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19-[(1'S,4'R)-4'-Hydroxy-1'-methoxy-2'-oxopentyl]geldanamycin, a Natural Geldanamycin Analogue From Streptomyces Hygroscopicus 17997

19-[(1'S,4'R)-4'-Hydroxy-1'-methoxy-2'-oxopentyl]geldanamycin, a Natural Geldanamycin Analogue From Streptomyces Hygroscopicus 17997

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

J Nat Prod. 2013 May 24;76(5):969-73.

PMID: 23656556

Abstract:

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'S,4'R)-4'-hydroxy-1'-methoxy-2'-oxopentyl]geldanamycin (1) and 19-[(1'S,4'R)-4'-hydroxy-1'-methoxy-2'-oxopentyl]-4,5-dihydrogeldanamycin (2), respectively, by extensive spectroscopic data analysis, including 2D NMR, modified Mosher's method, and electronic circular dichroism. Compared to geldanamycin, 1 and 2 showed increased water solubility and decreased cytotoxicity against HepG2 cells.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP30562346-A	Geldanamycin from Streptomyces hygroscopicus		30562-34-6	Price

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