title: Antifungal activity against plant pathogens of metabolites from the endophytic fungus Cladosporium cladosporioides.
abstract: Bioassay-guided fractionation of Cladosporium cladosporioides (Fresen.) de Vries extracts led to the isolation of four compounds, including cladosporin, 1; isocladosporin, 2; 5'-hydroxyasperentin, 3; and cladosporin-8-methyl ether, 4. An additional compound, 5',6-diacetylcladosporin, 5, was synthesized by acetylation of compound 3. Compounds 1-5 were evaluated for antifungal activity 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 gloeosporioides , and P. viticola, respectively. Compound 2 showed 50.4, 60.2, and 83.0% growth inhibition at 30 μM against Co. fragariae, Co. gloeosporioides, and P. viticola, respectively. Compounds 3 and 4 were isolated for the first time from Cl. cladosporioides. Moreover, the identification of essential structural features of the cladosporin nuclei has also been evaluated. These structures provide new templates for the potential treatment and management of plant diseases.
authors: Department of Medicinal Chemistry, University of Mississippi, University, Mississippi 38677, USA.
authors: Xiaoning
authors: X
authors: Wang
authors: Mohamed M
authors: MM
authors: Radwan
authors: Amer H
authors: AH
authors: Taráwneh
authors: Jiangtao
authors: J
authors: Gao
authors: David E
authors: DE
authors: Wedge
authors: Luiz H
authors: LH
authors: Rosa
authors: Horace G
authors: HG
authors: Cutler
authors: Stephen J
authors: SJ
authors: Cutler
mesh_terms: D001203:Ascomycota / Q000187:drug effects / Q000254:growth & development; D002963:Cladosporium / Q000737:chemistry*; D020231:Colletotrichum / Q000187:drug effects / Q000254:growth & development; D005659:Fungicides, Industrial / Q000302:isolation & purification* / Q000494:pharmacology*; D049934:Isocoumarins / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D010935:Plant Diseases / Q000382:microbiology
chemical_list: C585728:5',6-diacetylcladosporin; D005659:Fungicides, Industrial; D049934:Isocoumarins; C000488:cladosporin
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