Synthesis of some p-toluenesulfonyl-hydrazinothiazoles and hydrazino-bis-thiazoles and their anticancer activity

• Published in: European journal of medicinal chemistry 2010-11, Vol.45 (11), p.5080-5085
• Main Authors: Zaharia, Valentin, Ignat, Adriana, Palibroda, Nicolae, Ngameni, Bathélémy, Kuete, Victor, Fokunang, Charles N., Moungang, Marlyse L., Ngadjui, Bonaventure T.
• Format: Article
• Language: English
• Subjects: Antineoplastic agents; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - pharmacology; Biological and medical sciences; Cell Line, Tumor; Cytotoxicity; General aspects; Hepatocarcinoma; Humans; Hydrazines - chemical synthesis; Hydrazines - pharmacology; Hydrazino-bis-thiazoles; Magnetic Resonance Spectroscopy; Medical sciences; p-Toluenesulfonyl-hydrazinothiazoles; Pharmacology. Drug treatments; Prostate cancer; Thiazoles - chemical synthesis; Thiazoles - pharmacology; Tosyl Compounds - chemical synthesis; Tosyl Compounds - pharmacology
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2010.08.017

A series of novel p-toluenesulfonyl-hydrazinothiazoles and hydrazino-bis-thiazoles derivatives ( 2a– f, 3a– f and 5– 8) were synthesized by initial condensation of p-toluenesulfonylthiosemicarbazide 1 with a series of α-halogenocarbonyls in acetone or dimethylformamide (DMF)/acetone, mixture. All our synthesized compounds were submitted for further acylation reaction in the presence of acetic anhydride. The structures of newly synthesized derivatives 2a– f, 3a– f and 5– 8 were confirmed by IR, 1H-NMR, EIMS spectral data and elemental analysis. Compounds 2a, 2c, 2d, 2e and 3a showed significant anticancer activities (IC 50 < 10 μM) on both prostate DU-145 and hepatocarcinoma Hep-G2 cancer cell lines. A series of novel p-toluenesulfonyl-hydrazinothiazoles and hydrazino-bis-thiazoles derivatives ( 2a– f, 3a– f and 5– 8) were synthesized and their cytotoxicity was evaluated against the Human prostate DU-145 and Hepatocarcinoma Hep-G2 cancer cell lines. Compounds 2a, 2c, 2d, 2e and 3a showed significant anticancer activities (IC 50 < 10 μM) on both prostate DU-145 and hepatocarcinoma Hep-G2 cancer cell lines. [Display omitted]