Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003

Mangrove-derived endophytes are rich in bioactive secondary metabolites with a variety of biological activities. Recently, a fungus Pseudofusicoccum sp. J003 was first isolated by our research group from mangrove species Sonneratia apetala Buch.-Ham. The subsequent chemical investigation of the meth...

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Autores principales:	Shujie Jia, Xiangdong Su, Wensi Yan, Meifang Wu, Yichuang Wu, Jielang Lu, Xin He, Xin Ding, Yongbo Xue
Formato:	article
Lenguaje:	EN
Publicado:	Frontiers Media S.A. 2021
Materias:	Pseudofusicoccum sp. Sonneratia apetala Buch.-Ham. sesquiterpenoid anti-inflammation acetylcholinesterase Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/174a7da722c14fad950d3f67a0ca2c7f
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spelling	oai:doaj.org-article:174a7da722c14fad950d3f67a0ca2c7f2021-12-01T00:24:27ZAcorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J0032296-264610.3389/fchem.2021.780304https://doaj.org/article/174a7da722c14fad950d3f67a0ca2c7f2021-11-01T00:00:00Zhttps://www.frontiersin.org/articles/10.3389/fchem.2021.780304/fullhttps://doaj.org/toc/2296-2646Mangrove-derived endophytes are rich in bioactive secondary metabolites with a variety of biological activities. Recently, a fungus Pseudofusicoccum sp. J003 was first isolated by our research group from mangrove species Sonneratia apetala Buch.-Ham. The subsequent chemical investigation of the methanol extract of the culture broth of this strain has led to the isolation of a new sesquiterpenoid named acorenone C (1), two alkaloids (2–3), four phenolic compounds (4–7), and four steroid derivatives (8–11). The new structure of 1 was established by extensive spectroscopic analysis, including 1D, 2D NMR spectroscopy, and HRESIMS. Its absolute configuration was elucidated by experimental ECD and ECD calculation. The in vitro AChE inhibitory, anti-inflammatory, and cytotoxic activities of the selected compounds were evaluated. The results showed that compound 1 showed mild AChE inhibitory activity, with an inhibition rate of 23.34% at the concentration of 50 μM. Compound 9 exerted a significant inhibitory effect against nitric oxide (NO) production in LPS-stimulated RAW 264.7 mouse macrophages, with an inhibition rate of 72.89% at the concentration of 25 μM, better than that of positive control L-NMMA. Compound 9 also displayed obvious inhibition effects on the growth of two human tumor cell lines, HL-60 and SW480 (inhibition rates 98.68 ± 0.97% and 60.40 ± 4.51%, respectively). The antimicrobial activities of the compounds (1–11) against Escherichia coli, Bacillus subtilis, Staphylococcus aureus, and Pseudomonas aeruginosa were also tested; however, none of them showed antimicrobial activities.Shujie JiaXiangdong SuWensi YanMeifang WuYichuang WuJielang LuXin HeXin DingYongbo XueFrontiers Media S.A.articlePseudofusicoccum sp.Sonneratia apetala Buch.-Ham.sesquiterpenoidanti-inflammationacetylcholinesteraseChemistryQD1-999ENFrontiers in Chemistry, Vol 9 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Pseudofusicoccum sp. Sonneratia apetala Buch.-Ham. sesquiterpenoid anti-inflammation acetylcholinesterase Chemistry QD1-999
spellingShingle	Pseudofusicoccum sp. Sonneratia apetala Buch.-Ham. sesquiterpenoid anti-inflammation acetylcholinesterase Chemistry QD1-999 Shujie Jia Xiangdong Su Wensi Yan Meifang Wu Yichuang Wu Jielang Lu Xin He Xin Ding Yongbo Xue Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003
description	Mangrove-derived endophytes are rich in bioactive secondary metabolites with a variety of biological activities. Recently, a fungus Pseudofusicoccum sp. J003 was first isolated by our research group from mangrove species Sonneratia apetala Buch.-Ham. The subsequent chemical investigation of the methanol extract of the culture broth of this strain has led to the isolation of a new sesquiterpenoid named acorenone C (1), two alkaloids (2–3), four phenolic compounds (4–7), and four steroid derivatives (8–11). The new structure of 1 was established by extensive spectroscopic analysis, including 1D, 2D NMR spectroscopy, and HRESIMS. Its absolute configuration was elucidated by experimental ECD and ECD calculation. The in vitro AChE inhibitory, anti-inflammatory, and cytotoxic activities of the selected compounds were evaluated. The results showed that compound 1 showed mild AChE inhibitory activity, with an inhibition rate of 23.34% at the concentration of 50 μM. Compound 9 exerted a significant inhibitory effect against nitric oxide (NO) production in LPS-stimulated RAW 264.7 mouse macrophages, with an inhibition rate of 72.89% at the concentration of 25 μM, better than that of positive control L-NMMA. Compound 9 also displayed obvious inhibition effects on the growth of two human tumor cell lines, HL-60 and SW480 (inhibition rates 98.68 ± 0.97% and 60.40 ± 4.51%, respectively). The antimicrobial activities of the compounds (1–11) against Escherichia coli, Bacillus subtilis, Staphylococcus aureus, and Pseudomonas aeruginosa were also tested; however, none of them showed antimicrobial activities.
format	article
author	Shujie Jia Xiangdong Su Wensi Yan Meifang Wu Yichuang Wu Jielang Lu Xin He Xin Ding Yongbo Xue
author_facet	Shujie Jia Xiangdong Su Wensi Yan Meifang Wu Yichuang Wu Jielang Lu Xin He Xin Ding Yongbo Xue
author_sort	Shujie Jia
title	Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003
title_short	Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003
title_full	Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003
title_fullStr	Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003
title_full_unstemmed	Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003
title_sort	acorenone c: a new spiro-sesquiterpene from a mangrove-associated fungus, pseudofusicoccum sp. j003
publisher	Frontiers Media S.A.
publishDate	2021
url	https://doaj.org/article/174a7da722c14fad950d3f67a0ca2c7f
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Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003

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