Heterocornols from the Sponge-Derived Fungus <i>Pestalotiopsis heterocornis</i> with Anti-Inflammatory Activity

One strain-many compounds (OSMAC) manipulation of the sponge-derived fungus <i>Pestalotiopsis heterocornis</i> XWS03F09 resulted in the production of new secondary metabolites. The chemical study of the fermentation, cultivated on 3% artificial sea salt in the rice media, led to the isol...

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Autores principales:	Hui Lei, Xiaoxu Bi, Xiuping Lin, Jianglian She, Xiaowei Luo, Hong Niu, Dan Zhang, Bin Yang
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	<i>Pestalotiopsis heterocornis</i> heterocornols anti-inflammatory activity sponge-derived fungus Biology (General) QH301-705.5
Acceso en línea:	https://doaj.org/article/3ddc666bd49f47f493e0351e629a0a39
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spelling	oai:doaj.org-article:3ddc666bd49f47f493e0351e629a0a392021-11-25T18:12:36ZHeterocornols from the Sponge-Derived Fungus <i>Pestalotiopsis heterocornis</i> with Anti-Inflammatory Activity10.3390/md191105851660-3397https://doaj.org/article/3ddc666bd49f47f493e0351e629a0a392021-10-01T00:00:00Zhttps://www.mdpi.com/1660-3397/19/11/585https://doaj.org/toc/1660-3397One strain-many compounds (OSMAC) manipulation of the sponge-derived fungus <i>Pestalotiopsis heterocornis</i> XWS03F09 resulted in the production of new secondary metabolites. The chemical study of the fermentation, cultivated on 3% artificial sea salt in the rice media, led to the isolation of twelve compounds, including eight new polyketide derivatives, heterocornols Q–X (<b>1</b>–<b>8</b>), one new ceramide (<b>9</b>), and three known analogues (<b>10</b>–<b>12</b>). The structures and absolute configurations of the new compounds were elucidated by spectroscopic data and calculated ECD analysis. Heterocornols Q (<b>1</b>) and R (<b>2</b>) are novel 6/5/7/5 tetracyclic polyketide derivatives featuring dihydroisobenzofuran and benzo-fused dioxabicyclo [4.2.1] nonane system, which might be derived from the acetyl-CoA by epoxidation, polyene cyclization, and rearrangement to form the core skeleton. Compound <b>12</b> showed moderate or weak antimicrobial activities against with MIC values ranging from 25 to 100 μg/mL. Heterocornols T and X (<b>7</b> and <b>8</b>) could inhibit the production of LPS-induced NO significantly, comparable to dexamethasone. Further Western blotting analysis showed <b>7</b> and <b>8</b> markedly suppressed the iNOS protein expression in LPS-induced RAW 264.7 cells in a dose-dependent manner. The result showed that <b>7</b> and <b>8</b> might serve as potential leads for development of anti-inflammatory activity.Hui LeiXiaoxu BiXiuping LinJianglian SheXiaowei LuoHong NiuDan ZhangBin YangMDPI AGarticle<i>Pestalotiopsis heterocornis</i>heterocornolsanti-inflammatory activitysponge-derived fungusBiology (General)QH301-705.5ENMarine Drugs, Vol 19, Iss 585, p 585 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	<i>Pestalotiopsis heterocornis</i> heterocornols anti-inflammatory activity sponge-derived fungus Biology (General) QH301-705.5
spellingShingle	<i>Pestalotiopsis heterocornis</i> heterocornols anti-inflammatory activity sponge-derived fungus Biology (General) QH301-705.5 Hui Lei Xiaoxu Bi Xiuping Lin Jianglian She Xiaowei Luo Hong Niu Dan Zhang Bin Yang Heterocornols from the Sponge-Derived Fungus <i>Pestalotiopsis heterocornis</i> with Anti-Inflammatory Activity
description	One strain-many compounds (OSMAC) manipulation of the sponge-derived fungus <i>Pestalotiopsis heterocornis</i> XWS03F09 resulted in the production of new secondary metabolites. The chemical study of the fermentation, cultivated on 3% artificial sea salt in the rice media, led to the isolation of twelve compounds, including eight new polyketide derivatives, heterocornols Q–X (<b>1</b>–<b>8</b>), one new ceramide (<b>9</b>), and three known analogues (<b>10</b>–<b>12</b>). The structures and absolute configurations of the new compounds were elucidated by spectroscopic data and calculated ECD analysis. Heterocornols Q (<b>1</b>) and R (<b>2</b>) are novel 6/5/7/5 tetracyclic polyketide derivatives featuring dihydroisobenzofuran and benzo-fused dioxabicyclo [4.2.1] nonane system, which might be derived from the acetyl-CoA by epoxidation, polyene cyclization, and rearrangement to form the core skeleton. Compound <b>12</b> showed moderate or weak antimicrobial activities against with MIC values ranging from 25 to 100 μg/mL. Heterocornols T and X (<b>7</b> and <b>8</b>) could inhibit the production of LPS-induced NO significantly, comparable to dexamethasone. Further Western blotting analysis showed <b>7</b> and <b>8</b> markedly suppressed the iNOS protein expression in LPS-induced RAW 264.7 cells in a dose-dependent manner. The result showed that <b>7</b> and <b>8</b> might serve as potential leads for development of anti-inflammatory activity.
format	article
author	Hui Lei Xiaoxu Bi Xiuping Lin Jianglian She Xiaowei Luo Hong Niu Dan Zhang Bin Yang
author_facet	Hui Lei Xiaoxu Bi Xiuping Lin Jianglian She Xiaowei Luo Hong Niu Dan Zhang Bin Yang
author_sort	Hui Lei
title	Heterocornols from the Sponge-Derived Fungus <i>Pestalotiopsis heterocornis</i> with Anti-Inflammatory Activity
title_short	Heterocornols from the Sponge-Derived Fungus <i>Pestalotiopsis heterocornis</i> with Anti-Inflammatory Activity
title_full	Heterocornols from the Sponge-Derived Fungus <i>Pestalotiopsis heterocornis</i> with Anti-Inflammatory Activity
title_fullStr	Heterocornols from the Sponge-Derived Fungus <i>Pestalotiopsis heterocornis</i> with Anti-Inflammatory Activity
title_full_unstemmed	Heterocornols from the Sponge-Derived Fungus <i>Pestalotiopsis heterocornis</i> with Anti-Inflammatory Activity
title_sort	heterocornols from the sponge-derived fungus <i>pestalotiopsis heterocornis</i> with anti-inflammatory activity
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/3ddc666bd49f47f493e0351e629a0a39
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Heterocornols from the Sponge-Derived Fungus <i>Pestalotiopsis heterocornis</i> with Anti-Inflammatory Activity

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