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The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from Streptomyces sp. CB09030 and Their Biosynthetic Gene Cluster.


ABSTRACT: Lobophorins (LOBs) are a growing family of spirotetronate natural products with significant cytotoxicity, anti-inflammatory, and antibacterial activities. Herein, we report the transwell-based discovery of Streptomyces sp. CB09030 from a panel of 16 in-house Streptomyces strains, which has significant anti-mycobacterial activity and produces LOB A (1), LOB B (2), and LOB H8 (3). Genome sequencing and bioinformatic analyses revealed the potential biosynthetic gene cluster (BGC) for 1-3, which is highly homologous with the reported BGCs for LOBs. However, the glycosyltransferase LobG1 in S. sp. CB09030 has certain point mutations compared to the reported LobG1. Finally, LOB analogue 4 (O-β-D-kijanosyl-(1→17)-kijanolide) was obtained through an acid-catalyzed hydrolysis of 2. Compounds 1-4 showed different antibacterial activities against Mycobacterium smegmatis and Bacillus subtilis, which revealed the varying roles of different sugars in their antibacterial activities.

SUBMITTER: Shi J 

PROVIDER: S-EPMC10143065 | biostudies-literature | 2023 Apr

REPOSITORIES: biostudies-literature

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The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from <i>Streptomyces</i> sp. CB09030 and Their Biosynthetic Gene Cluster.

Shi Jie J   Peng Dian D   Peng Fei-Fei FF   Zhang Qing-Bo QB   Duan Yan-Wen YW   Huang Yong Y  

Molecules (Basel, Switzerland) 20230420 8


Lobophorins (LOBs) are a growing family of spirotetronate natural products with significant cytotoxicity, anti-inflammatory, and antibacterial activities. Herein, we report the transwell-based discovery of <i>Streptomyces</i> sp. CB09030 from a panel of 16 in-house <i>Streptomyces</i> strains, which has significant anti-mycobacterial activity and produces LOB A (<b>1</b>), LOB B (<b>2</b>), and LOB H8 (<b>3</b>). Genome sequencing and bioinformatic analyses revealed the potential biosynthetic ge  ...[more]

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