臺灣博碩士論文加值系統

取陰乾黃花咸豐草以甲醇重覆浸泡三次。浸泡液經減壓濃縮後，得浸泡物經萃取後，利用管柱層析法以梯度沖提法等分離技術作分離純化。
經分離純化後共得三十七個化合物，其中包括
一． 長鏈醇、酯肪酸及其酯十個:
Triacontan-1-ol (1), Tetracosanoic acid (2), Long chain ester (3), Palmitic acid (4), Linolenic acid methyl ester (5), Methyl（9E,11E,13S）-13-Hydroxyoctadeca-9,11-
Dienoate (12), Methyl (9Z, 11E, 13S,15Z)-13-hydroxyoctadeca-9,11,15-trienoate (13), (9Z, 11E, 13S,15Z)-13-hydroxyoctadeca-9,11,15-trienoate (14), 5,7-undecadiyne-
1,2,10-triol (27), (5E)-7,9,11-tridectriyne-5-ene-1,2-diol (28);
二． 六個類固醇:
Sitosterol(6), Stigmasterol (7), 6-Hydroxystrgmast-4-en-3-one (8), 6-Hydroxystrgmast-4,22-dien-3-one (9), 3-Hydroxystigmast-5-en-7-one (10), Ergosterol peroxide (11) ;
三．十三個芳香環類:
Benzoic acid (15), Cinnamic acid (16), (3E)-4-(3-Methoxy-4-hydroxyphenyl)but-3-
en-2-one (17), Methyl trans-sinapate (18), trans-4-hydroxyphenylbut-3-en-2-one (19), 4-Hydroxybenzaldehyde(20), Methyl ferulate (21), Methyl 4-hydroxycinnamate (22), 4-Hydroxy-3-methoxybenzaldehyde (23), Methyl 3-hydroxy-2-(3-methoxy-4-
hydroxyphenyl)-propanoate (24), 7-phenylhepta-4,6-diyne-2-ol (25), 7-phenylhepta-4,6-diyne-1,2-diol (26), 2,3-dihydroxy-1-(4-hydroxy-3-methoxy-phenyl)-propan-1-one (34);
四． 其餘分別為132-Hydroxy-(132-S)-pheophytin-a (29), (132-S)-pheophytin-a (30), Isocagayanone (31), Isootobanone (32), 8β-Hydroxyotobanone (33), 2,3-dihydroxypropyl hexadecanoate (35), 7,11,15-Trimethyl-3-methylenehexadecan-
1,2-diol (36), isobutyric acid 4-acetyl-9a-methyl-7-methylene-2,6-dioxo-decahydro-1,5-dioxa-cyclopenta[f]azulen-8-yl ester (37);其中7-phenylhepta-4,6-diyne-2-ol (25), 7-phenylhepta-4,6-diyne-1,2-diol (26), 5,7-undecdiyne-1,2,10-triol (27), 7,9,11-tridectriyne-5-ene-1,2-diol (28)為此類植物較為特別的化合物。

The whole herb of Bidens bipinnata Linn. was extracted with methanol for three times. The combined extracts were concentrated in vacuo to give a residue,which was subjected to chromatography on silica gel with a gradient solvent system.
Thirty-seven compounds have been isolated and purified. Those include (1) ten long chain fatty alcohols, acids and esters : Tritriacontan-1-ol (1), Tetracosanoic acid (2), Long chain ester (3), Palmitic acid (4), Linolenic acid methyl ester (5), Methyl (9E,11E,13S)-13-Hydroxyoctadeca-9,11-Dienoate (12), Methyl (9Z, 11E, 13S,15Z)-13-hydroxyoctadeca-9,11,15-trienoate (13), (9Z, 11E, 13S,15Z)-13-Hydroxyoctadeca-9,11,15-trienoate (14), 5,7-undecadiyne-1,2,10-triol (27*), (5E)-7,9,11-tridectriyne-5-ene-1,2-diol (28); (2)six steroids: Sitosterol (6), Stigmasterol (7), 6-Hydroxystrgmast-4-en-3-one (8), 6-Hydroxystrgmast-4,22-dien-3-one (9), 3-Hydroxystigmast-5-en-7-one (10), Ergosterol peroxide (11) ; (3) thirteen aromatics : Benzoic acid (15), Cinnamic acid (16), (3E)-4-(3-Methoxy-4-hydroxyphenyl)but-3-en-2-one (17), Methyl trans-sinapate (18), trans-4-Hydroxyphenylbut-3-en-2-one (19), 4-Hydroxybenzaldehyde(20), Methyl ferulate (21), Methyl 4-hydroxycinnamate (22), 4-Hydroxy-3-methoxybenzaldehyde (23), Methyl 3-hydroxy-2-(3-methoxy-4-hydroxyphenyl)-propanoate (24), 7-Phenylhepta-4,6-diyne-2-ol (25), 7-phenylhepta-4,6-diyne-1,2-diol (26), 2,3-dihydroxy-1-(4-hydroxy-3-methoxy-phenyl)-propan-1-one(34); (4)Others are 132-Hydroxy-(132-S)-pheophytin-a (29), (132-S)-pheophytin-a (30), Isocagayanone (31), Isootobanone (32), 8β-Hydroxyotobanone (33), 2,3-dihydroxypropyl hexadecanoate (35), 7,11,15-Trimethyl-3-methylenehexadecan-1,2-diol (36), isobutyric acid 4-acetyl-9a-methyl-7-methylene-2,6-dioxo-decahydro-1,5-dioxa-cyclopenta[f]azulen-8-yl ester (37**).
Among those, 7-phenylhepta-4,6-diyne-2-ol (25), 7-phenylhepta-4,6-diyne-1,2-diol (26), 5,7-undecdiyne-1,2,10-triol (27*), 7,9,11-tridectriyne-5-ene-1,2-diol (28) are special compounds.
*: New compound
**: first isolated from natural source

英文摘要………………………………………1
中文摘要………………………………………2
第一章 緒論…………………………………3
第二章 化合物之結構解析…………………16
第三章 結論與討論…………………………141
第四章 實驗部份……………………………145
參考文獻………………………………………148

1. Brown, H. C.; Iyer, R. R.; Bhat, N. G.; Racherla, U. S.; Brown, C. A. Tetrahedron, 1992, 48, 9187-9194.
2. Bhakuni, D. S. Phytochemistry, 1971, 10, 2829-2831.
3. Winum, J. Y.; Kamal, M.;Leydet, A.; Rogue, J. P.; Montero, J. L. Tetrahedron Lett.,1996, 37, 1781-1782.
4. Casu, M.; Lai, A.;Erriu, G.; Onnis, S.; Zucca, N. Magn. Reson. Chem., 1992, 30,408-412.
5. Gunstone, F. D. Chem. Ind., 1966, 1551.
6. Jain T. C.; Banks, C. M. Can. J. Chem.,1968, 46, 2325-2327.
7. Fernandez M. I.; Pedro, J. R. Phytochemistry, 1983, 22, 2087-2088.
8. Rowe, J. W. Phytochemistry, 1965, 4, 1-5.
9. Gunatilaka, A. A.; Schmitz, L. F. J.; Djerassi, C. J.Org. Chem., 1981, 46, 3860-3866.
10. Yadav, J. S.; Deshpande, P. K.; Sharma, G. V. M. Tetrahedron, 1992, 48, 4465-4474.
11. Shimura, M.; Mase, S.; Watanabe, T. Agric. Biol. Chem., 1983, 47, 1983-1990.
12. Pretsch Clerc and Seibl Simon “ Tables of Spectral Data for Structure Determination of Organic Compounds ”2nd Ed., C 120, H 135.
13. Kim, T. H.; Lee, B. S.; Lee, I. J. Chem. Soc. Perkin Trans. 2, 1995, 2257-2261.
14. Ayer, W. A.; Singer, P. P. Phytochemistry, 1980, 19, 2717-2721.
15. Gomes, E.; Dellamonica, G.; Gleye, J.; Moulis, Cl.; Chopin, J.; Stanislas, E. Phytochemistry, 1983, 22, 2628-2629.
16. Kad, G. L.; Singh, V.; Khurana, A.; Singh, J. J. Nat. Prod., 1998, 61, 297-298.
17. Beistel, D. W.; Edwards, W.D. J. Phys. Chem. 1976, 80, 2023.
18. Tschesche, R.; Diederich , A. and Jha, H. C. Phytochemistry, 1980, 19, 278.
19. Jeffs, P. W.; Martin, N. H. and Karle, J. M. Phytochemistry, 1978, 17, 729-734.
20. Breitmaier, E. and Voelter, W. “Carbon-13 NMR Spectroscopy” 3rd ed. New York 1987, 267.
21. 李英菖 : 紫花羊蹄豆莢部化學成份之研究，1998
22. Negishi, Ei-ichi; Okukado, Nobuhisa; Lovich, Stephen F.; Luo, Fen-Tair; J.Org.Chem.; 1984; 2629-2632.
23. Ming-Huey Chang; Guei-Jane Wang; Yueh-Hsiung Kuo; Ching-Kuo Lee; J. C. C. S. ,2000, 48, 1131-1136.
24. Negishi, Ei-ichi; Okukado, Nobuhisa; Lovich, Stephen F.; Luo, Fen-Tair; J.Org.Chem.; 1984; 2629-2632;
25. Y. Asakawa, M, Toyota, T. Oakemoto and R. Mues., Phytochemistry, 1981 20, 2695-2699.
26. Y. Asakawa, M, Toyota, T. Oakemoto and R. Mues., Phytochemistry, 1981 20, 2695-2699.
27. 陳嘉憲 : 臺灣扁柏心材之成分研究，2000。
28. Kijjoa, Anake; Pinto, Madalena M. M.; Anantachoke, Choojit; Gedris, Thomas E.; Herz, Werner; PYTCAS; Phytochemistry, 1995, 191-194.
29. WaHab, S. M.; Wassel, G. M.; Ammar, N.M.; Hanna, T. Herba Hun. 1987, 26, 27-39.
30. Urones, J. G.; de Pascual, J.; Marcos, I. S.; Moro, R. F.; Barcala, P. B.; Sexmero Cuadrado M. J. Phytochemistry, 1987, 26, 1113-1115.
31. Pritich K. Chowdhury, Nabin C. Barua, Ram P. Sharma and N.baua, J. Org. Chem. 1983, 48, 732-738.