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Cystargamides C and D, New Cyclic Lipopeptides From a Tidal Mudflat-Derived Streptomyces sp. JMS132

Cystargamides C and D (2 and 3) were isolated from a marine actinomycete strain collected at Beolgyo, South Korea. The planar structures of the cystargamides were elucidated by 1/2D NMR, UV, and MS spectroscopic analyses. The absolute configurations of 2 and 3 were determined based on ROESY correlat...

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Autores principales: Seo, Jeongwon, Shin, Yern-Hyerk, Jo, Se Jin, Du, Young Eun, Um, Soohyun, Kim, Young Ran, Moon, Kyuho
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9136287/
https://www.ncbi.nlm.nih.gov/pubmed/35633690
http://dx.doi.org/10.3389/fmicb.2022.904954
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author Seo, Jeongwon
Shin, Yern-Hyerk
Jo, Se Jin
Du, Young Eun
Um, Soohyun
Kim, Young Ran
Moon, Kyuho
author_facet Seo, Jeongwon
Shin, Yern-Hyerk
Jo, Se Jin
Du, Young Eun
Um, Soohyun
Kim, Young Ran
Moon, Kyuho
author_sort Seo, Jeongwon
collection PubMed
description Cystargamides C and D (2 and 3) were isolated from a marine actinomycete strain collected at Beolgyo, South Korea. The planar structures of the cystargamides were elucidated by 1/2D NMR, UV, and MS spectroscopic analyses. The absolute configurations of 2 and 3 were determined based on ROESY correlations and the advanced Marfey’s methods. The structures of the compounds were elucidated as new lipodepsipeptides bearing six amino acids with an epoxy fatty acid side chain. For the first time, the nonribosomal peptide synthetase biosynthetic pathway of the cystargamides has been proposed using whole genome sequence analysis. The cystargamides displayed antioxidant effect in the DPPH and ABTS assay. The discovery of new cyclic lipopeptides, cystargamides C and D, from a tidal mudflat-derived Streptomyces sp. supported that marine bacteria have potential as source of bioactive natural products.
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spelling pubmed-91362872022-05-28 Cystargamides C and D, New Cyclic Lipopeptides From a Tidal Mudflat-Derived Streptomyces sp. JMS132 Seo, Jeongwon Shin, Yern-Hyerk Jo, Se Jin Du, Young Eun Um, Soohyun Kim, Young Ran Moon, Kyuho Front Microbiol Microbiology Cystargamides C and D (2 and 3) were isolated from a marine actinomycete strain collected at Beolgyo, South Korea. The planar structures of the cystargamides were elucidated by 1/2D NMR, UV, and MS spectroscopic analyses. The absolute configurations of 2 and 3 were determined based on ROESY correlations and the advanced Marfey’s methods. The structures of the compounds were elucidated as new lipodepsipeptides bearing six amino acids with an epoxy fatty acid side chain. For the first time, the nonribosomal peptide synthetase biosynthetic pathway of the cystargamides has been proposed using whole genome sequence analysis. The cystargamides displayed antioxidant effect in the DPPH and ABTS assay. The discovery of new cyclic lipopeptides, cystargamides C and D, from a tidal mudflat-derived Streptomyces sp. supported that marine bacteria have potential as source of bioactive natural products. Frontiers Media S.A. 2022-05-13 /pmc/articles/PMC9136287/ /pubmed/35633690 http://dx.doi.org/10.3389/fmicb.2022.904954 Text en Copyright © 2022 Seo, Shin, Jo, Du, Um, Kim and Moon. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Microbiology
Seo, Jeongwon
Shin, Yern-Hyerk
Jo, Se Jin
Du, Young Eun
Um, Soohyun
Kim, Young Ran
Moon, Kyuho
Cystargamides C and D, New Cyclic Lipopeptides From a Tidal Mudflat-Derived Streptomyces sp. JMS132
title Cystargamides C and D, New Cyclic Lipopeptides From a Tidal Mudflat-Derived Streptomyces sp. JMS132
title_full Cystargamides C and D, New Cyclic Lipopeptides From a Tidal Mudflat-Derived Streptomyces sp. JMS132
title_fullStr Cystargamides C and D, New Cyclic Lipopeptides From a Tidal Mudflat-Derived Streptomyces sp. JMS132
title_full_unstemmed Cystargamides C and D, New Cyclic Lipopeptides From a Tidal Mudflat-Derived Streptomyces sp. JMS132
title_short Cystargamides C and D, New Cyclic Lipopeptides From a Tidal Mudflat-Derived Streptomyces sp. JMS132
title_sort cystargamides c and d, new cyclic lipopeptides from a tidal mudflat-derived streptomyces sp. jms132
topic Microbiology
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9136287/
https://www.ncbi.nlm.nih.gov/pubmed/35633690
http://dx.doi.org/10.3389/fmicb.2022.904954
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