Journal
INVESTIGATIONAL NEW DRUGS
Volume 30, Issue 4, Pages 1709-1714Publisher
SPRINGER
DOI: 10.1007/s10637-011-9635-3
Keywords
2-arylnaphtho[2,3-d]oxazole-4,9-dione; Oxazolo-1,4-naphthoquinone; Prostate cancer; Naphthoquinone; Anticancer activities
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Funding
- Howard University/Johns Hopkins Cancer Center [5-U54-CA914-31]
- Division Of Human Resource Development
- Direct For Education and Human Resources [1000286] Funding Source: National Science Foundation
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The synthesis of five 2-arylnaphtho[2,3-d]oxazole-4,9-dione derivatives was accomplished by refluxing 2-amino-3-bromo-1,4-naphthoquinone with appropriate benzoyl chloride analogs at elevated temperatures. In vitro anticancer evaluation of these compounds was performed on androgen-dependent, LNCaP, and androgen-independent, PC3, human prostate cancer cell lines. In general, these compounds displayed slightly stronger cytotoxicity on the androgen-dependent LNCaP than on the androgen-independent PC3 prostate cancer cell lines. The meta-substituted 2-(3-Chloro-phenyl)-naphtho[2,3-d]oxazole-4,9-dione (10) appear to display the best cytotoxicity on both cell lines with an IC50 of 0.03 mu M on LNCaP and 0.08 mu M on PC3 after 5 days of exposure.
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