Antibacterial bicyclic fatty acids from a korean colonial tunicate didemnum sp.

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

doi:10.3390/md19090521

Antibacterial bicyclic fatty acids from a korean colonial tunicate didemnum sp.

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

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

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).

Original language	English
Article number	521
Journal	Marine Drugs
Volume	19
Issue number	9
DOIs	https://doi.org/10.3390/md19090521
State	Published - Sep 2021

Bibliographical note

Funding Information:
Funding: This work was supported by the National Research Foundation of Korea (NRF) grants funded by the Ministry of Science and ICT (NRF-2019R1A2C2005492) and the Ministry of Education (NRF-2019R1I1A1A01044151).

Publisher Copyright:
© 2021 by the authors. Licensee MDPI, Basel, Switzerland.

Keywords

Antibacterial
Bicyclic fatty acids
Colonial tunicate
Didemnum

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title = "Antibacterial bicyclic fatty acids from a korean colonial tunicate didemnum sp.",

abstract = "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).",

keywords = "Antibacterial, Bicyclic fatty acids, Colonial tunicate, Didemnum",

author = "Hiyoung Kim and Lee, {Tae Gu} and Inho Yang and Weihong Wang and Jungwook Chin and Jusung Lee and Rho, {Boon Jo} and Hyukjae Choi and Nam, {Sang Jip} and Dongyup Hahn and Heonjoong Kang",

note = "Funding Information: Funding: This work was supported by the National Research Foundation of Korea (NRF) grants funded by the Ministry of Science and ICT (NRF-2019R1A2C2005492) and the Ministry of Education (NRF-2019R1I1A1A01044151). Publisher Copyright: {\textcopyright} 2021 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2021",

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doi = "10.3390/md19090521",

language = "English",

volume = "19",

journal = "Marine Drugs",

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T1 - Antibacterial bicyclic fatty acids from a korean colonial tunicate didemnum sp.

AU - Kim, Hiyoung

AU - Lee, Tae Gu

AU - Yang, Inho

AU - Wang, Weihong

AU - Chin, Jungwook

AU - Lee, Jusung

AU - Rho, Boon Jo

AU - Choi, Hyukjae

AU - Nam, Sang Jip

AU - Hahn, Dongyup

AU - Kang, Heonjoong

N1 - Funding Information: Funding: This work was supported by the National Research Foundation of Korea (NRF) grants funded by the Ministry of Science and ICT (NRF-2019R1A2C2005492) and the Ministry of Education (NRF-2019R1I1A1A01044151). Publisher Copyright: © 2021 by the authors. Licensee MDPI, Basel, Switzerland.

PY - 2021/9

Y1 - 2021/9

N2 - 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).

AB - 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).

KW - Antibacterial

KW - Bicyclic fatty acids

KW - Colonial tunicate

KW - Didemnum

UR - http://www.scopus.com/inward/record.url?scp=85117002945&partnerID=8YFLogxK

U2 - 10.3390/md19090521

DO - 10.3390/md19090521

M3 - Article

C2 - 34564183

AN - SCOPUS:85117002945

SN - 1660-3397

VL - 19

JO - Marine Drugs

JF - Marine Drugs

IS - 9

M1 - 521

ER -

Antibacterial bicyclic fatty acids from a korean colonial tunicate didemnum sp.

Abstract

Bibliographical note

Keywords

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