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Synthesis, antimicrobial and anticancer activities of a novel series of diphenyl 1-(pyridin-3-yl)ethylphosphonates

Abdel-Megeed, Mohamed F., Badr, Badr E., Azaam, Mohamed A. and El-Hiti, Gamal A. 2012. Synthesis, antimicrobial and anticancer activities of a novel series of diphenyl 1-(pyridin-3-yl)ethylphosphonates. Bioorganic and Medicinal Chemistry 20 (7) , pp. 2252-2258. 10.1016/j.bmc.2012.02.015

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Abstract

A novel series of diphenyl 1-(arylamino)-1-(pyridin-3-yl)ethylphosphonates 1-5 was obtained in high yields from reactions of 3-acetyl pyridine with aromatic amines and triphenylphosphite in the presence of lithium perchlorate as a catalyst. The structures of the synthesized compounds were confirmed by IR, 1H NMR spectral data and microanalyses. Compounds 1-5 showed high antimicrobial activities against E. coli (NCIM2065) as a Gram-negative bacterium, B. subtilis (PC1219) and S. aureus (ATCC25292) as Gram-positive bacteria and C. albicans and S. cerevisiae as fungi, at low concentrations (10-100 μg/mL). Also, the synthesized compounds showed significant cytotoxicity anticancer activities against liver carcinoma cell line (HepG2) and human breast adenocarcinoma cell line (MCF7). The lethal dose of the synthesized compounds was also determined and indicated that most compounds are safe to use.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: α-Aminophosphonate; Antimicrobial; Anticancer; Lethal dose; Diphenyl 1-(pyridin-3-yl)ethylphosphonates
Publisher: Elsevier
ISSN: 0968-0896
Last Modified: 19 Mar 2016 22:31
URI: http://orca.cf.ac.uk/id/eprint/19493

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