Altertoxins with potent anti-HIV activity from Alternaria tenuissimaQUE1Se, a fungal endophyte of Quercus emoryi

UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
Stanley H. Faeth, Professor Emeritus (Creator)
Institution
The University of North Carolina at Greensboro (UNCG )
Web Site: http://library.uncg.edu/

Abstract: Screening of a small library of natural product extracts derived from endophytic fungi of the Sonoran desert plants in a cell-based anti-HIV assay involving T-cells infected with the HIV-1 virus identified the EtOAc extract of a fermentation broth of Alternaria tenuissima QUE1Se inhabiting the stem tissue of Quercus emoryi as a promising candidate for further investigation. Bioactivity-guided fractionation of this extract led to the isolation and identification of two new metabolites, altertoxins V (1) and VI (2) together with the known compounds, altertoxins I (3), II (4), and III (5). The structures of 1 and 2 were determined by detailed spectroscopic analysis and those of 3–5 were established by comparison with reported data. When tested in our cell-based assay at concentrations insignificantly toxic to T-cells, altertoxins V (1), I (3), II (4), and III (5) completely inhibited replication of the HIV-1 virus at concentrations of 0.50, 2.20, 0.30, and 1.50 µM, respectively. Our findings suggest that the epoxyperylene structural scaffold in altertoxins may be manipulated to produce potent anti-HIV therapeutics.[The original abstract for this article contains images that cannot be displayed here. Please click on the link below to read the full abstract and article.]

Additional Information

Publication
Bioorganic & Medicinal Chemistry, 22(21), 6112-6116
Language: English
Date: 2014
Keywords
Alternaria tenuissima, Endophytic fungus, Anti-HIV activity, Altertoxin V, Altertoxin VI

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