Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1364740 | Bioorganic & Medicinal Chemistry Letters | 2008 | 4 Pages |
Abstract
Ozonolysis of lapachol (1), resulting in an unusual formation of a potent antitumor agent 2-acetylfuranonaphthoquinone (3) along with the expected aldehyde 6, is described. The reaction of lapachol (1) with CAN in dry acetonitrile leading to biologically active furanonaphthoquinones is also reported. The antitumoral activity of the tested compounds on human DU-145 prostate carcinoma cells was evaluated following XTT assay. The results revealed that 2-(1-methylethenyl)-2,3-dihydronaphtho[2,3-b]furan-4,9-dione (5), β-lapachone (10) and dehydro-β-lapachone diacetate (11) showed 100% inhibition at 25 μg/ml. All the tested samples showed dose-dependent activity.
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Related Topics
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Organic Chemistry
Authors
Kenneth O. Eyong, Ponminor S. Kumar, Victor Kuete, Gabriel N. Folefoc, Ephriam A. Nkengfack, Sundarababu Baskaran,