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- Nohara Toshihiro
- Faculty of Pharmaceutical Sciences, Sojo University
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- Manabe Hideyuki
- Faculty of Pharmaceutical Sciences, Sojo University
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- Fujiwara Yukio
- Graduate School of Medical Sciences, Faculty of Life Sciences, Kumamoto University
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- Ikeda Tsuyoshi
- Faculty of Pharmaceutical Sciences, Sojo University
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- Ono Masateru
- School of Agriculture, Tokai University
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- Murakami Kotaro
- Faculty of Pharmaceutical Sciences, Sojo University
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- Nakano Daisuke
- Faculty of Pharmaceutical Sciences, Fukuoka University
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- Kinjo Junei
- Faculty of Pharmaceutical Sciences, Fukuoka University
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- Kajimoto Tetsuya
- Institute of General Scientific Technology, Ritumeikan University
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抄録
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.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 62 (5), 483-487, 2014
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390001204177141120
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- NII論文ID
- 130004053795
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- NII書誌ID
- AA00602100
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- COI
- 1:STN:280:DC%2BC2cnpsVCitg%3D%3D
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 025419702
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- PubMed
- 24789931
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
- PubMed
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- KAKEN
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- 抄録ライセンスフラグ
- 使用不可