Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N’-di-2-propanoate dihydrochloride esters

Novel (S,S)-R2eddip ester, O,O?-diisoamyl-(S,S)-ethylenediamine-N,N?-di-2-propanoate dihydrochloride, 1, was synthesized and characterized by IR, 1H and 13C NMR spectroscopy, mass spectroscopy and elemental analysis.In vitro antitumor action of 1, and two more R2eddip esters, O,O?-dialkyl-(S,S)-ethy...

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Veröffentlicht in:Journal of the Serbian Chemical Society 2014-01, Vol.79 (6), p.649-658
Hauptverfasser: Pantelic, Nebojsa, Zmejkovski, Bojana, Stanojkovic, Tatjana, Jeftic, Verica, Radic, Gordana, Trifunovic, Srecko, Kaludjerovic, Goran, Sabo, Tibor
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Sprache:eng
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Zusammenfassung:Novel (S,S)-R2eddip ester, O,O?-diisoamyl-(S,S)-ethylenediamine-N,N?-di-2-propanoate dihydrochloride, 1, was synthesized and characterized by IR, 1H and 13C NMR spectroscopy, mass spectroscopy and elemental analysis.In vitro antitumor action of 1, and two more R2eddip esters, O,O?-dialkyl-(S,S)-ethylenediamine-N,N?-di-2-propanoate dihydrochlorides, obtained before, (alkyl = n-Bu, n-Pe; 2 and 3, respectively), was determined against cervix adenocarcinoma (HeLa), human melanoma (Fem-x), human chronic myelogenous leukemia (K562) cells, and a non-cancerous cell line human embryonic lung fibroblast (MRC-5), using MTT assay. Esters 1-3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activityis expressed by1,with IC50(Fem-x)value1.51 ? 0.09 ?M.
ISSN:0352-5139
1820-7421
DOI:10.2298/JSC130512022P