Latrunculin with a highly oxidized thiazolidinone ring: structure assignment and actin docking |
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| Authors: | Ahmed Safwat A Odde Srinivas Daga Pankaj R Bowling John J Mesbah Mostafa K Youssef Diaa T Khalifa Sherief I Doerksen Robert J Hamann Mark T |
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| Institution: | Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia, Egypt. |
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| Abstract: | A new latrunculin, oxalatrunculin B (3), was isolated from Red Sea sponge Negombata corticata. Extensive spectroscopic analysis revealed an unprecedented heterocycle in which the rare thiazolidinone ring found in latrunculins was oxidized with three additional oxygens. An actin polymerization inhibition assay agreed with MM-PBSA free energy calculations that 3 binds more weakly than latrunculin B to actin. Significant antifungal and anticancer activity of 3 was found, suggesting an alternate target in addition to actin for latrunculin bioactivity. |
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