IIUM Repository

Microwave-assisted synthesis of sec/tert-butyl 2-arylbenzimidazoles and their unexpected antiproliferative activity towards ER negative breast cancer cells

Abdul Rahim, Aisyah Saad and Muhamad Salhimi, Salizawati and Natarajan, Arumugam and Lim, Chung Pin and Ng, Shy Yee and Muttiah, Nithya Niranjini and Wong , Boon Keat and Abd Hamid, Shafida and Osman, Hasnah and Mat, Ishak (2013) Microwave-assisted synthesis of sec/tert-butyl 2-arylbenzimidazoles and their unexpected antiproliferative activity towards ER negative breast cancer cells. Journal of Enzyme Inhibition and Medicinal Chemistry, 28 (6). pp. 1255-1260. ISSN 1475-6374 (O), 1475-6366 (P)

[img] PDF
Restricted to Repository staff only

Download (1MB) | Request a copy

Abstract

A new series of N-sec/tert-butyl 2-arylbenzimidazole derivatives was synthesised in 85–96% yields within 2–3.5 min by condensing ethyl 3-amino-4-butylamino benzoate with various substituted metabisulfite adducts of benzaldehyde under focused microwave irradiation. The benzimidazole analogues were characterised using 1H NMR, 13C NMR, high resolution MS and melting points. Evaluation of antiproliferative activity of the benzimidazole analogues against MCF-7 and MDA-MB-231 revealed several compounds with unexpected selective inhibitions of MDA-MB-231 in micromolar range. All analogues were found inactive towards MCF-7. The most potent inhibition against MDA-MB-231 human breast cancer cell line came from the unsubstituted 2-phenylbenzimidazole 10a.

Item Type: Article (Journal)
Additional Information: 5980/29457
Uncontrolled Keywords: 2-Arylbenzimidazole, Microwave synthesis, Breast cancer, MTS assay, Antiproliferative activity Read More: http://informahealthcare.com/doi/abs/10.3109/14756366.2012.729828?journalCode=enz
Subjects: Q Science > QD Chemistry
R Medicine > RS Pharmacy and materia medica
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button): Kulliyyah of Science
Depositing User: Mrs. Shafida Abdul Hamid
Date Deposited: 22 Mar 2013 09:29
Last Modified: 28 Nov 2014 15:14
URI: http://irep.iium.edu.my/id/eprint/29457

Actions (login required)

View Item View Item

Downloads

Downloads per month over past year