Synthesis and in vitro cytotoxicity evaluation of 4-aminoquinoline derivatives
ABSTRACT A series of 4-aminoquinoline derivatives were synthesized by the reaction of 4-chloro-7-substituted-quinolines with the corresponding mono/dialkyl amines. The structures of the synthesized compounds were confirmed by NMR and FAB-MS spectral and elemental analyses. Subsequently, the compounds were examined for their cytotoxic effects on two different human breast tumor cell lines: MCF7 and MDA-MB468. Although all compounds examined were quite effective on both cell lines, the compound N'-(7-chloro-quinolin-4-yl)-N,N-dimethyl-ethane-1,2-diamine emerged as the most active compound of the series. It was particularly potent against MDA-MB 468 cells when compared to chloroquine and amodiaquine. The compound butyl-(7-fluoro-quinolin-4-yl)-amine showed more potent effects on MCF-7 cells when compared to chloroquine. Therefore, 4-aminoquinoline can serve as the prototype molecule for further development of a new class of anticancer agents.
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ABSTRACT: Polyfluorinated 4-acetamido- and 4,4′-bis(acetamido)biphenyl were reduced in the Zn–NiCl2–2,2′-bipyridine–aq. DMF system to give their for the first time synthesized less fluorinated analogs containing one or two unsubstituted position ortho to the acetamido group. By involving ortho-unsubstituted 4-acetamido- or 4-aminopolyfluorobiphenyls in the Skraup synthesis, new polyfluorinated 6-phenylquinolines and 6,6′-biquinoline were obtained.Journal of Fluorine Chemistry 12/2013; 156:214–219. DOI:10.1016/j.jfluchem.2013.09.015 · 1.95 Impact Factor
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ABSTRACT: A Hybrid drug which comprises the incorporation of two drug pharmacophores in one single molecule are basically designed to interact with multiple targets or to amplify its effect through action on another bio target as one single molecule or to counterbalance the known side effects associated with the other hybrid part(.) The present review article offers a detailed account of the design strategies employed for the synthesis of anticancer agents via molecular hybridization techniques. Over the years, the researchers have employed this technique to discover some promising chemical architectures displaying significant anticancer profiles. Molecular hybridization as a tool has been particularly utilized for targeting tubulin protein as exemplified through the number of research papers. The microtubule inhibitors such as taxol, colchicine, chalcones, combretasatin, phenstatins and vinca alkaloids have been utilized as one of the functionality of the hybrids and promising results have been obtained in most of the cases with some of the tubulin based hybrids exhibiting anticancer activity at nanomolar level. Linkage with steroids as biological carrier vector for anticancer drugs and the inclusion of pyrrolo [2,1-c] [1,4]benzodiazepines (PBDs), a family of DNA interactive antitumor antibiotics derived from Streptomyces species in hybrid structure based drug design has also emerged as a potential strategy. Various heteroaryl based hybrids in particular isatin and coumarins have also been designed and reported to posses' remarkable inhibitory potential. Apart from presenting the design strategies, the article also highlights the structure activity relationship along with mechanistic insights revealed during the biological evaluation of the hybrids.European Journal of Medicinal Chemistry 03/2014; 77C:422-487. DOI:10.1016/j.ejmech.2014.03.018 · 3.43 Impact Factor
Vitae 07/2007; 14(2):71-77. · 0.26 Impact Factor