19-[(1鈥?i>S,4鈥?i>R)-4鈥?Hydroxy-1鈥?methoxy-2鈥?oxopentyl]geldanamycin, a Natural Geldanamycin Analogue from Streptomyces hygroscopicus 17997

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• 作者：Shufen Li ; Siyang Ni ; Linzhuan Wu ; Li Li ; Bingya Jiang ; Hongyuan Wang ; Guizhi Sun ; Maoluo Gan ; Jingyan Li ; Weiqing He ; Ling Lin ; Yiguang Wang ; Shuoke Bai ; Shuyi Si
• 刊名：Journal of Natural Products
• 出版年：2013
• 出版时间：May 24, 2013
• 年：2013
• 卷：76
• 期：5
• 页码：969-973
• 全文大小：256K
• 年卷期：v.76,no.5(May 24, 2013)
• ISSN：1520-6025

文摘

A novel natural geldanamycin analogue was discovered in Streptomyces hygroscopicus 17997. Its 4,5-dihydro form was also identified in the gdmP gene disruption mutant of Streptomyces hygroscopicus 17997. The structures of the two compounds were determined to be 19-[(1鈥?i>S,4鈥?i>R)-4鈥?hydroxy-1鈥?methoxy-2鈥?oxopentyl]geldanamycin (1) and 19-[(1鈥?i>S,4鈥?i>R)-4鈥?hydroxy-1鈥?methoxy-2鈥?oxopentyl]-4,5-dihydrogeldanamycin (2), respectively, by extensive spectroscopic data analysis, including 2D NMR, modified Mosher鈥檚 method, and electronic circular dichroism. Compared to geldanamycin, 1 and 2 showed increased water solubility and decreased cytotoxicity against HepG2 cells.