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Ikeda Tsuyoshi
Department SOJO UNIVERSITY Department of Pharmaceutical Sciences, FACULTY OF PHARMACEUTICAL SCIENCES /(DC)Division of Pharmaceutical Sciences, Position |
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| Language | English |
| Publication Date | 2014/05 |
| Type | |
| Peer Review | Peer reviewed |
| Title | Conversion of tomato saponins to pregnane derivatives. |
| Contribution Type | |
| Journal | Chemical & pharmaceutical bulletin |
| Journal Type | Another Country |
| Volume, Issue, Page | 62(5),pp.483-7 |
| Author and coauthor | Nohara Toshihiro, Manabe Hideyuki, Fujiwara Yukio, Ikeda Tsuyoshi, Ono Masateru, Murakami Kotaro, Nakano Daisuke, Kinjo Junei, Kajimoto Tetsuya |
| Details | Here reports new conversions methods of tomato saponins, esculeoside A (1) and a mixture of esculeosides B-1 (2) and B-2 (3), (the latter two were obtained from tomato cans) into pregnane derivative (5) by an alkal treatment followed by acid treatment. Compound 1 or a mixture of 2 and 3 were each refluxed with 1 N KOH to afford a characteristic pyridine steroidal glycoside (4), which was then treated with 2 N HCl-MeOH to afford a pregnane derivative, 3β-hydroxy-5α-pregn-16-en-20-one (5). The results of the above two reactions indicated that tomato saponins are chemically closely related to pregnane hormones. We assume that the assimilated tomato saponins via the small intestine are metabolized into pregnane derivatives, demonstrating various bioactivities such as anti-cancer, anti-osteoporosis, and anti-menopausal disorder activities. |
| DOI | 10.1248/cpb.c14-00004 |
| ISSN | 1347-5223 |
| PMID | 24789931 |