Cytotoxic polyketides with an oxygen-bridged cyclooctadiene core skeleton from the mangrove endophytic fungus phomosis sp. A818

Wei Zhang; Baobing Zhao; Liangcheng Du; Yuemao Shen

doi:10.3390/molecules22091547

Cytotoxic polyketides with an oxygen-bridged cyclooctadiene core skeleton from the mangrove endophytic fungus phomosis sp. A818

Wei Zhang, Baobing Zhao, Liangcheng Du, Yuemao Shen

Chemistry

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

1 Scopus citations

Abstract

Plant endophytic microorganisms represent a largely untapped resource for new bioactive natural products. Eight polyketide natural products were isolated from a mangrove endophytic fungus Phomosis sp. A818. The structural elucidation of these compounds revealed that they share a distinct feature in their chemical structures, an oxygen-bridged cyclooctadiene core skeleton. The study on their structure–activity relationship showed that the α,β-unsaturated δ-lactone moiety, as exemplified in compounds 1 and 2, was critical to the cytotoxic activity of these compounds. In addition, compound 4 might be a potential agonist of AMPK (5-adenosine monophosphate-activated protein kinase).

Original language	English (US)
Article number	1547
Journal	Molecules
Volume	22
Issue number	9
DOIs	https://doi.org/10.3390/molecules22091547
State	Published - Sep 2017

Keywords

Cyclooctadiene
Cytotoxicity
Endophtic fungus
Mycoepoxydiene
Polyketide

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Cytotoxic polyketides with an oxygen-bridged cyclooctadiene core skeleton from the mangrove endophytic fungus phomosis sp. A818",

abstract = "Plant endophytic microorganisms represent a largely untapped resource for new bioactive natural products. Eight polyketide natural products were isolated from a mangrove endophytic fungus Phomosis sp. A818. The structural elucidation of these compounds revealed that they share a distinct feature in their chemical structures, an oxygen-bridged cyclooctadiene core skeleton. The study on their structure–activity relationship showed that the α,β-unsaturated δ-lactone moiety, as exemplified in compounds 1 and 2, was critical to the cytotoxic activity of these compounds. In addition, compound 4 might be a potential agonist of AMPK (5-adenosine monophosphate-activated protein kinase).",

keywords = "Cyclooctadiene, Cytotoxicity, Endophtic fungus, Mycoepoxydiene, Polyketide",

author = "Wei Zhang and Baobing Zhao and Liangcheng Du and Yuemao Shen",

note = "Funding Information: Acknowledgments: This work was supported in part by NSFC (31570030), Youth Innovation Promotion Association CAS to W.Z. (2015166), Nebraska Research Initiatives, and China Postdoctoral Science Found (2015M580606 and 2016M580606). Publisher Copyright: {\textcopyright} 2017 by the authors.",

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doi = "10.3390/molecules22091547",

language = "English (US)",

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AU - Zhang, Wei

AU - Zhao, Baobing

AU - Du, Liangcheng

AU - Shen, Yuemao

N1 - Funding Information: Acknowledgments: This work was supported in part by NSFC (31570030), Youth Innovation Promotion Association CAS to W.Z. (2015166), Nebraska Research Initiatives, and China Postdoctoral Science Found (2015M580606 and 2016M580606). Publisher Copyright: © 2017 by the authors.

PY - 2017/9

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N2 - Plant endophytic microorganisms represent a largely untapped resource for new bioactive natural products. Eight polyketide natural products were isolated from a mangrove endophytic fungus Phomosis sp. A818. The structural elucidation of these compounds revealed that they share a distinct feature in their chemical structures, an oxygen-bridged cyclooctadiene core skeleton. The study on their structure–activity relationship showed that the α,β-unsaturated δ-lactone moiety, as exemplified in compounds 1 and 2, was critical to the cytotoxic activity of these compounds. In addition, compound 4 might be a potential agonist of AMPK (5-adenosine monophosphate-activated protein kinase).

AB - Plant endophytic microorganisms represent a largely untapped resource for new bioactive natural products. Eight polyketide natural products were isolated from a mangrove endophytic fungus Phomosis sp. A818. The structural elucidation of these compounds revealed that they share a distinct feature in their chemical structures, an oxygen-bridged cyclooctadiene core skeleton. The study on their structure–activity relationship showed that the α,β-unsaturated δ-lactone moiety, as exemplified in compounds 1 and 2, was critical to the cytotoxic activity of these compounds. In addition, compound 4 might be a potential agonist of AMPK (5-adenosine monophosphate-activated protein kinase).

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KW - Endophtic fungus

KW - Mycoepoxydiene

KW - Polyketide

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Cytotoxic polyketides with an oxygen-bridged cyclooctadiene core skeleton from the mangrove endophytic fungus phomosis sp. A818

Abstract

Keywords

ASJC Scopus subject areas

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