1. Microwave assisted synthesis and cytotoxic activity evaluations of new benzimidazole derivatives
- Author
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Hue Thi Buu Bui, Hieu Van Mai, Cuc Thi Kim Tu, Quy Thi Kim Ha, Won Keun Oh, Loan Thi Tran, Yen Nguyen Tram Chau, Duy Duc Vo, Phuong Thao Tran, and Em Canh Pham
- Subjects
Benzimidazole ,010405 organic chemistry ,Stereochemistry ,Sodium ,Organic Chemistry ,Positive control ,chemistry.chemical_element ,Sodium metabisulfite ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Medicinal chemistry ,Microwave assisted ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Drug Discovery ,medicine ,Cytotoxic T cell ,Tamoxifen ,medicine.drug ,Naphthalene - Abstract
Twelve new 2-quinolizinylbenzimidazole and 2-naphthalylbenzimidazole derivatives with various 5- and 6-positioned substituents (aza, H, CH3, Cl, NO2, NH2, OCH3), have been synthesized in moderate to excellent yields via the condensation of 4-oxo-4H-quinolizinecarbaldehyde or naphthalenecarbaldehyde with substituted o-phenylenediamines, o-nitroaniline, and 2,3-pyridinediamine using sodium metabisulfite or sodium hydrosulfite under microwave irradiation. The new benzimidazole derivatives were screened for their cytotoxic activity against the human breast cancer cell line (MCF-7). The results showed on one hand that 2-(substituted quinolizinyl)-1H-benzimidazoles (12b–f) were less active (3–6 fold) than the positive control Tamoxifen (CC50 = 6.52 μM), and on the other hand, among the 2-(substituted naphthalyl)-1H-benzimidazoles series (13a–f), compounds 6,7,8-trimethoxy-3-(5-chloro-1H-benzo[d]imidazol-2-yl)naphthalen-1-ol (13c) (CC50 = 7.48 μM) and 6,7,8-trimethoxy-3-(5-methoxy-1H-benzo[d]imidazol-2-yl)naphthalen-1-ol (13f) (CC50 = 6.43 μM) were found to be as active as Tamoxifen.
- Published
- 2016
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