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Molecules 2014, 19(5), 6597-6608; doi:10.3390/molecules19056597

Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis

NuBBE - Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais, Departamento de Química Orgânica, Instituto de Química, UNESP, Universidade Estadual Paulista, Araraquara-SP, 14800-900, Brazil
Departamento de Química, Faculdade de Ciências, UNESP, Universidade Estadual Paulista, Bauru-SP, 17033-360, Brazil
Instituto de Botânica, Núcleo de Pesquisa em Fisiologia e Bioquímica, São Paulo-SP, 04301-902, Brazil
Departamento de Análises Clínicas, Faculdade de Ciências Farmacêuticas de Araraquara, UNESP, Universidade Estadual Paulista, Araraquara-SP, 14801-902, Brazil
Author to whom correspondence should be addressed.
Received: 14 March 2014 / Revised: 14 May 2014 / Accepted: 19 May 2014 / Published: 22 May 2014
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [274 KB, 18 June 2014; original version 18 June 2014]   |  


Chemical investigation of an acetonitrile fraction from the endophytic fungus Phomopsis sp. led to the isolation of the new natural product 2-hydroxy-alternariol (7) together with the known compounds cytochalasins J (1) and H (2), 5'-epialtenuene (3) and the mycotoxins alternariol monomethyl ether (AME, 4), alternariol (AOH, 5) and cytosporone C (6). The structure of the new compound was elucidated by using 1-D and 2-D NMR (nuclear magnetic resonance) and high resolution mass spectrometry. The cytochalasins J (1) and H (2) and AOH (5) exhibited potent inhibition of the total ROS (reactive oxygen species) produced by stimulated human neutrophils and acted as potent potential anti-inflammatory agents. Moreover, cytochalasin H (2) demonstrated antifungal and acetylcholinesterase enzyme (AChE) inhibition in vitro.
Keywords: secondary metabolites; bioactivities; endophytic fungi; Phomopsis sp.; Senna spectabilis secondary metabolites; bioactivities; endophytic fungi; Phomopsis sp.; Senna spectabilis

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Chapla, V.M.; Zeraik, M.L.; Ximenes, V.F.; Zanardi, L.M.; Lopes, M.N.; Cavalheiro, A.J.; Silva, D.H.S.; Young, M.C.M.; Fonseca, L.M.; Bolzani, V.S.; Araújo, A.R. Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis. Molecules 2014, 19, 6597-6608.

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