Journal of the Serbian Chemical Society (Jan 2014)

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

  • Pantelić Nebojša,
  • Zmejkovski Bojana B.,
  • Stanojković Tatjana P.,
  • Jeftić Verica V.,
  • Radić Gordana P.,
  • Trifunović Srećko R.,
  • Kaluđerović Goran N.,
  • Sabo Tibor J.

DOI
https://doi.org/10.2298/JSC130512022P
Journal volume & issue
Vol. 79, no. 6
pp. 649 – 658

Abstract

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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 µM. [Projekat Ministarstva nauke republike Srbije, br. 172035 i br. 175011]

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