Spirohexalines, new inhibitors of bacterial undecaprenyl pyrophosphate synthase, produced by Penicillium brasilianum FKI-3368

被引：31

作者：

Inokoshi, Junji

Nakamura, Yuichiro

Hongbin, Zhang

Uchida, Ryuji

Nonaka, Ken-ichi ^{[2
]}

Masuma, Rokuro ^{[2
]}

Tomoda, Hiroshi ^{[1
]}

机构：

[1] Kitasato Univ, Grad Sch Pharmaceut Sci, Minato Ku, Tokyo 1088641, Japan

[2] Kitasato Univ, Kitasato Inst Life Sci, Tokyo 1088641, Japan

来源：

JOURNAL OF ANTIBIOTICS | 2013年 / 66卷 / 01期

关键词：

cis-prenyltransferase; methicillin-resistant Staphylococcus aureus; spirohexaline; undecaprenyl pyrophosphate; VIRIDICATUMTOXIN; MYCOTOXIN;

D O I：

10.1038/ja.2012.83

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

An enzyme assay for bacterial undecaprenyl pyrophosphate (UPP) synthase was performed to screen microbial culture broths for inhibitors of UPP synthase. During the course of this screening program, an EtOH extract of a rice culture of Penicillium brasilianum FKI-3368 was found to inhibit UPP synthase activity. From activity-guided purification, a new compound-designated spirohexaline was isolated together with the structurally related and known viridicatumtoxin by ethyl acetate extraction silica gel and octadecylsilane column chromatographies and high-performance liquid chromatography. The structure of spirohexaline was elucidated by spectroscopic analysis, including NMR. Spirohexaline and viridicatumtoxin have a common hexacycline structure produced by fusion of a tetracycline-type ring with a spiro-type ring. They inhibited UPP synthase activity with IC50 values of 9.0 and 4.0 mu M, respectively. The Journal of Antibiotics (2013) 66, 37-41; doi: 10.1038/ja.2012.83; published online 21 November 2012

引用

页码：37 / 41

页数：5

共 20 条

[1] BASIC LOCAL ALIGNMENT SEARCH TOOL [J].