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Iakyricidins A–D, Antiproliferative Piericidin Analogues Bearing a Carbonyl Group or Cyclic Skeleton from Streptomyces iakyrus SCSIO NS104

Authors :
Xuefeng Zhou
Zhi Liang
Shengrong Liao
Xiuping Lin
Lan Tang
Junfeng Wang
Yonghong Liu
Weihao Chen
Kunlong Li
Xiaowei Luo
Wei Fang
Bin Yang
Source :
The Journal of Organic Chemistry. 84:12626-12631
Publication Year :
2019
Publisher :
American Chemical Society (ACS), 2019.

Abstract

Iakyricidins A-D (1-4), a carbonyl-containing piericidin derivative and three novel piericidin analogues bearing cyclic skeletons, were isolated from the mangrove sediment derived strain Streptomyces iakyrus SCSIO NS104. These structures were established by spectroscopic techniques, Mosher's method, and ECD calculations. Compounds 2-4 represent a novel skeleton of piericidins with branched chain C-C cyclization, and their biosynthetic pathways are proposed. Compound 1, the first natural carbonyl-containing piericidin derivate, exhibited potent antiproliferative activity against ACHN with an IC50 value of 20 nM.

Details

ISSN :
15206904 and 00223263
Volume :
84
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi...........2d7f3d6e5cf286f32dcaeedc2d2de471
Full Text :
https://doi.org/10.1021/acs.joc.9b01270