Issue 3, 2014

Phosphine derivatives of ciprofloxacin and norfloxacin, a new class of potential therapeutic agents

Abstract

In this paper a new series of chalcogenides of diphenylmethylaminophosphine derived from ciprofloxacin (PPh2CH2Cp) and a new phosphine derived from norfloxacin (PPh2CH2Nr) are presented. The synthesized compounds were characterized by NMR, MS and X-ray techniques. Both phosphines exhibit antibacterial activity against: S. aureus, E. coli, K. pneumoniae and P. aeruginosa, similar to ciprofloxacin and norfloxacin. They inhibit the growth of microorganisms in relatively low concentrations. Chalcogenides are slightly less active than phosphines and unmodified antibiotics. All the derivatives were also tested in vitro as anticancer agents towards mouse colon carcinoma (CT26) and human lung adenocarcinoma (A549). Cytotoxicity studies revealed that phosphines and their chalcogenides are able to inhibit the proliferation of the cells at relatively low concentrations. Moreover, all the tested compounds are more active against tested cell lines than cisplatin – the main representative of antitumor drugs.

Graphical abstract: Phosphine derivatives of ciprofloxacin and norfloxacin, a new class of potential therapeutic agents

Supplementary files

Article information

Article type
Paper
Submitted
09 Oct 2013
Accepted
22 Nov 2013
First published
25 Nov 2013

New J. Chem., 2014,38, 1062-1071

Phosphine derivatives of ciprofloxacin and norfloxacin, a new class of potential therapeutic agents

A. Bykowska, R. Starosta, U. K. Komarnicka, Z. Ciunik, A. Kyzioł, K. Guz-Regner, G. Bugla-Płoskońska and M. Jeżowska-Bojczuk, New J. Chem., 2014, 38, 1062 DOI: 10.1039/C3NJ01243C

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