| Effects of thymoquinone-fatty acid conjugates on cancer cells. | |
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MedLine Citation:
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PMID: 19322799 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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4-Acylhydrazones and 6-alkyl derivatives of thymoquinone (TQ) were tested for growth inhibition of human HL-60 leukemia, 518A2 melanoma, KB-V1/Vbl cervix, and MCF-7/Topo breast carcinoma cells. Unsaturated side chains conferred greater activities than equally long saturated chains. The number of C==C bonds was less decisive than chain length. The 6-hencosahexaenyl conjugate 3 e was most active in all resistant tumor cells, with IC(50) (72 h) values as low as 30 nM in MCF-7/Topo cells. The conjugates are likely to operate by mechanisms different from that of TQ. For instance, 3 e induced distinct caspase-independent apoptosis in HL-60 and 518A2 cells concomitant with a loss of mitochondrial membrane potential and a subsequent rise in the levels of reactive oxygen species. |
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Authors:
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Sandra Breyer; Katharina Effenberger; Rainer Schobert |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: ChemMedChem Volume: 4 ISSN: 1860-7187 ISO Abbreviation: - Publication Date: 2009 May |
Date Detail:
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Created Date: 2009-05-11 Completed Date: 2009-07-27 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101259013 Medline TA: ChemMedChem Country: Germany |
Other Details:
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Languages: eng Pagination: 761-8 Citation Subset: IM |
Affiliation:
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Organic Chemistry Laboratory, University of Bayreuth, Universitätsstr. 30, 95440 Bayreuth, Germany. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Antineoplastic Agents
/
chemical synthesis,
chemistry,
pharmacology* Benzoquinones / chemical synthesis, chemistry* Caspases / chemistry, metabolism Cell Line, Tumor Docosahexaenoic Acids / chemical synthesis, chemistry Drug Screening Assays, Antitumor Fatty Acids / chemical synthesis, chemistry* Humans Nigella sativa / chemistry Reactive Oxygen Species / metabolism Seeds / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Antineoplastic Agents; 0/Benzoquinones; 0/Fatty Acids; 0/Reactive Oxygen Species; 25167-62-8/Docosahexaenoic Acids; 490-91-5/thymoquinone; EC 3.4.22.-/Caspases |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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