イケダ ツヨシ   Ikeda Tsuyoshi
  池田 剛
   所属   崇城大学  薬学部 薬学科
   崇城大学大学院  薬学研究科 薬学専攻
   職種   教授
言語種別 英語
発行・発表の年月 2014/05
形態種別 原著論文
査読 査読有り
標題 Conversion of tomato saponins to pregnane derivatives.
執筆形態 共著
掲載誌名 Chemical & pharmaceutical bulletin
掲載区分国外
巻・号・頁 62(5),pp.483-7
著者・共著者 Nohara Toshihiro, Manabe Hideyuki, Fujiwara Yukio, Ikeda Tsuyoshi, Ono Masateru, Murakami Kotaro, Nakano Daisuke, Kinjo Junei, Kajimoto Tetsuya
概要 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