Isolation, structure elucidation and biosynthesis of benzo[b]fluorene nenestatin A from deep-sea derived Micromonospora echinospora SCSIO 04089

被引：40

作者：

Jiang, Xiaodong ^{[1
,2
]}

Zhang, Qingbo ^{[1
]}

Zhu, Yiguang ^{[1
]}

Nie, Fangling ^{[1
,2
]}

Wu, Zhengchao ^{[1
]}

Yang, Chunfang ^{[1
]}

Zhang, Liping ^{[1
]}

Tian, Xinpeng ^{[1
]}

Zhang, Changsheng ^{[1
]}

机构：

[1] Chinese Acad Sci, CAS Key Lab Trop Marine Bioresources & Ecol, Guangdong Key Lab Marine Mat Med, South China Sea Inst Oceanol,RNAM Ctr Marine Micr, 164 West Xingang Rd, Guangzhou 510301, Guangdong, Peoples R China

[2] Univ Chinese Acad Sci, 19 Yuquan Rd, Beijing 100049, Peoples R China

来源：

TETRAHEDRON | 2017年 / 73卷 / 26期

基金：

中国国家自然科学基金;

关键词：

Marine actinomycetes; Benzofluorene; Biosynthesis; Natural products; Nenestatin A; BOND-CLEAVAGE REACTION; GENE-CLUSTER; HETEROLOGOUS EXPRESSION; LOMAIVITICIN; FLUOSTATINS; ANGUCYCLINE; OXYGENASE; (-)-LOMAIVITICIN; IDENTIFICATION; ANTIBIOTICS;

D O I：

10.1016/j.tet.2017.03.054

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzofluorene-containing angucyclines, such as lomaiviticins, kinamycins, and fluostatins, have attracted increasing attentions on chemical synthesis and biosynthesis due to their unique structures and potent biological activities. Our continuous searching for novel natural products from deep-sea derived actinomycetes led to the discovery of nenestatin A (1), a benzo[b]fluorene compound possessing a carbon scaffold similar to the monomeric lomaiviticins, from the deep sea-derived Micromonospora echinospora SCSIO 04089. In addition, the biosynthetic gene cluster of nenestatin A (nes) was identified by a genome sequencing approach and comparative bioinformatics analysis with the lomaiviticin biosynthetic gene clusters. The nes-gene cluster was further verified by in vivo gene disruption experiments to afford a biosynthetic intermediate homo-dehydrorabelomycin E (2). This study adds a new member to the growing family of benzofluorene angucyclines and paves the way for further biosynthetic investigations. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：3585 / 3590

页数：6

共 46 条

[1] Fluostatins A and B, new inhibitors of dipeptidyl peptidase III, produced by Streptomyces sp. TA-3391 -: II.: Structure determination [J].