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An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus,Penicillium sp. Y-50-10
Authors:Chengqian Pan  Yutong Shi  Bibi Nazia Auckloo  Xuegang Chen  Chen-Tung Arthur Chen  Xinyi Tao  Bin Wu
Affiliation:1Ocean College, Zhejiang University, Hangzhou 310058, China; (C.P.); (Y.S.); (B.A.N.); (X.C.);2Department of Oceanography, National Sun Yat-sen University, Kaohsiung 80424, Taiwan; ;3State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, China;
Abstract:A new verrucosidin derivative, methyl isoverrucosidinol (1), was isolated from the marine fungus Penicillium sp. Y-50-10, dwelling in sulfur rich sediment in the Kueishantao hydrothermal vents off Taiwan. The structure was established by spectroscopic means including HRMS and 2D-NMR spectroscopic analysis. The absolute configuration was defined mainly by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. Among hitherto known compounds with a verrucosidine backbone isolated from natural resource, compound 1 represents the first example of a new conformational isomer of its skeleton, exhibiting antibiotic activity against Bacillus subtilis with MIC value 32 μg/mL.
Keywords:marine fungus   Penicillium sp.   verrucosidin   conformational isomer   antibiotic
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