Natalamycin A, an ansamycin from a termite-associated Streptomyces sp.

被引：81
作者：
Kim, Ki Hyun [1 ,3 ]
Ramadhar, Timothy R. [1 ]
Beemelmanns, Christine [1 ]
Cao, Shugeng [1 ]
Poulsen, Michael [2 ]
Currie, Cameron R. [2 ]
Clardy, Jon [1 ]
机构：
[1] Harvard Univ, Sch Med, Dept Biol Chem & Mol Pharmacol, Boston, MA 02115 USA
[2] Univ Wisconsin, Dept Bacteriol, Madison, WI 53706 USA
[3] Sungkyunkwan Univ, Sch Pharm, Nat Prod Res Lab, Suwon 440 746, South Korea
来源：
CHEMICAL SCIENCE | 2014年 / 5卷 / 11期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
BENZOQUINONE ANSAMYCINS; GELDANAMYCIN; BIOSYNTHESIS; SYMBIONTS; 19-S-METHYLGELDANAMYCIN; IDENTIFICATION; CONFORMATIONS; INHIBITION; POLYKETIDE; PREDICTION;
D O I：
10.1039/c4sc01136h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We report a preliminary functional and complete structural characterization of a highly unusual geldanamycin analog, natalamycin A, that was isolated from Streptomyces strain M56 recovered from a South African nest of Macrotermes natalensis termites. Bioassay-guided fractionation based on antifungal activity led to the isolation of natalamycin A, and a combination of NMR spectroscopy and X-ray crystallographic analysis, including highly-accurate quantum-chemical NMR calculations on the largest and most conformationally-flexible system to date, revealed natalamycin A's three-dimensional solid-and solution-state structure. This structure along with the structures of related compounds isolated from the same source suggest a geldanamycin-like biosynthetic pathway with unusual post-PKS modifications.
引用
收藏
页码：4333 / 4338
页数：6
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