- 著者
- 山口 秀夫 中島 淳二 有本 正生 田之口 真理子 石田 寿昌 井上 正敏
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.32, no.5, pp.1754-1760, 1984-05-25 (Released:2008-03-31)
- 参考文献数
- 18
- 被引用文献数
- 2 5
Two kinds of 4-aryltetralin type lignans, β-peltatin-A methyl ether (I-A) and β-peltatin-B methyl ether (I-B), were synthesized from desoxypodophyllotoxin (DPT), which is available in large quantities from the seeds of Hernandia ovigera L. (Hernandiaceae). The syntheses were achieved via demethylene-DPT (IV), 8-bromo-demethylene-DPT (V) and 8-bromo-DPT (VI). Methylenation of V was carried out successfully by using cesium fluoride and methylene iodide in DMF. Compound I-B was readily obtained by the reaction of VI with cuprous iodide and sodium methoxide in the presence of pyridine. Synthesis of I-A was only achieved by the reaction of lithiated VI with nitrobenzene at-100°C in the presence of tetramethylethylene diamine, and I-A was obtained in low yield, together with I-B.
1 0 0 0 OA Studies on the Constituents of the Seeds of Hernandia ovigera L. III. Structures of Two New Lignans
- 著者
- 山口 秀夫 有本 正生 田之口 眞理子 石田 寿昌 井上 正敏
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.30, no.9, pp.3212-3218, 1982-09-25 (Released:2008-03-31)
- 参考文献数
- 22
- 被引用文献数
- 12 21
Two kinds of lignans were isolated from the seeds of Hernandia ovigera L. (Hernandiaceae) besides the previously reported desoxypodophyllotoxin (DPT), desoxypicropodophyllin, bursehernin and podorhizol, and the structures of the lignans were clarified. One, C23H24O8, named hernandin, was identified as 5-methoxy-desoxypodophyllotoxin (I) by both chemical and X-ray crystallographic methods. The other, C22H18O7, was obtained by purification of a previously isolated impure substance, mp 270-275°C. This compound was identified as 1, 2, 3, 4-dehydrodesoxypodophyllotoxin (II). This is the first report of the natural occurrence of II in plants.