Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate <i>Didemnum</i> sp.

Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate <i>Didemnum</i> sp.

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

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Main Authors: Hiyoung Kim, Tae Gu Lee, Inho Yang, Weihong Wang, Jungwook Chin, Jusung Lee, Boon Jo Rho, Hyukjae Choi, Sang-Jip Nam, Dongyup Hahn, Heonjoong Kang
Format: Article
Language:English
Published: MDPI AG 2021-09-01
Series:Marine Drugs
Subjects:
<i>Didemnum</i>
antibacterial
colonial tunicate
bicyclic fatty acids
Online Access:https://www.mdpi.com/1660-3397/19/9/521
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spelling doaj-b2a814004e85481faf1443b40851ebc62021-09-26T00:35:36ZengMDPI AGMarine Drugs1660-33972021-09-011952152110.3390/md19090521Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate <i>Didemnum</i> sp.Hiyoung Kim0Tae Gu Lee1Inho Yang2Weihong Wang3Jungwook Chin4Jusung Lee5Boon Jo Rho6Hyukjae Choi7Sang-Jip Nam8Dongyup Hahn9Heonjoong Kang10Laboratory of Marine Drugs, School of Earth and Environmental Sciences, Seoul National University, NS-80, Seoul 08826, KoreaSafety Research Team, Crop Protection Research Institute, FarmHannong Co., Ltd., Nonsan 33010, KoreaDepartment of Convergence Study on the Ocean Science and Technology, Korea Maritime and Ocean University, Busan 49112, KoreaLaboratory of Marine Drugs, School of Earth and Environmental Sciences, Seoul National University, NS-80, Seoul 08826, KoreaNew Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation, Daegu 41061, KoreaLaboratory of Marine Drugs, School of Earth and Environmental Sciences, Seoul National University, NS-80, Seoul 08826, KoreaNatural History Museum, Ewha Womans University, Seoul 03760, KoreaCollege of Pharmacy, Yeungnam University, Gyeongsan 38541, KoreaDepartment of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, KoreaSchool of Food Science and Biotechnology & Department of Integrative Biology, Kyungpook National University, Daegu 41566, KoreaLaboratory of Marine Drugs, School of Earth and Environmental Sciences, Seoul National University, NS-80, Seoul 08826, KoreaFive new bicyclic carboxylic acids were obtained by antibacterial activity-guided isolation from a Korean colonial tunicate <i>Didemnum</i> 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 (<b>1</b>–<b>3</b>), and the other two were dicarboxylic derivatives (<b>4</b> and <b>5</b>). 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 <b>2</b> exhibited the most potent antibacterial activity (MIC, 2 μg/mL).https://www.mdpi.com/1660-3397/19/9/521<i>Didemnum</i>antibacterialcolonial tunicatebicyclic fatty acids
collection DOAJ
language English
format Article
sources DOAJ
author Hiyoung Kim
Tae Gu Lee
Inho Yang
Weihong Wang
Jungwook Chin
Jusung Lee
Boon Jo Rho
Hyukjae Choi
Sang-Jip Nam
Dongyup Hahn
Heonjoong Kang
spellingShingle Hiyoung Kim
Tae Gu Lee
Inho Yang
Weihong Wang
Jungwook Chin
Jusung Lee
Boon Jo Rho
Hyukjae Choi
Sang-Jip Nam
Dongyup Hahn
Heonjoong Kang
Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate <i>Didemnum</i> sp.
Marine Drugs
<i>Didemnum</i>
antibacterial
colonial tunicate
bicyclic fatty acids
author_facet Hiyoung Kim
Tae Gu Lee
Inho Yang
Weihong Wang
Jungwook Chin
Jusung Lee
Boon Jo Rho
Hyukjae Choi
Sang-Jip Nam
Dongyup Hahn
Heonjoong Kang
author_sort Hiyoung Kim
title Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate <i>Didemnum</i> sp.
title_short Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate <i>Didemnum</i> sp.
title_full Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate <i>Didemnum</i> sp.
title_fullStr Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate <i>Didemnum</i> sp.
title_full_unstemmed Antibacterial Bicyclic Fatty Acids from a Korean Colonial Tunicate <i>Didemnum</i> sp.
title_sort antibacterial bicyclic fatty acids from a korean colonial tunicate <i>didemnum</i> sp.
publisher MDPI AG
series Marine Drugs
issn 1660-3397
publishDate 2021-09-01
description Five new bicyclic carboxylic acids were obtained by antibacterial activity-guided isolation from a Korean colonial tunicate <i>Didemnum</i> 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 (<b>1</b>–<b>3</b>), and the other two were dicarboxylic derivatives (<b>4</b> and <b>5</b>). 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 <b>2</b> exhibited the most potent antibacterial activity (MIC, 2 μg/mL).
topic <i>Didemnum</i>
antibacterial
colonial tunicate
bicyclic fatty acids
url https://www.mdpi.com/1660-3397/19/9/521
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