Dumulmycin, an Antitubercular Bicyclic Macrolide from a Riverine Sediment-Derived Streptomyces sp.

被引:24
作者
An, Joon Soo [1 ]
Shin, Bora [1 ]
Kim, Tae Ho [2 ]
Hwang, Sunghoon [1 ]
Shin, Yern-Hyerk [1 ]
Cui, Jinsheng [1 ]
Du, Young Eun [1 ]
Yi, Jungwoo [1 ]
Nam, Sang-Jip [3 ]
Hong, Suckchang [4 ]
Shin, Jongheon [1 ]
Jang, Jichan [2 ]
Yoon, Yeo Joon [1 ]
Oh, Dong-Chan [1 ]
机构
[1] Seoul Natl Univ, Coll Pharm, Nat Prod Res Inst, Seoul 08826, South Korea
[2] Gyeongsang Natl Univ, Res Inst Life Sci, Div Bio & Med,Big Data Dept,BK4 Program, Div Life Sci,Mol Mech Antibiot, Gyeongnam 52828, South Korea
[3] Ewha Womans Univ, Dept Chem & Nanosci, Seoul 03760, South Korea
[4] Seoul Natl Univ, Coll Pharm, Res Inst Pharmaceut Sci, Seoul 08826, South Korea
基金
新加坡国家研究基金会;
关键词
BIOSYNTHETIC GENE-CLUSTER; ABSOLUTE-CONFIGURATION; POLYKETIDE; SEQUENCE; NMR; HITACHIMYCIN; MECHANISM;
D O I
10.1021/acs.orglett.1c00847
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dumulmycin (1) was isolated from Streptomyces sp. DM28, a bacterial strain from a riverine sediment sample. The structure of 1 was elucidated as a bicyclic macrolide possessing 19-membered and 5-membered rings by spectroscopic analysis. The stereochemistry of 1 was determined by J-based configuration analysis, ROESY NMR data, DP4 calculations, and the modified Mosher's method. Genetic analysis identified a trans-acyltransferase polyketide biosynthetic gene cluster for 1. Dumulmycin exhibited in vitro antitubercular activity (MIC50 = 27.1 mu M).
引用
收藏
页码:3359 / 3363
页数:5
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