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Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp.

Five new bicyclic carboxylic acids were obtained by antibacterial activity-guided isolation from a Korean colonial tunicate Didemnum sp. Their structures were elucidated by the interpretation of NMR, MS and CD spectroscopic data. They all belong to the class of aplidic acids. Three of them were amid...

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Autores principales: Kim, Hiyoung, Lee, Tae Gu, Yang, Inho, Wang, Weihong, Chin, Jungwook, Lee, Jusung, Rho, Boon Jo, Choi, Hyukjae, Nam, Sang-Jip, Hahn, Dongyup, Kang, Heonjoong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8465582/
https://www.ncbi.nlm.nih.gov/pubmed/34564183
http://dx.doi.org/10.3390/md19090521
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author Kim, Hiyoung
Lee, Tae Gu
Yang, Inho
Wang, Weihong
Chin, Jungwook
Lee, Jusung
Rho, Boon Jo
Choi, Hyukjae
Nam, Sang-Jip
Hahn, Dongyup
Kang, Heonjoong
author_facet Kim, Hiyoung
Lee, Tae Gu
Yang, Inho
Wang, Weihong
Chin, Jungwook
Lee, Jusung
Rho, Boon Jo
Choi, Hyukjae
Nam, Sang-Jip
Hahn, Dongyup
Kang, Heonjoong
author_sort Kim, Hiyoung
collection PubMed
description Five new bicyclic carboxylic acids were obtained by antibacterial activity-guided isolation from a Korean colonial tunicate Didemnum sp. Their structures were elucidated by the interpretation of NMR, MS and CD spectroscopic data. They all belong to the class of aplidic acids. Three of them were amide derivatives (1–3), and the other two were dicarboxylic derivatives (4 and 5). The absolute configurations were determined by a bisignate pattern of CD spectroscopy, which revealed that the absolute configurations of amides were opposite to those of dicarboxylates at every stereogenic centers. Compound 2 exhibited the most potent antibacterial activity (MIC, 2 μg/mL).
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spelling pubmed-84655822021-09-27 Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp. Kim, Hiyoung Lee, Tae Gu Yang, Inho Wang, Weihong Chin, Jungwook Lee, Jusung Rho, Boon Jo Choi, Hyukjae Nam, Sang-Jip Hahn, Dongyup Kang, Heonjoong Mar Drugs Article Five new bicyclic carboxylic acids were obtained by antibacterial activity-guided isolation from a Korean colonial tunicate Didemnum sp. Their structures were elucidated by the interpretation of NMR, MS and CD spectroscopic data. They all belong to the class of aplidic acids. Three of them were amide derivatives (1–3), and the other two were dicarboxylic derivatives (4 and 5). The absolute configurations were determined by a bisignate pattern of CD spectroscopy, which revealed that the absolute configurations of amides were opposite to those of dicarboxylates at every stereogenic centers. Compound 2 exhibited the most potent antibacterial activity (MIC, 2 μg/mL). MDPI 2021-09-16 /pmc/articles/PMC8465582/ /pubmed/34564183 http://dx.doi.org/10.3390/md19090521 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kim, Hiyoung
Lee, Tae Gu
Yang, Inho
Wang, Weihong
Chin, Jungwook
Lee, Jusung
Rho, Boon Jo
Choi, Hyukjae
Nam, Sang-Jip
Hahn, Dongyup
Kang, Heonjoong
Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp.
title Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp.
title_full Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp.
title_fullStr Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp.
title_full_unstemmed Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp.
title_short Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate Didemnum sp.
title_sort antibacterial bicyclic fatty acids from a korean colonial tunicate didemnum sp.
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8465582/
https://www.ncbi.nlm.nih.gov/pubmed/34564183
http://dx.doi.org/10.3390/md19090521
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