Abstract
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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Inflammatory Agents, Non-Steroidal / chemistry
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
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Antifungal Agents / chemistry
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Antifungal Agents / pharmacology*
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Antioxidants / chemistry
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Antioxidants / pharmacology
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Ascomycota / chemistry
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Ascomycota / metabolism*
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Cholinesterase Inhibitors / chemistry
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Cholinesterase Inhibitors / pharmacology
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Cytochalasins / chemistry
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Cytochalasins / pharmacology
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Drug Evaluation, Preclinical / methods
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Endophytes / metabolism
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Humans
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Lactones
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Mycotoxins / chemistry
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Mycotoxins / metabolism
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Neutrophils / drug effects
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Neutrophils / metabolism
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Reactive Oxygen Species / metabolism
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Secondary Metabolism
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Senna Plant / microbiology
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Sesquiterpenes / chemistry
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Sesquiterpenes / pharmacology
Substances
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Anti-Inflammatory Agents, Non-Steroidal
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Antifungal Agents
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Antioxidants
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Cholinesterase Inhibitors
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Cytochalasins
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Lactones
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Mycotoxins
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Reactive Oxygen Species
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Sesquiterpenes
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cytochalasin J
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cytosporolide C
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cytochalasin H
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alternariol
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alternariol monomethyl ether