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Title: Antifungal activity against plant pathogens of metabolites from the endophytic fungus Cladosporium cladosporioides

Author
item WANG, XIAONING - University Of Mississippi
item RADWAN, MOHAMED - University Of Mississippi
item TARAWNEH, AMER - University Of Mississippi
item GAO, JIANGTAO - University Of Mississippi
item Wedge, David
item ROSA, LUIZ - Universidade Federal De Minas Gerais
item CUTLER, HORACE - University Of Mississippi
item CUTLER, STEPHEN - University Of Mississippi

Submitted to: Journal of Agricultural and Food Chemistry
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 2/15/2013
Publication Date: 4/16/2013
Citation: Wang, X., Radwan, M.M., Tarawneh, A.H., Gao, J., Wedge, D.E., Rosa, L.G., Cutler, H., Cutler, S. 2013. Antifungal activity against plant pathogens of metabolites from the endophytic fungus Cladosporium cladosporioides. Journal of Agricultural and Food Chemistry. 61(19):4551-4555.

Interpretive Summary: Bioassay-guided fractionation of Cladosporium cladosporioides crude extracts led to the isolation of four compounds. Pure compounds were submitted for antifungal activity studies against several plant pathogens. Phomopsis viticola, the fungal pathogen that causes many grape diseases, was the most sensitive fungus to the test compounds. Two compounds were isolated for the first time from Clad. cladosporioides. These molecular structures possible provided new templates for chemical development of new compounds for treatment of anthracnose diseases. Moreover, the antifungal structure-activity relationship (SAR) among the isolated compounds was also been studied and reported in the manuscript.

Technical Abstract: Bioassay-guided fractionation of Cladosporium cladosporioides crude extracts led to the isolation of four compounds, including cladosporin (1), isocladosporin (2), 5'-hydroxyasperentin (3), cladosporin-8-methyl ether (4). The compound 6, 5'-diacetyl cladosporin (5) was synthesized by acetylation of compound 3. Pure compounds were submitted for antifungal activities against plant pathogens. Phomopsis viticola was the most sensitive fungus to the tested compounds. At 30 µM, compound 1 exhibited 92.7%, 90.1%, 95.4% and 79.9% growth inhibition against Colletotrichum acutatum, Colletotrichum fragariae, Colletotrichum gloeosporoides and Phomopsis viticola, respectively. Compound 2 showed 50.4%, 60.2% and 83.0% growth inhibition at 30 µM against Colletotrichum fragariae, Colletotrichum gloeosporoides and P. viticola, respectively. Compounds 3 and 4 were isolated for the first time from Cladosporium cladosporioides. These structures provide new templates for treatment of anthracnose diseases. Moreover, the antifungal structure-activity relationship (SAR) among the isolated compounds has also been studied.