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Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp.


ABSTRACT: Exploration of rhizobacteria of the genus Burkholderia as an under-tapped resource of bioactive molecules resulted in the isolation of two new antimicrobial 2-alkyl-4-quinolones. (E)-2-(Hept-2-en-1-yl)quinolin-4(1H)-one (1) and (E)-2-(non-2-en-1-yl)quinolin-4(1H)-one (3) were isolated from the culture broth of strain MBAF1239 together with four known alkylquinolones (2 and 4-6), pyrrolnitrin (7), and BN-227 (8). The structures of 1 and 3 were unambiguously characterized using NMR spectroscopy and mass spectrometry. Compounds 1-8 inhibited the growth of the marine bacterium Tenacibaculum maritimum, an etiological agent of skin ulcers in marine fish, offering new opportunities to develop antibacterial drugs for fish farming.

SUBMITTER: Li D 

PROVIDER: S-EPMC6009182 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen <i>Tenacibaculum maritimum</i>, produced by a rhizobacterium of the genus <i>Burkholderia</i> sp.

Li Dandan D   Oku Naoya N   Hasada Atsumi A   Shimizu Masafumi M   Igarashi Yasuhiro Y  

Beilstein journal of organic chemistry 20180614


Exploration of rhizobacteria of the genus <i>Burkholderia</i> as an under-tapped resource of bioactive molecules resulted in the isolation of two new antimicrobial 2-alkyl-4-quinolones. (<i>E</i>)-2-(Hept-2-en-1-yl)quinolin-4(1<i>H</i>)-one (<b>1</b>) and (<i>E</i>)-2-(non-2-en-1-yl)quinolin-4(1<i>H</i>)-one (<b>3</b>) were isolated from the culture broth of strain MBAF1239 together with four known alkylquinolones (<b>2</b> and <b>4</b>-<b>6</b>), pyrrolnitrin (<b>7</b>), and BN-227 (<b>8</b>).  ...[more]

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