| Latrunculin with a highly oxidized thiazolidinone ring: structure assignment and actin docking. | |
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MedLine Citation:
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PMID: 17929935 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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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Authors:
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Safwat A Ahmed; Srinivas Odde; Pankaj R Daga; John J Bowling; Mostafa K Mesbah; Diaa T Youssef; Sherief I Khalifa; Robert J Doerksen; Mark T Hamann |
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Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural; Research Support, U.S. Gov't, Non-P.H.S. Date: 2007-10-12 |
Journal Detail:
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Title: Organic letters Volume: 9 ISSN: 1523-7060 ISO Abbreviation: Org. Lett. Publication Date: 2007 Nov |
Date Detail:
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Created Date: 2007-11-01 Completed Date: 2007-12-11 Revised Date: 2010-09-15 |
Medline Journal Info:
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Nlm Unique ID: 100890393 Medline TA: Org Lett Country: United States |
Other Details:
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Languages: eng Pagination: 4773-6 Citation Subset: IM |
Affiliation:
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Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia, Egypt. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Actins
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chemistry*,
metabolism* Bicyclo Compounds, Heterocyclic / chemistry*, metabolism*, pharmacology Binding Sites Cell Line, Tumor Cell Survival / drug effects Computer Simulation Humans Magnetic Resonance Spectroscopy Models, Molecular Oxygen / chemistry* Protein Structure, Tertiary Thiazolidines / chemistry*, metabolism*, pharmacology |
| Grant Support | |
ID/Acronym/Agency:
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1R01 AI 36596/AI/NIAID NIH HHS; C06 RR 14503-01/RR/NCRR NIH HHS; R01 AI036596-08/AI/NIAID NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Actins; 0/Bicyclo Compounds, Heterocyclic; 0/Thiazolidines; 76343-93-6/latrunculin A; 76343-94-7/latrunculin B; 7782-44-7/Oxygen |
| Comments/Corrections | |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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