title: An Unusual Conformational Isomer of Verrucosidin Backbone from a Hydrothermal Vent Fungus, Penicillium sp. Y-50-10.
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.
authors.affiliation: Ocean College, Zhejiang University, Hangzhou 310058, China. 3100103262@zju.edu.cn.
authors.forename: Chengqian
authors.initials: C
authors.lastname: Pan
authors.affiliation: Ocean College, Zhejiang University, Hangzhou 310058, China. 11434028@zju.edu.cn.
authors.forename: Yutong
authors.initials: Y
authors.lastname: Shi
authors.affiliation: Ocean College, Zhejiang University, Hangzhou 310058, China. naz22ia@hotmail.com.
authors.forename: Bibi Nazia
authors.initials: BN
authors.lastname: Auckloo
authors.affiliation: Ocean College, Zhejiang University, Hangzhou 310058, China. chenxg83@gmail.com.
authors.forename: Xuegang
authors.initials: X
authors.lastname: Chen
authors.affiliation: Department of Oceanography, National Sun Yat-sen University, Kaohsiung 80424, Taiwan. ctchen@mail.nsysu.edu.tw.
authors.forename: Chen-Tung Arthur
authors.initials: CT
authors.lastname: Chen
authors.affiliation: State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, China. xytao@ecust.edu.cn.
authors.forename: Xinyi
authors.initials: X
authors.lastname: Tao
authors.affiliation: Ocean College, Zhejiang University, Hangzhou 310058, China. wubin@zju.edu.cn.
authors.forename: Bin
authors.initials: B
authors.lastname: Wu
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D059001:Aquatic Organisms / Q000737:chemistry*; D001412:Bacillus subtilis / Q000187:drug effects; D060086:Hydrothermal Vents / Q000382:microbiology*; D007536:Isomerism; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013624:Taiwan
chemical_list: D000900:Anti-Bacterial Agents; D011753:Pyrones; C000620750:methyl isoverrucosidinol; C048224:verrucosidin
keywords: Penicillium sp.; antibiotic; conformational isomer; marine fungus; verrucosidin