Glionitrin B, a Cancer Invasion Inhibitory Diketopiperazine Produced by Microbial Coculture

被引:54
作者
Park, Hyun Bong [1 ,2 ]
Kim, Young-Joo [2 ]
Park, Jin-Soo [2 ]
Yang, Hyun Ok [2 ]
Lee, Kang Ro [1 ]
Kwon, Hak Cheol [2 ]
机构
[1] Sungkyunkwan Univ, Sch Pharm, Nat Prod Lab, Suwon 440746, South Korea
[2] Korea Inst Sci & Technol, Nat Med Ctr, Kangnung, Gangwondo, South Korea
来源
JOURNAL OF NATURAL PRODUCTS | 2011年 / 74卷 / 10期
关键词
ASPERGILLUS-FUMIGATUS; GENE-CLUSTER; BIOSYNTHESIS; FUNGUS; BISDETHIOBIS(METHYLTHIO)GLIOTOXIN; IDENTIFICATION; FERMENTATION; ANTAGONISTS; METABOLITE; SCAFFOLD;
D O I
10.1021/np200563x
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
A new diketopiperazine, glionitrin B (1), was produced using a microbial coculture of the fungus Aspergillus fumigatus KMC-901 and the bacterium Sphingomonas sp. KMK-001 that were isolated from acidic coal mine drainage. The structure of 1 was determined to be (3S,10aS)-dithiomethylglionitrin A. This structure was determined by the analyses of extensive NMR data and the circular dichroism spectra of the natural product and a semisynthetic compound derived from glionitrin A. In contrast to glionitrin A (2), glionitrin B (1) is not cytotoxic against the human prostate cancer cell line DU145. However, compound 1 caused suppression of DU145 cell invasion, producing 46% inhibition at 60 mu M.
引用
收藏
页码:2309 / 2312
页数:4
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