Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters
2014
Autori
Pantelić, Nebojša Đ.Zmejkovski, Bojana
Stanojković, Tatjana
Jevtic, Verica V.
Radic, Gordana P.
Trifunovic, Srecko R.
Kaluđerović, Goran N.
Sabo, Tibor
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
A novel (S,S)-R(2)eddip ester, O,O'-diisopentyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride (1) was synthesized and characterized by IR, H-1- and C-13-NMR spectroscopy, mass spectroscopy and elemental analysis. In vitro antitumor action of 1, and two more R(2)eddip esters, dialkyl (S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochlorides, obtained before (alkyl = n-Bu or 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 the microculture tetrazolium test MTT assay. Esters 1-3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activity was expressed by 1, with IC50(Fem-x) value of 1.51 +/- 0.09 mu M.
Ključne reči:
R(2)edda-type esters / characterization / cytotoxicity / selectivityIzvor:
Journal of the Serbian Chemical Society, 2014, 79, 6, 649-658Izdavač:
- Serbian Chemical Soc, Belgrade
Finansiranje / projekti:
- Racionalni dizajn i sinteza biološki aktivnih i koordinacionih jedinjenja i funkcionalnih materijala, relevantnih u (bio)nanotehnologiji (RS-MESTD-Basic Research (BR or ON)-172035)
- Modifikatori biološkog odgovora u fiziološkim i patološkim stanjima (RS-MESTD-Basic Research (BR or ON)-175011)
DOI: 10.2298/JSC130512022P
ISSN: 0352-5139
WoS: 000338268800003
Scopus: 2-s2.0-84903140555
Institucija/grupa
IHTMTY - JOUR AU - Pantelić, Nebojša Đ. AU - Zmejkovski, Bojana AU - Stanojković, Tatjana AU - Jevtic, Verica V. AU - Radic, Gordana P. AU - Trifunovic, Srecko R. AU - Kaluđerović, Goran N. AU - Sabo, Tibor PY - 2014 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1574 AB - A novel (S,S)-R(2)eddip ester, O,O'-diisopentyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride (1) was synthesized and characterized by IR, H-1- and C-13-NMR spectroscopy, mass spectroscopy and elemental analysis. In vitro antitumor action of 1, and two more R(2)eddip esters, dialkyl (S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochlorides, obtained before (alkyl = n-Bu or 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 the microculture tetrazolium test MTT assay. Esters 1-3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activity was expressed by 1, with IC50(Fem-x) value of 1.51 +/- 0.09 mu M. PB - Serbian Chemical Soc, Belgrade T2 - Journal of the Serbian Chemical Society T1 - Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters VL - 79 IS - 6 SP - 649 EP - 658 DO - 10.2298/JSC130512022P ER -
@article{ author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana and Stanojković, Tatjana and Jevtic, Verica V. and Radic, Gordana P. and Trifunovic, Srecko R. and Kaluđerović, Goran N. and Sabo, Tibor", year = "2014", abstract = "A novel (S,S)-R(2)eddip ester, O,O'-diisopentyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochloride (1) was synthesized and characterized by IR, H-1- and C-13-NMR spectroscopy, mass spectroscopy and elemental analysis. In vitro antitumor action of 1, and two more R(2)eddip esters, dialkyl (S,S)-ethylenediamine-N,N'-di-2-propanoate dihydrochlorides, obtained before (alkyl = n-Bu or 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 the microculture tetrazolium test MTT assay. Esters 1-3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activity was expressed by 1, with IC50(Fem-x) value of 1.51 +/- 0.09 mu M.", publisher = "Serbian Chemical Soc, Belgrade", journal = "Journal of the Serbian Chemical Society", title = "Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters", volume = "79", number = "6", pages = "649-658", doi = "10.2298/JSC130512022P" }
Pantelić, N. Đ., Zmejkovski, B., Stanojković, T., Jevtic, V. V., Radic, G. P., Trifunovic, S. R., Kaluđerović, G. N.,& Sabo, T.. (2014). Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters. in Journal of the Serbian Chemical Society Serbian Chemical Soc, Belgrade., 79(6), 649-658. https://doi.org/10.2298/JSC130512022P
Pantelić NĐ, Zmejkovski B, Stanojković T, Jevtic VV, Radic GP, Trifunovic SR, Kaluđerović GN, Sabo T. Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters. in Journal of the Serbian Chemical Society. 2014;79(6):649-658. doi:10.2298/JSC130512022P .
Pantelić, Nebojša Đ., Zmejkovski, Bojana, Stanojković, Tatjana, Jevtic, Verica V., Radic, Gordana P., Trifunovic, Srecko R., Kaluđerović, Goran N., Sabo, Tibor, "Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N '-di-2-propanoate dihydrochloride esters" in Journal of the Serbian Chemical Society, 79, no. 6 (2014):649-658, https://doi.org/10.2298/JSC130512022P . .