水蕨與姬蕨極性成分之研究
本論文以初步活性篩選顯示具抗癌活性之姬蕨與水蕨為主題，並做進一步化學成分之分離與探討。水蕨全草以甲醇
冷浸萃取，浸液經減壓濃縮後，以 n-hexane 、 Ethyl acetate 及 H2O 分配萃取，經初步藥理活性篩選確定活性部分為 n-Hexane 及 Ethyl acetate 層，利用各種不同之層析法，經分離與純化後得 22 個化合物： quercetin 3-O-β-D-glucopyra noside (174.2 mg) (CT-1) 、 ferulic acid (356.9 mg) (CT-2) 、 p-coumaric acid (11.7 mg) (CT-3) 、 3-(4-hydroxy-phenyl)-ac rylic acid methyl ester (23.8 mg) (CT-4) 、 p-hydroxy benzaldehyde (7.5 mg) (CT-5) 、 β-sitosterol and β-stigmasterol mixtu re (19.8 mg) (CT-6) 、 stigmast-5-ene-3,7-dione.(6 mg) (CT-7) 、 pterosin Z (8.1 mg) (CT-8) 、 pterosin A (4 mg) (CT-9) 、 pterosin V (6 mg) (CT-10) 、 pterosin K (3.5 mg) (CT-11) 、 pteroside Z (80 mg) (CT-12) 、 pterosin D 3-O-β-D-glucopyra noside (209 mg) (CT-13) 、 12-chloro-pterosin D 3-O-β-D-glucopyranoside (14mg) (CT-14)* 、 ceratopteroside B (38 mg) (CT-15) 、 ceratopteroside C (36.6 mg) (CT-16) 、 ceratopteroside D (3.5 mg) (CT-17)* 、 ceratopteroside E (6 mg) (CT-1 8)* 、 6-O-p-coumaroyl-D-glucopyranoside (28 mg) (CT-19) 、 3-O-p-coumaroyl-D-glucopyranoside (33.3 mg) (CT-20) 、 4-O-p-coumaroyl-D-glucopyranoside (5 mg) (CT-21) 、 kaempherol 3-O-β-glucopyranoside (20 mg) (CT-22) 。其中 CT-14
、 CT-17 、 CT-18 為 pteroside 類中之新化合物。其他如 CT-1 、 CT-2 、 CT-3 、 CT-4 、 CT-5 、 CT-6 、 CT-7 、 C T-14 、 CT-17 、 CT-18 、 CT-20 、 CT-21 、 CT-22 皆為本植物中首次發現之化合物。姬蕨全草鮮品之甲醇萃取物
，經以 n-Hexane 、 Ethyl acetate 及 H2O 分配萃取，並取具有活性之水層，藉由各種層析法，共分離出 6 個化合物。
利用各種光譜分析鑑定其主要架構，分別為： Caffeic acid (14 mg) (HP-1) 、 2R,3R pterosin-L-13- O-β-D-glucopyranoside (26.8 mg) (HP-2) 、 7’, 8’-Dihydro-7’-
(4’-hydroxy-3’-methoxyphenyl)-3-(hydroxymethyl)-1-benzofuranpropanol 4’-O-β-glucopyranoside (29.1 mg) (HP-3)
、 6, 7’-dihydroxyisolariciresinol 4’-O-β-glucopyranoside (49.1 mg) (HP-4)* 、 (+)-Lariciresinol 4’-O-β-D-glucopyranoside (56.3 mg) (HP-5) 、 (+)-Pinoresinol 4’-O-β-D-glucopyranoside (6 mg) (HP-6) 。
其中 HP-4 為新化合物。其他如 HP-1 、 HP-2 、 HP-3 、 HP-5 、 HP-6 為本植物中首次發現之化合物，活性部分則尚 待評估。
In the course of our preliminary anticancer screeing program, we found that the MeOH extract of Ceratopt eris thalictroides (L.) Brongn and Hypolepis punctata (Thumb.) Mett. exhibited cytotoxic activity. Thus. It intrigued us to further chemical investigation of these two plants. The MeOH exctract of whole fresh ferns of C. thalictroides was divided into fractions soluble in hexane, ethyl acetate, and H2O. From EtOAc fracti on 22 compounds were isolated by Diaion, Sephadex LH-20, ODS, and silica gel column chromatography.
Based on the 1D, 2D NMR and HRMS spectroscopic techniques, the structures were characterized as : que rcetin 3-O-β-D-glucopyranoside (CT-1) 、 ferulic acid (CT-2) 、 p-coumaric acid (CT-3) 、 3-(4-hydroxy phenyl)-acrylic acid methyl ester (CT-4) 、 p-hydroxy benzaldehyde (CT-5) 、 β-sitosterol and β-stigmast erol mixture (CT-6) 、 stigmast-5-ene-3,7-dione (CT-7) 、 pterosin Z (CT-8) 、 pterosin A (CT-9) 、 pter osin V (CT-10) 、 pterosin K (CT-11) 、 pteroside Z (CT-12) 、 pterosin D 3-O-β-D-glucopyranoside (C T-13) 、 12-chloro-pterosin D 3-O-β-D-glucopyranoside (CT-14) 、 ceratopteroside B (38 mg) (CT-15) 、 ceratopteroside C (CT-16) 、 ceratopteroside D (CT-17) 、 ceratopteroside E (CT-18) 、 6-O-p-coumaroy l-D-glucopyranoside (CT-19) 、 3-O-p-coumaroyl
-D-glucopyranoside (CT-20) 、 4-O-p-coumaroyl-D-glucopyranoside (CT-21) 、 kaempherol 3-O-β-gluco pyranoside (CT-22).Among these, compounds CT-14, CT-17, and CT-18 are newly discovered. The others , CT-1~CT-7, CT-14, CT-17~CT-18, CT-20~CT-22 were isolated from C. thalictroides (L.) Brongn. for th e first time.
Similarly, the MeOH extract of fresh plant of Hypolepis punctata was divided into fractions soluble in n-he xane, ethyl acetate and H2O. These fractions were subjected to various chromatography and cytotoxic scre ening. Totally, six compounds were isolated from this fern, and their structures were determined to be caffe ic acid (HP-1) 、 2R,3R pterosin-L 13-O-β-D-glucopyranoside (HP-2) 、 7’,8’-Dihydro-7’-(4’-hydroxy-3
’-methoxyphenyl)-3- (hydroxymethyl)-1 Benzofuranpropanol 4’-O-β-glucopyranoside (HP-3) 、 6, 7’-dih ydroxyisolariciresinol 4’-O-β-glucopyranoside (HP-4) 、 (+)-Lariciresinol 4’-O-β-D-glucopyranoside (H P-5) 、 (+)-Pinoresinol 4’-O-β-D-glucopyranoside (HP-6) 。 Compound HP-4 is newly discovered, and th e rest five compounds were first found in this fern.
Studies on the polar components of Ceratopteris Thalictroides (L.) Brongn. And Hypolepis punctata (Thunb.) Mett.
