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    Potent Antifouling Resorcylic Acid Lactones from the Gorgonian-Derived Fungus Cochliobolus lunatus

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    Type
    Article
    Authors
    Shao, Chang Lun
    Wu, Hui Xian
    Wang, Chang Yun
    Liu, Qing Ai
    Xu, Ying
    Wei, Mei Yan
    Qian, Pei-Yuan cc
    Gu, Yu Cheng
    Zheng, Cai Juan
    She, Zhi Gang
    Lin, Yong Cheng
    Date
    2011-04-25
    Permanent link to this record
    http://hdl.handle.net/10754/600224
    
    Metadata
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    Abstract
    Three new 14-membered resorcylic acid lactones, two with a rare natural acetonide group and one with a 5-chloro-substituted lactone, named cochliomycins A-C (1-3), together with four known analogues, zeaenol (4), LL-Z1640-1 (5), LL-Z1640-2 (6), and paecilomycin F (7), were isolated from the culture broth of Cochliobolus lunatus, a fungus obtained from the gorgonian Dichotella gemmacea collected in the South China Sea. Their structures and the relative configurations of 1-3 were elucidated using comprehensive spectroscopic methods including NOESY spectra and chemical conversions. A transetherification reaction was also observed in which cochliomycin B (2) in a solution of CDCl3 slowly rearranged to give cochliomycin A (1) at room temperature. These resorcylic acid lactones were evaluated against the larval settlement of barnacle Balanus amphitrite, and antifouling activity was detected for the first time for this class of metabolites. The antibacterial and cytotoxic activities of these compounds were also examined. © 2011 The American Chemical Society and American Society of Pharmacognosy.
    Citation
    Shao C-L, Wu H-X, Wang C-Y, Liu Q-A, Xu Y, et al. (2011) Potent Antifouling Resorcylic Acid Lactones from the Gorgonian-Derived Fungus Cochliobolus lunatus . Journal of Natural Products 74: 629–633. Available: http://dx.doi.org/10.1021/np100641b.
    Sponsors
    This work was supported by the National Natural Science Foundation of China (Nos. 30901879; 40976077; 40776073), the Research Fund for the Doctoral Program of Higher Education, Ministry of Education of China (No. 20090132110002), and the Basic Research Program of Science and Technology, Ministry of Science and Technology of China (No. 2007FY210500).
    Publisher
    American Chemical Society (ACS)
    Journal
    Journal of Natural Products
    DOI
    10.1021/np100641b
    PubMed ID
    21348465
    ae974a485f413a2113503eed53cd6c53
    10.1021/np100641b
    Scopus Count
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