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.
Original language | English (US) |
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Pages (from-to) | 629-633 |
Number of pages | 5 |
Journal | Journal of Natural Products |
Volume | 74 |
Issue number | 4 |
DOIs | |
State | Published - Apr 25 2011 |
Externally published | Yes |
Bibliographical note
KAUST Repository Item: Exported on 2020-10-01Acknowledgements: 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).
This publication acknowledges KAUST support, but has no KAUST affiliated authors.