Sheng Chen

c,＊

a

Graduate department of Fragrance and Cosmetic Science, College of

Pharmacy, Kaohsiung Medical University, Kaohsiung807,Taiwan, R.O.C.

b

Bioresource Collection and Research Center, Food Industry Research and

Development Institute, Hsinchu300,Taiwan, R.O.C.

c

School of Pharmacy, College of Pharmacy, Kaohsiung Medical University,

Kaohsiung807,Taiwan, R.O.C.

Over the past few years, the secondary metabolites of the fungi Lachnum genus were investigated andthe afforded isolates structurally belong to alkaloids, benzenoids, courmarins, and sesquiterpenes. Recently, an endophytic fungus Lachnumabnorme, isolated from the leaves of an endemic plant, ArdisiacornudentataMez (Myrsinaceae), was processed through solid‐state fermentation and the ethyl acetate-soluble extract showed the glucocorticoid receptor inhibitory activity.

Investigation of the active ethyl acetate layer led to the isolation of five new

compounds, lachabnormone (1), lachabnormol (2), lachisochromanone (3),

lachbenzooxocinone (4), lachdodecenone (5), along with six known compounds, alternariol 9-methyl ether (6), lachnochromonin C (7), 1, 3, 6-trihydroxy-8- methylxanthone (8), alternariol (9), ergosterol (10), and palmitic acid (11). The structures of these compounds were elucidated by spectroscopic methods. The major compound, lachnochromonin C (7), showed NO (nitric oxide), IL-6 (interleukin-6), and GR (glucocorticoid receptor) inhibitory activities with IC50 values of 25.7, 73.4, and

31.0 μM, respectively.

The isolation and the biological activity of the isolates are currently under progress.

延荽子化學成分及藥理活性之研究

嚴逸釗

a

, 陳政穎

a

, 林漢欽

a, c

, 陳安

b

, 石麗仙

d

, 張溫良

a *

a

School of Pharmacy, National Defense Medical Center, Taipei, Taiwan;

b

Department of Pathology, Tri-Service General Hospital,National Defense

Medical Center, Taipei, Taiwan;

c

Sinpharm Pharmaceutical Incorporated, I-Lan, Taiwan ;

d

Department of Biotechnology, National Formosa University, Yunlin,

Taiwan

延荽子為繖形科(Apiaceae)植物延荽(Coriandrumsativum Linn.)的成熟果實，於傳統 醫學中主要用途為驅風祛痰、治牙齒疼痛、蛇蟲螫傷，現代則多用於料理中做為 佐料。現代藥理發現延荽子具有許多重要的藥理活性，例如抗焦慮、胃黏膜保護、 抗糖尿病、抗微生物等作用，其中最受重視的是延荽子的抗氧化活性。目前臨床 上尚無有効藥物可以治癒末期腎臟病，患者為了維持生命唯有選擇接受透析治療 或腎臟移植，受限於腎臟移植有諸多限制，多數患者只能接受透析治療，透析治 療平均約 2 天必須實施一次，每次約耗費 4-5 小時，不但影響日常作息，長期下來 對患者經濟也是沉重的負擔。若能在惡化為末期腎臟病前減緩其惡化速率，讓患 者維持基本的腎臟功能，將可顯著減少末期腎臟病的盛行率，也節省了龐大的醫 療費用。本實驗室初步經由細胞實驗篩選 200 多種具有抗發炎及抗氧化活性的中 草藥，發現於腎間質細胞(mesangial cell)中，對照以酯多醣誘導發炎的控制組，延 荽子粗萃物能夠有効降低細胞中 ROS 的含量，故選定延荽子作為研究目標，期能 分離出有效降低 ROS 的有效成分以供進一步研究。

Novel Lignans from the Leaves and Stems of Kadsuraphilippinensis

Yu-Chi Lin,

a,b

Yuan-Bin Cheng,

a

Chia-ChingLiaw,

a

Yao-HaurKuo

c

and

Ya-ChingShen

a,*

a

School of Pharmacy, College of Medicine, National Taiwan University,

Jen-Ai Rd. Sec. 1, Taipei 100, Taiwan

b

Department of Life Sciences, National Cheng Kung University, No. 1

University Road, Tainan 701, Taiwan

c

National Research Institute of Chinese Medicine, Taipei 112, Taiwan

Kadsurabelongs to the familySchisandraceae andit’sonly distributed in eastern and

southern Asia.Species of Kadsurawereused in Chinese folkmedicine for the treatment of cold, rheumatoid arthritis and gastroenteritisand as an anodyne to relieve pain.The major constituents ofKadsuraplantswere reported to be bioactive lignans, which possessed antitumor, antiviral and anti-hepatitic activities.K.philippinensis Elm.is anevergreen vine, mainly distributed at low altitudeofremoteislands of Taiwan such as Green and Orchid islands. Our previous phytochemical studies on the EtOAc extracts of K. philippinensis resulted in the isolation of novel triterpenoids and many lignans.

Three new C19 homolignans, taiwankadsurins D (1), E (2) and F (4), and two new C-18 lignans (3) and (5) were isolated from the aerial parts of K.philippinensis.

Compounds 1 and 2 belong to 3,

4-{1’-[(Z)-2”-methoxy-2”-oxo-ethylidene]}-pentano(2,3-dihydro-benzo[b]furano)- 3-(2”’-methoxycarbonyl-2”’-hydroxy-2”’,3’-epoxide) skeleton. The structure and relative configuration of these metabolites was elucidated through extensive

interpretation of MS, COSY, HSQC, HMBC and NOESY experiments and compared their NMR data with those of related compounds. Furthermore, the structure of 5 was further confirmed by X-ray crystallographic analysis and the absolute configuration was established by CD spectrum.

Mechanisms of melanogenesis inhibitors of Artocarpus xanthocarpus

Yu-Jing Jin,

1

Ih-Sheng Chen,

2, 3

Horng-Huey Ko

1,＊

1

Department of Fragrance and Cosmetic Science,

2

Graduate Institute of

Natural Products, and

3

School of Pharmacy, College of Pharmacy,

Kaohsiung Medical University, 807 Kaohsiung, Taiwan

Seven active compounds, including norartocarpetin (1), artoxanthocarpuoneA (2), albanin A (3), cudraflavone C (4), chlorophorin (5), resveratrol, and oxyresveratrol, were isolated from the methanolic extract of root of Artocarpus xanthocarpus Merr. (Moraceae). The preliminary results have been demonstrated that these seven compounds showed strong inhibitory effect on melanogenesis in B16 melanoma cells, but the mechanism of compounds 1-5involved in the improvement of molecular biology is still unclear. The present study continuously focuses on developing the active components with cosmetic potentials. In the results, we found that norartocarpetin (1)

down-regulated phospho-cAMP response element-binding (p-CREB) and

microphthalmia-associated transcription factor (MITF) expression, which in turn decreased both synthesis of tyrosinases (TRP-1 and TRP-2) and cellular melanin content. By the way, artoxanthocarpuone A (2) induced inhibition of tyrosinase (TYR) expression by activation of p-ERK andp-JNK; albanin A (3) reduced the expression of MITF and TRP-2; cudraflavone C (4) down-regulated MITF and TYR expression; and chlorophorin (5) reduced the expression of MITF, TYR, TRP-1 and TRP-2 through the inhibition of p-CREB, respectively, resulting the inhibition of melanogenesis. Consequently, compounds 1-5 regulated melanogenesis by different signaling pathways or its downstream target proteins. It can be inferred that A. xanthocarpus is a valuable source of natural compounds; we wish the development of scientific research on natural products can be the cosmetic industry's niche in Taiwan.

Dehydrodiepicatechin A from the Leaves of Machilus konishii

Yi-Shan Lin and Shoei-Sheng Lee



School of Pharmacy, College of Medicine, National Taiwan University

Machilus konishii Hayata (Lauraceae) is a medium-sized to large evergreen tree

endemicly distributed in the broad-leaved forests from low to medium altitudes in the central to southern parts of Taiwan1. From the EtOH extract of its leaf had led to the identification of dehydrodiepicatechin A, which was a dimer of epicatechin. Although it has been prepared from epicatechin2, dehydrodiepicatechin A is the first occurrence as a natural product. Its structure was elucidated by means of MS and NMR spectroscopic analyses. The stereochemistry of dehydrodeepicatechin A is elucidated for the first time on the basis of 1D NOESY and CD.

References:

1. Huang, T. C. (editor-in chief) Flora of Taiwan, 2nd ed.; Editorial Committee of the Flora of Taiwan: Taipei, 1996; Vol. 2, p 479-81.

2. Sang, S. M.; Tian, S. Y.; Wang, H.; Stark, R. E.; Rosen, R. T.; Yang, C. S.; Ho, C. T.,

Bioorg. Med. Chem. 2003, 11 (16), 3371-3378.

I-Wen Lo,

a

Ho-Si Cheng,

a

Pi-Han Lin,

b

Wu-Chang Chuang,

c

Sui-Yuan

Chang

b

and Ya-Ching Shen

a,

*

a

School of Pharmacy, College of Medicine, N.T.U., Taipei, Taiwan

b

Department of Clinical Laboratory Sciences and Medical Biotechnology,

College of Medicine, N.T.U., Taipei, Taiwan

c

Brion Research Institute of Taiwan

Schisandra chinensis, a deciduous wood vine, grows in northern and northeastern

China. Its fruits, known as Bei-wuweizi, have been used for the treatment of diabetes, diarrhea, cough and insomnia, and as an astringent for chronic lung and kidney diseases. Pharmacological studies revealed that it exhibited antitumor, antiviral, anti-oxidative, hepato-protective and immuno-regulatory activities. Previously, many lignans and triterpenoids have been reported from the stems and leaves of S. chinensis. However, there was no triterpene reported before from the fruits Bei-wuweizi. In order to realize and compare the triterpenoids between S. chinensis and S. arisanensis, fractionation by extensive column chromatography was initiated. As a result, six nortriterpenoids were isolated and their structures were characterized. Three new compounds together

with three known wuweizi dilactones B (4), C (5), and H (6) were discovered for the first time. The isolation, structural elucidation and biological activities of compounds

女貞子化學成分及藥理活性之研究

嚴逸釗

a

, 陳思諺

a

, 林漢欽

a, c

, 陳安

b

, 石麗仙

d

, 張溫良

a *

a

School of Pharmacy, National Defense Medical Center, Taipei, Taiwan;

b

Department of Pathology, Tri-Service General Hospital, National Defense

Medical Center, Taipei, Taiwan;

c

Sinpharm Pharmaceutical Incorporated, I-Lan, Taiwan ;

d

Department of Biotechnology, National Formosa University, Yunlin,

Taiwan

女貞子為木犀科植物(Oleaceae)女貞(LigustrumlucidumAit.)的乾燥果實。研究發現 女貞子的粗萃物具有顯著的免疫調節、降血糖、降血脂、抗發炎等作用。在初步 以巨噬細胞( RAW 264.7 )實驗中發現，女貞子乙醇萃取物具有顯著抗發炎的活性。 女貞子以酒精萃取，並依極性大小做分割，分為不溶物、正己烷、二氯甲烷、正 丁醇及水層等五個部分分層。根據各極性層之抗一氧化氮活性試驗發現，正丁醇 層(LiLu-B)具有抑制脂多醣(lipopolysaccharide,LPS)誘導的 RAW 264.7 細胞產生一 氧化氮含量的活性，於是選取正丁醇層利用正、逆相管柱層析分離純化得到 14 個 化合物，其中含有 8 個 triterpenoid 為 tormentic acid (1)、arjunic acid (2)、 19-α-hydroxyursolic acid (4) 、 maslinic acid (5) 、 oleanolic acid (8) 、 3-O-cis-p-coumaroyltormentic acid (9)、3-O-trans-p-coumaroylmaslinic acid (10)、 3-O-cis-p-coumaroylmaslinic acid (11)；2 個 flavonoid 為 chrysoeriol (6)、apigenin (7)；

2 個 phenethyl alcohols 為 3,4-dihydroxyph-enethyl alcohol (13) 、

p-hydroxyphenethyl-β-D-glucoside (14)；1 個 benzoic acid 為 protocatechuic acid (12) 及 1 個 steroid 為 β-sitosterol- 3-O-β-D-glucoside(3)。上述成分中化合物 2 與化合物 6 是首次由女貞子中分離得到。化合物抗一氧化氮藥理活性試驗尚在進行中。

決明子與望江南藥材之鑑別及品質評估

李雅玲

1

_、何玉鈴

2

_、鄭寶雲

1

_、張永勳

1*

1

_{中國醫藥大學 中國藥學暨中藥資源學系、}

2

_{弘光科技大學 護理系}

決明子為豆科植物決明 Cassia obtusifolia L.或小決明 Cassia tora L.的乾燥成熟 種子，臨床上具清熱明目，潤腸通便之功效。望江南為豆科植物 Cassia occidentalis L. 的種子。臨床上具有清熱明目，健脾，潤腸之功效。 經調查臺灣市售決明子與望江南藥材，有誤用及混用之情形；為確保臨床用 藥安全有效，本研究探討比較此二藥材之區別，包括：外部形態鑑別、顯微鑑別、 薄層層析法鑑別、高效液相層析法鑑別之比較。 實驗結果發現決明子呈菱方形有簇晶，望江南呈扁卵形且無簇晶。在薄層層 析法及高效液相層析法中，決明子則被驗出 autrantio-obtusin(橙黃決明素 )、 emodin(大黃素)、chrysophanol(大黃酚)、physcion(大黃素甲醚)，望江南檢測出 physcion(大黃素甲醚)及少量 emodin(大黃素)。此研究結果可提供業界對決明子與 望江南之鑑定比較參考。

Preliminary of SolanumlyratumHairy Root Growth and the Secondary

metabolites α-Solanine Production

Chia-Hsin Lin(林佳欣)

1

, Pei-Shan Li(李佩珊)

1

, Yun-fung Chen(陳韻芳)

1

,

Hsiao-Sung Chan(詹効松)

3

, Hsin-Sheng Tsay(蔡新聲)

3

, Jing-Gung

Chung(鍾景光)

2

, Chao-Lin Kou(郭昭麟)

1

1

Department of Pharmaceutical Sciences and Chinese Medicine Resources,

China Medical University

2

Department of Biological Science and technology, China Medical

University

3

Department of Applied Chemistry, Chaoyang University of Technology

The whole plants of SolanumlyratumTHUNB. (Solanaceae) are called “Baiying”(白英)in

traditional Chinese medicine (TCM). They occur mostly in tropical, subtropical and temperate regions of the world. It has been used to treat inflammation, allergy, enhance immunity and protect the liver andfor many years. As it is often in clinical anticancer herbs. The α-Solanine was found to possess anti-carcinogenic property, like inhibiting proliferation and inducing apoptosis of tumor cells. Then, Agrobacterium

rhizogenesmediated hairy root culture are fast growing, genetically stable and high

production of important valuable secondary metabolites without any growth regulation. In this study, the transformed hairy roots were obtained from leaf and stem explants of S.

lyratum infected with A. rhizogenesstrains BCRC 15720. The transformed hairy root

clones were cultured onto the half of Murashine and Skoog (MS) basal medium in dark condition for 8 weeks. Then use high performance liquid chromatography (High performance liquid chromatography; HPLC) for composition analysis.Our study also showed a α-solanine concentration from in tissue culture planta root of only 0.02 mg/g and in tissue culture planta top of only 0.048mg/g. Further, the contents of α-solanine were detected in the hairy roots (four weeks years) about 1.276mg/g, that are much higher than sterile plantlets. Has established complete the hairy root systems assessed S.

lyratum production secondary metabolites have further explore space to the

台灣產蛇莓藥材之基原鑑定及台灣蛇莓萃取物

誘導大腸癌細胞 HCT116 凋亡試驗

陳韻芳

1

_、李佩珊

1

_、林佳欣

1

_、鍾景光

2

_、郭昭麟

1*

1

_{中國醫藥大學中國藥學暨中藥資源學系}

2

_{中國醫藥大學生物科技系}

蛇莓 (Duchesnea indica (Andr.) Focke) 始載於名醫別錄，歷代以降諸家本草如 本草經集注、本草綱目等均有著錄。全草具清熱解毒、涼血止血之效；主要治療 感冒、痢疾、黃疸、腮腺炎等。近代藥理實驗證明蛇莓具有抗氧化、抗發炎、誘 導癌細胞凋亡的能力。台灣蛇莓屬植物依台灣植物誌分類有 2 種，台灣蛇莓 (Duchesnea chrysantha (Zoll. & Mor.) Miq) 及蛇莓，本研究將對 2 種蛇莓屬植物進 行基原鑑定及分子生物學鑑別，並針對較常見的台灣蛇莓檢測其萃取物抑制大腸 癌細胞的活性。本研究完成蛇莓及台灣蛇莓之採集、生態習性調查、外部形態及 內部組織之鑑定、核糖體 DNA 序列上的內轉錄區 (internal transcribed spacer, ITS) 序列的定序比較，發現蛇莓分布以高山陰涼潮濕處為主；台灣蛇莓則平地及高山 陰涼潮濕處常見，外部形態最大的差異在於果實，台灣蛇莓聚合果粉白色，瘦果 表面具小疣；蛇莓聚合果紅色具光澤，瘦果新鮮時表面光滑，顯微鑑定顯示台灣 蛇莓匍匐莖髓部含澱粉；蛇莓則無，且乾品呈中空狀。台灣蛇莓之甲醇提取物中 的乙酸乙酯分層萃取物，具有抑制大腸癌細胞 (HCT-116) 增生的活性，並且隨濃 度提高 Sub-G1 也明顯增加，而對細胞週期分布則無顯著影響。在本研究中顯示， 台灣蛇莓也同樣具有誘導癌細胞凋亡的能力，但台灣蛇莓是否能做為蛇莓的代用 品仍有待進一步研究。未來將進一步探討 2 種蛇莓屬植物的成分差異，及台灣蛇 莓誘導癌細胞凋亡的機制。

Studies on natural products from the whole plant of Limnophila rugosa

Jui-Ying Cho (卓瑞瑛)

1

, Chia-Wei Ting (丁家崴)

2

,

Ming-Hong Yen (顏銘宏)

2

, Ting-Yu Cho (卓霆宇)

3

,

Tzong-Huei Lee (李宗徽)

1,

*, and Jih-Jung Chen (陳日榮)

3,

*

1

School of Pharmacy, Taipei Medical University, Taipei 110, Taiwan

2

Faculty of Pharmacy, Kaohsiung Medical University, Kaohsiung 807,

Taiwan

3

Graduate Institute of Pharmaceutical Technology & Department of

Pharmacy, Tajen University, Pingtung 907, Taiwan

Limnophila rugosa (Roth) Merr. (Scrophulariaceae) is a perennial herb distributed

in Ryukyus, Malesia, Indochina, Polynesia, and Taiwan. Previous studies of this plant have reported the isolation of flavonoids, triterpenoids, and essential oils. Many of these compounds were found to exhibit anti-bacterial and anti-fungal activities. Investigation on EtOAc-soluble fraction of the whole plant of L. rugosa has led to the isolation of two new flavone derivatives, limnorugosin A (1) and limnorugosin B (2), and a new benzoic acid derivative, 3-hydroxy-4-(2,3-dihydroxy-3-methylbutyl)benzoic acid (3), together with seven known compounds, including three flavonoids, nevadensin (4), 5-demethyltangeretin (5), and isothymusin (6), three benzoic acid derivatives, 3-farnesyl-4-hydroxybenzoic acid (7), 4-hydroxy-3-prenylbenzoic acid (8), and 3-geranyl-4-hydroxybenzoic acid (9) and a triterpene, betulinic acid (10). The structural elucidation of new compounds 1–3 will be discussed in this symposium.

多倍體丹參毛狀根之二次代謝物成分含量評估

廖孝嘉

1

劉慕萱

1

張文德

1

李孟修

1

中國醫藥大學 中國藥學暨中藥資源學系

丹參(Salvia miltiorrhiza Bunge)為唇形科(Lamiaceae)鼠尾草屬(Salvia)多年生草本 植物，始載於《神農本草經》列為上品。現代藥理研究指出丹參具有治療心血管疾病、 抑制血小板凝集、抗氧化、抗腫瘤、保肝、抗菌等功效。丹參主要活性成分可分為水 溶性酚酸(phenolic acids) 類化合物 如：迷迭香酸(rosemarinic acid) 丹參酚酸 A (salvianolic acid A)丹參酚酸 B (salvianolic acid B)等及脂溶性丹參酮(tanshinones)類化 合物 如：隱丹參酮(cryptotanshinone)丹參酮 IA (tanshinone IA)丹參酮 IIA (tanshinone IIA)等。

多倍體(polyploid)是指生物基本染色體套數組數倍數化，為物種演化過程中重要 途徑之一；物種透過套數組數的倍增，存有重複、逆轉、基因默化及隱性表達等，使 生物具有抗逆環境、產量增加、恢復可孕性等，增強物種對環境的生存性。

本 研 究 目 的 為 探 討 多 倍 體 丹 參 之 二 次 代 謝 產 物 變 化 之 比 較 。 農 桿 菌 (Agrobacterium rhizogenes)菌株 LBA1334 感染二倍體及四倍體丹參所誘導之毛狀根 (Hairy roots)系統，經由多倍體鑑定分析確認後，以高效液相層析儀(High performance liquid chromatography ; HPLC)進行成分分析。初步結果發現，四倍體丹參毛狀根二次 代謝產物之迷迭香酸含量為二倍體毛狀根之 2 倍，而丹參酚酸 B 含量為二倍體毛狀 根之 4 倍，但二倍體丹參毛狀根之丹參酮 IIA 含量卻是四倍體毛狀根含量之 20 倍。 未來將繼續探討多倍體丹參毛狀根二次代謝物之代謝途徑變化，以作為多倍體丹參毛 狀根量產二次代謝產物之重要依據。

New thymol derivative from the root of Eupatorium cannabinum subsp.

asiaticum

Li-Chai Chen (陳立材)

1,

*and Jih-Jung Chen(陳日榮)

2,

*

1

Department of Pharmacy of Zuoying Branch of Kaohsiung Armed Forces

General Hospital, Kaohsiung 813, Taiwan

2

Graduate Institute of Pharmaceutical Technology & Department of

Pharmacy, Tajen University, Pingtung 907, Taiwan

Eupatorium cannabinum subsp. asiaticum (Compositae) is a perennial herb

distributed in Himalaya mountain range, China, and Taiwan. E. cannabinum subsp.

asiaticum, locally called ‘Taiwan ze-lan’ or ‘liu-yue-xue’ has been used as a folk

medicine to treat hepatitis, headache, diarrhea, hypertension, and diabetes mellitusin Taiwan. In our studies on the anti-cancer constituents of Formosan plants, many species have been screened for their cytotoxicities, and E. cannabinum subsp. asiaticum has been found to be an active species.

Investigation on n-hexane-soluble fraction of the root of E.cannabinum subsp.

asiaticum has led to the isolation of a new thymol derivative, 9-(3-methylbutanoyl)-8,10-dehydrothymol 3-O-tiglate (1), along with 4 known compounds (2–5). The structure of new compound 1 was determined through spectral analyses including extensive 2D NMR data. Among the isolated compounds, 9-acetoxy-8,10-epoxythymol 3-O-tiglate exhibited significant cytotoxicity with IC50

New Phthalide derivatives from the stem of Pittosporum illicioides var.

illicioides

Sheng-Ping Huang (黃聖評)

1

, Ih-Sheng Chen (陳益昇)

2

, and

Jih-Jung Chen (陳日榮)

3

*

1

Department of Biotechnology, Tajen University, Pingtung 907, Taiwan

2

Faculty of Pharmacy, Kaohsiung Medical University, Kaohsiung 807,

Taiwan

3

Graduate Institute of Pharmaceutical Technology & Department of

Pharmacy, Tajen University, Pingtung 907, Taiwan

Pittosporum illicioides var. illicioides (Pittosporaceae) is an evergreen shrub that

grows in medium-to-high altitude forests throughout China and Taiwan. Sesquiterpene glycosides, triterpenoid saponins, carotenoids, and their derivatives are widely distributed in plants of the genus Pittosporum. Many of these compounds exhibit diverse biological activities, including antimicrobial and cytotoxic activities. In our studies on the anti-inflammatory constituents of Formosan plants, many species have been screened for in vitro anti-inflammatory activity, and P. illicioides var. illicioides has been found to be one of the active species. Phytochemical investigation of the stem of this plant has led to the isolation of a new phthalide derivative, 3-ethyl-5,7- dihydroxy-6-methoxyisobenzofuran-1(3H)-one (1), along with six known compounds (2–7). The structural elucidation of new compound 1 is described herein.

Antioxidant effects of different solvent extracts of chamomile flower

Kuo-Cheng Wang, Ming-Chi Hung, Yu-Dan Cheng I-Li Chen, Fu-An Chen,

Po-Chuen Shieh, Shu-Yu Li, Daih-Huang Kuo*

Graduate Institute of Pharmaceutical Technology, Tajen University,

Pingtung, Taiwan

Chamomile (Matricariarecutita L.), a member of the daisy family, has been used as a herbal remedy for thousands of year. Recent studies have shown its carminative, stomachic, anti-inflammatory, anti-parasitic, anticancer and hypocholesteroemic properties. In this study, methanol was fully utilized to dissolve the active ingredients of chamomile flower, refluxed at 50℃ for 3 hours, concentrated under vacuum, and syrup product was archived (CME), then the syrup product was fractionated with n-hexane (CHE), dichloromethane (CDE), ethyl acetate (CEE) and water (CWE). DPPH scavenging effect and total phenol content were used to investigate their antioxidant capacity. Among these fractions, CEE contained components with the most effective DPPH scavenging potential and total phenol content. The DPPH free radical scavenging percentages were 12%, 67%, 95%, 75%, 39% and 63% for CHE, CDE, CEE, CME, CWE (1000μg/ml) and vitamin C (60μg/ml) that indicated CDE, CEE and CME (1000μg/ml) were superior to vitamin C (60μg/ml).The absorbances of total phenol content were 0.17, 0.71, 1.01, 0.54, 0.29 and 0.41 for CHE, CDE, CEE, CME, CWE (1000μg/ml) and gallic acid (160μg/ml) that displayed the total phenol contents of CDE, CEE, CME (1000μg/ml) were more than gallic acid (160μg/ml). These results suggest that chamomile flower is expected to be useful for antioxidant.

不同產地之中藥檳榔的品質評估

吳旻峰

1,2

_、何玉鈴

3

_、黃冠中

1

_、張永勳

1,2* 1

_{中國醫藥大學 中國藥學暨中藥資源學系}

2

_{中國醫藥大學附設醫院 藥劑部中藥局}

3

弘光科技大學 護理學系

檳榔為棕櫚科Palmae植物檳榔Areca catechu的乾燥成熟種子，始載於名醫別 錄，列於草木部中品。歷代以降諸家本草，如新修本草、開寶本草、植物名實圖考 等均有著錄，為中醫臨床常用藥物之一，具破氣消積，化痰散痞之功效。海南、雲 南、印尼、台灣為其主要產地。檳榔富含檳榔鹼(Arecoline)、檳榔次鹼(Arecaidine)、 去 甲 基 檳 榔 次 鹼 (Guvacine) 、 去 甲 基 檳 榔 鹼 (Guvacoline) 等 生 物 鹼 與 Catechin 與 Epicatechin等黃酮類化合物。唯市售檳榔藥材外觀有大小、尖鈍、圓扁之不同，為確 保市售檳榔藥材之品質，進行本研究。 本研究收集上述三個不同產地的檳榔原藥材，以組織切片、粉末顯微鑑定、薄 層層析(TLC)、高效液相層析(HPLC)等鑑定方法，進行組織型態鑑定及生物鹼與黃酮 類的成分含量分析，並測定其對DPPH自由基清除能力、還原力、總多酚含量、類 黃酮含量及黃酮醇含量活性分析，以評估探討不同產地之檳榔間品質的差異。最後， 選擇中藥基準方200方中含檳榔之複方製劑「芍藥湯」，測定其散劑與濃縮顆粒劑 中檳榔鹼之含量多寡，探討以水為溶媒提取製成濃縮顆粒劑，對檳榔鹼之提取成 效。列出部分結果於下：不同產地檳榔之組織切片、粉末顯微鑑定皆相同；生物鹼 含量高低則有不同，其中，臺灣中藥典限定之檳榔鹼(Arecoline)含量以海南產最高為 0.611 ± 0.197%，其次為印尼產為0.526 ± 0.240%，雲南產最低為0.359 ± 0.070%，皆 符合臺灣中藥典檳榔鹼(Arecoline)含量不得少於0.20%之規範；檳榔次鹼(Arecaidine) 含量亦以海南產最高為0.102 ± 0.030%，其次為雲南產為0.039 ± 0.011%，印尼產最 低為0.015 ± 0.009%。海南、雲南、印尼三地所產之Catechin的含量分別為0.308 ± 0.049%、0.205 ± 0.040%、0.358 ± 0.125%；總多酚含量分別為113.736 ± 22.314%、 109.217 ± 25.837%、84.535 ± 34.478%。而對不同劑型之複方製劑，經水為溶媒提 取，對成品中檳榔鹼含量多寡之評估，尚在進行中。 藉由本研究，瞭解不同產地中藥檳榔之品質優劣，以海南所產之商品名為「海 南子」之品質較優，以此供臨床使用之質量參考。

New isoferulylglyceryl ester from Eriocaulon buergerianum

Da-Rong Chen (陳達榮) and Jih-Jung Chen (陳日榮) *

Graduate Institute of Pharmaceutical Technology & Department of

Pharmacy, Tajen University, Pingtung 907, Taiwan.

Eriocaulon buergerianum Koern. (Eriocaulaceae) is a herbaceous perennial plants,

distributed in China, Korea, the Ryukyus and Japan. Its capitula have been used as a traditional Chinese medicine named ‘Gujingcao’ to disperse brighten eyes, wind-heat, and eliminate nebula. Flavonoids, isoflavones, naphthopyranones, and xanthones are the major constituents of this plant. In our studies on the anti-inflammatory constituents of Formosan plants, many species have been screened for in vitro inhibitory activity on neutrophil pro-inflammatory responses, and E. buergerianum has been found to be an active species. Investigation on CH2Cl2-soluble fraction of the capitula of E. buergerianum has led to the isolation of a new isoferulylglyceryl ester,

(E)-2-hydroxy-3-(3-(4-hydroxy-3-methoxyphenyl)acryloyloxy)propyl nonacosanoate

(1), along with 8 known compounds (2–9). The structure of new compound 1 was determined through spectral analyses including extensive 2D NMR data.

Synthesis of TheDerivatives of SinapicAcidWhich Is Separated from

Gynura Bicolor.: The Improvements of The Antioxidant Activity

Shin-Chang-Huang(黃信璋)

a

，Mei-Ing-Chung(鍾美英)*

, a

a

Faculty of Pharmacy, College of Pharmacy, Kaohsiung Medical University,

Kaohsiung 807, Taiwan

Gynura bicolor (Roxb.&Willd.) DC is widely distributed in certain areas of Asia and is

very popular in vegetarian cuisine in Taiwan. Gynura Bicolor, a perennial plant in Pingtung, Keelung of Taiwan, is a folk medicine in China. The antioxidant activity and treatment of liver diseases have been reported. Furthermore, G. bicolor DC are used as a recipe to treat diabetes mellitus in some parts of China. (anti-hyperglycemic) In our studies, we have isolated some components, such as thymol, sinapic acid etc. from this plant. And then we modify the side chain of these structures with halogen, amide or amine. We have found that some modifications have better antioxidant activity. Whether the antioxidant activity will increase or decrease depends on what we add to the side chain. We hope that we can make better antioxidant activity on sinapic acid by replacing the carboxylic group. As a result, our components and semi-synthesis products demonstrate different outcome about their activity.

Deoxyelephantopin and Its Derivative D35 Inhibit Lung Metastasis of

Human Triple-Negative Breast Cancer in Xenograft Mice

Jo-Yu Chen

1,2

, Yo-Ting Cheng

1

, Kyoko Nakagawa-Goto

3

, Kuo-Hsiung Lee

4

,

Lie-Fen Shyur

1,

*

1

Agricultural Biotechnology Research Center, Academia Sinica, Taipei 115,

Taiwan

2

Graduate Institute of Pharmacognosy, College of Medicine, Taipei

Medical University, Taipei 110, Taiwan,

3

College of Medical, Pharmaceutical and Health Sciences, Kanazawa

University, Kakuma-machi, Kanazawa 920-1192, JAPAN

4

Natural Products Research Laboratories, Eshelman School of Pharmacy,

University of North Carolina, Chapel Hill, North Carolina 27599, USA

Triple-negative breast cancer (TNBC) is a highly metastatic breast cancer, and chemotherapy is the only systemic therapy available for TNBC; however, drug resistance to standard chemotherapeutics is commonly observed. The use of bioactive phytoagent or its derivative, alone or in combination with anti-cancer drug, may provide alternative and promising treatment options. In the current study, we semi-organically

synthesized a derivative (designated D35) from a bioactive compound

deoxyelephantopin (DET) isolated from medicinal plant Elephantopus scaber (Asteraceae) and investigated their anti-TNBC effects in vitro and in xenograft lung metastasis mouse model using MDA-MB-231 cell line. By employing various assays, including cell viability assay, Boyden chamber, time-lapse microscopy, and immunohistochemistry assay, we observed that D35 exhibited a better effect (2~3.6-fold decreased in effective doses) than DET on inhibiting cell migration, invasion, and motility of MDA-MB-231 cell in a concentration-dependent manner. The in vivo data showed that D35 pretreatment (preD35-10, 10 mg/kg BW) significantly reduced the number of metastatic pulmonary foci (83%) of MDA-MB-231 cells in mice, and the suppressed effects of post-treatment with DET-10 (10 mg/kg BW), D35-10 (10 mg/kg BW), and PTX-5 (paclitaxel, 5 mg/kg BW) were shown as 38%, 50%, and 62%, respectively. Although the low dose post-treatment with D35-2 did not show substantial activity on inhibiting lung metastasis (9%), PTX-5+D35-2 co-treatment group (alternate administration of PTX-5 and D35-2) greatly reduced lung metastasis to 71%. Our data suggest that DET derivative D35 may have a potential to further development into a complementary or sensitizing agent to chemotherapeutic drug.

Inhibitory effects of pimpinellin from Toddalia asiatica on

LPS-induced inflammatory response in RAW264.7 macrophages.

Ching-Ting Huang

*1

、Shyh-Shyun Huang

1

_{、Guan-Jhong Huang}

2

1 Department of pharmacy, College of pharmacy, China Medical University,

Taichung 40402, Taiwan

2 Department of Chinese pharmaceutical Sciences and Chinese Medicine

Resources, China Medical University, Taichung 40402, Taiwan

This study was aimed to confirm the anti-inflammatory effects of pimpinellin isolated from Toddalia asiatica (Rutaceae) on lipopolysaccharide (LPS)-induced inflammatory response in RAW264.7 macrophages, which may associated with transcription factor NF-κB. The methods were examined using ELISA assay and western blot analysis. The result shows that pimpinellin could significantly suppress the production of nitrite thought inhibited iNOS protein expression compared with LPS group. And significantly inhibited translocation of NF-κB from cytoplasm to nucleus by decreased IκB degradation in the cytoplasm, which in a dose-dependent manner. In conclusion, the anti-inflammatory effects by pimpinellin in LPS-treated RAW264.7 macrophages were through regulating the NF-κB signaling pathways.

運用 UHPLC/QTOFMS 建立藿香類藥材之指紋圖譜

及其在製劑上的應用

陳佩儀 溫彩玉 盧芬鈴 林美智 施養志

*

衛生福利部食品藥物管理署

藿香藥材(AgastachisHerba)基原為植物藿香 Agastacherugosa(Fisch. etMey.) O. Kuntze 之 乾 燥 地 上 部 ， 廣 藿 香 藥 材 (PogostemonisHerba) 基 原 為 植 物 廣 藿 香 Pogostemoncablin(Blanco) Benth.之乾燥地上部，兩者皆為唇形科(Labiatae)植物， 於外觀型態上相似，但成分具差異，目前臺灣中藥典第二版已將兩者品項分列收 載為藿香及廣藿香藥材。本研究蒐集市售藿香藥材 32 件，廣藿香藥材 11 件，與 本署標本室收藏之對照藥材共同比對以確認基原。樣品經甲醇萃取後，以超高效 液相層析串聯四極桿/飛行式質譜儀（UHPLC/QTOFMS）建立藿香類藥材之指紋圖 譜。分析條件為層析管柱 HALO C18 column (3.0 ×150 mm, 2.7µm)，水和乙腈(均含 0.1 %的甲酸)作移動相，以 0.5 mL /min 流速作梯度沖提，質譜條件設定為正離子 模式。透過一級質譜測定精確分子量與二級質譜斷裂片之資訊，比對文獻資料與 標 準 品 acacetin 、 apigenin 、 apigenin-glucopyranoside 、 pachypodol 、 retusin 、 kaempferol-3,7,4’-trimethylether、patchouli alcohol，成功建立藿香類藥材成分，於 市售藿香製劑中亦可檢驗出相同成分。本方法除作為藥材之基原確認及品質評價， 並可應用於藿香類製劑之基原鑑別，提升檢驗效率及準確度。

利用 Nested PCR-DNA 定序方法鑑定天麻藥材基原及其製劑

呂康祖*, 謝詠筌, 李蕙君, 林美智, 施養志

食品藥物管理署 研究檢驗組

天麻為蘭科多年生寄生草本植物天麻 (Gastrodiaelata Bl.)的塊莖，本研究即利 用 Nested PCR-DNA 定序方法，建立藥材及製劑天麻基原鑑別方法，並藉以了解天 麻基原植物的使用情形。本研究收集來自本署標本室收藏、藥廠價購及赴大陸採 集計 35 件藥材檢體，製劑檢體則購自國內藥廠包括 1 種單方、2 種複方共 7 件天 麻製劑。先以天麻藥材測試多種 DNA 標記，取多種 DNA 標記之共用引子分別進 行 PCR 及定序分析，選出 ITS 片段序列做為鑑別依據，並在 ITS1-5.8S-ITS2 片段 中，再設計專一性引子做 Nested PCR，同時修正不同位置之 primer 設計，使能應 用於不同來源之天麻檢體及中藥製劑，並避免其他藥材成分的干擾。經 Nested PCR 擴增的 ITS 片段大小為 305 bps，經 DNA 定序分析，35 件藥材檢體序列均一致， 確認可以做為天麻鑑定依據。再以此確認之 DNA 序列及 Nested PCR-DNA 定序方 法鑑定製劑檢體，確認可於這些有著多種藥材成分組成的方劑中，專一地鑑定出 製劑中所使用的天麻基原。

Hung-Chi Chang

1

, Jaw-Chyun Chen

2

, Jiun-Long Yang

3

, Hsin-Sheng Tsay

4

,

Jing-Yu Wang

2

, Chien-Yun Hsiang

5

, Tin-Yun Ho

6

*

1. Department of Golden-Ager Industry Management, Chaoyang

University of Technology, Taichung, Taiwan;

2. Department of Medicinal Botany and Health Applications, Da-Yeh

University, Changhua, Taiwan;

3. Department of Biological Science and Technology, , China Medical

University, Taichung, Taiwan;

4. Graduate Institute of Biochemical Sciences and Technology, Chaoyang

University of Technology, Taichung, Taiwan;

5.

Department of Microbiology, China Medical University, Taichung,

Taiwan;

6. Graduate Institute of Chinese Medical Science, China Medical

University, Taichung, Taiwan.

Diarrhea diseases constitute one of the most important health problems worldwide. Particularly in developing countries, a very large number of people, especially young children suffer from the menace. To tackle this problem, the World Health Organization (WHO) has to constitute the Diarrhea Diseases Control Program (DDCP) which guides studies on traditional medicinal practices and preventive measures. Gusuibu, a traditional folk medicine has been claimed to heal certain types of diarrhea. However, so far no scientific study has been carried out on anti-diarrhea mechanism of “Gusiubu”. The present study was carried out to examine the traditional claim of anti-diarrhea activity of the ethanol extracts of six sources of folk medicinal ferns used as “Gusuibu”. Inhibitory effects of six sources were evaluated on the LTB and GMI interaction by

GM1-enzyme linked immunosorbent assay. Our results indicated that Drynaria fortunei

(DF) had no anti-diarrhea effect, while, among the remaining five species, four belonging to family Davalliaceae had significant ability to inhibit LT-induced diarrhea indicating their potential application in the anti-diarrhea remedies.

某教學醫院藥事人員參與中藥材辨識課程之成效

王明傑 李銘嘉 吳安然 吳大圩

佛教慈濟醫療財團法人台北慈濟醫院 藥學部

中藥材的真偽和品質優劣對於中醫治療的成效，有著相當重要的影響。在中 國大陸，由於各種藥材的產地分佈不同，各地民眾用藥習慣相異，地理上的區隔 與資訊的缺乏使得部份中藥材存在著混淆的情況。對於醫院中藥藥劑部門而言， 如何正確辨識中藥材也是藥師訓練的重要課題，但相關的資源卻相對缺乏。近年 來，衛生福利部中醫藥司開始推動台灣市售易混淆中藥材辨識課程，期待可藉由 這類訓練課程，矯正醫療機構中藥執業人員對於中藥材的錯誤認識，某醫院中藥 局主管，在得知有此訓練課程後，即申請院方同意派訓藥師，並評估受訓後之成 效。 該院藥學部中藥局自 98 年至 102 年間選派藥師參與每次為期三天(12 堂課， 24 小時)的辨識訓練課程，以期待能藉由此訓練提升藥師對中藥材正確辨識的能力。 在課程所介紹的約 90 種易混淆誤用品項中，獲知正確的藥材資訊後，即積極向藥 商反映並要求尋找正確取代品。取得正品後，除了盡速更正藥材外，也告知院內 中醫師及藥師品項更新的相關訊息，至於原本的混淆品項，則留作教學用途。在 一系列藥材辨正的過程中，總共更正了基原接近的代用品白花蛇舌草、白茅根、 石斛等 3 項；基原錯誤的誤用品白英、澤蘭等 2 項；功效類似但基原相異的金錢 草、旱蓮草、桑寄生、敗醬草、蒲公英等 5 項以及藥用部位錯誤的夏枯草 1 項， 共計 11 項。 經由以上藥材辨正的成果，可證實此類課程確實可提升醫療機構之中藥執業 藥師正確辨識中藥材的能力，該院中藥局後續並重新調整進貨的標準流程，加強 基原的查核，驗收區備有正品及混淆品的樣品供實物比對，確保進藥正確性。成 效上，實物比對驗收執行後，這些易混淆飲片品項即未再出現錯誤情況，對於病 人用藥之療效與安全可得到更佳的保障。由以上結果，中藥局擬每年派員參加相 關課程，以期待提升所有中藥局藥師中藥材正確辨識之能力，希望分享這樣的經 驗，作為其它醫療機構對中藥執業人員易混淆中藥飲片辨識訓練的參考。