Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp.
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 cultu...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2018-06-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.14.122 |
| _version_ | 1818611884393234432 |
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| author | Dandan Li Naoya Oku Atsumi Hasada Masafumi Shimizu Yasuhiro Igarashi |
| author_facet | Dandan Li Naoya Oku Atsumi Hasada Masafumi Shimizu Yasuhiro Igarashi |
| author_sort | Dandan Li |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-16T15:37:25Z |
| format | Article |
| id | doaj.art-77a4c538f33d4c62a4c2f301f83e79d6 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-16T15:37:25Z |
| publishDate | 2018-06-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-77a4c538f33d4c62a4c2f301f83e79d62022-12-21T22:26:08ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972018-06-011411446145110.3762/bjoc.14.1221860-5397-14-122Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp.Dandan Li0Naoya Oku1Atsumi Hasada2Masafumi Shimizu3Yasuhiro Igarashi4Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, JapanBiotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, JapanBiotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, JapanLaboratory of Plant Pathology, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu 501-1193, JapanBiotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, JapanExploration 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.https://doi.org/10.3762/bjoc.14.122antimicrobialBurkholderiaquinoloneskin ulcerTenacibaculum maritimum |
| spellingShingle | Dandan Li Naoya Oku Atsumi Hasada Masafumi Shimizu Yasuhiro Igarashi Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp. Beilstein Journal of Organic Chemistry antimicrobial Burkholderia quinolone skin ulcer Tenacibaculum maritimum |
| title | Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp. |
| title_full | Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp. |
| title_fullStr | Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp. |
| title_full_unstemmed | Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp. |
| title_short | Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp. |
| title_sort | two new 2 alkylquinolones inhibitory to the fish skin ulcer pathogen tenacibaculum maritimum produced by a rhizobacterium of the genus burkholderia sp |
| topic | antimicrobial Burkholderia quinolone skin ulcer Tenacibaculum maritimum |
| url | https://doi.org/10.3762/bjoc.14.122 |
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