Histone deacetylase inhibitor induced the production of three novel prenylated tryptophan analogs in the entomopathogenic fungus, Torrubiella luteorostrata

被引：53

作者：

Asai, Teigo ^{[1
]}

Yamamoto, Takashi ^{[1
]}

Oshima, Yoshiteru ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 52期

基金：

日本科学技术振兴机构;

关键词：

Entomopathogenic fungi; Secondary metabolites; Histone deacetylase inhibitor; Epigenetics; Tryptophan analogs; PAECILOMYCES-TENUIPES; ASPERGILLUS-NIGER; NATURAL-PRODUCT; TRICHOTHECANES;

D O I：

10.1016/j.tetlet.2011.10.020

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Suberoyl bis-hydroxamic acid (SBHA), a histone deacetylase (HDAC) inhibitor, led to significant changes in the secondary metabolism of an entomopathogenic fungus, Torrubiella luteorostrata, and induced the production of three new prenylated tryptophan analogs, luteorides A-C (1-3). The structures are characterized by the presence of an (E)-oxime group, which is an unusual functional group in natural products, and a 3-methylbuta-1,3-dienyl unit as a common substituent. The method of culturing entomopathogenic fungi in the presence of HDAC inhibitors, such as SBHA, is convenient and attractive for obtaining novel secondary metabolites. (C) 2011 Elsevier Ltd. All rights

引用

页码：7042 / 7045

页数：4

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