In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands
Samo za registrovane korisnike
2017
Autori
Pantelić, NebojšaZmejkovski, Bojana B.
Kolundzija, Branka
Dordić-Crnogorac, Marija
Vujić, Jelena M.
Dojčinović, Biljana
Trifunović, Srecko R.
Stanojković, Tatjana P.
Sabo, Tibor J.
Kaludjerović, Goran N.
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cell...s MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.
Ključne reči:
Gold(III) complexes / R(2)edda-type ligands / Metal uptake / Apoptosis / Biological reactivityIzvor:
Journal of Inorganic Biochemistry, 2017, 172, 55-66Izdavač:
- Elsevier Science Inc, New York
Finansiranje / projekti:
- Racionalni dizajn i sinteza biološki aktivnih i koordinacionih jedinjenja i funkcionalnih materijala, relevantnih u (bio)nanotehnologiji (RS-172035)
- Sinteza, modelovanje, fizičko-hemijske i biološke osobine organskih jedinjenja i odgovarajućih kompleksa metala (RS-172016)
- Modifikatori biološkog odgovora u fiziološkim i patološkim stanjima (RS-175011)
DOI: 10.1016/j.jinorgbio.2017.04.001
ISSN: 0162-0134
PubMed: 28433833
WoS: 000404000300007
Scopus: 2-s2.0-85017584556
Institucija/grupa
Poljoprivredni fakultetTY - JOUR AU - Pantelić, Nebojša AU - Zmejkovski, Bojana B. AU - Kolundzija, Branka AU - Dordić-Crnogorac, Marija AU - Vujić, Jelena M. AU - Dojčinović, Biljana AU - Trifunović, Srecko R. AU - Stanojković, Tatjana P. AU - Sabo, Tibor J. AU - Kaludjerović, Goran N. PY - 2017 UR - http://aspace.agrif.bg.ac.rs/handle/123456789/4340 AB - Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner. PB - Elsevier Science Inc, New York T2 - Journal of Inorganic Biochemistry T1 - In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands EP - 66 SP - 55 VL - 172 DO - 10.1016/j.jinorgbio.2017.04.001 ER -
@article{ author = "Pantelić, Nebojša and Zmejkovski, Bojana B. and Kolundzija, Branka and Dordić-Crnogorac, Marija and Vujić, Jelena M. and Dojčinović, Biljana and Trifunović, Srecko R. and Stanojković, Tatjana P. and Sabo, Tibor J. and Kaludjerović, Goran N.", year = "2017", abstract = "Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.", publisher = "Elsevier Science Inc, New York", journal = "Journal of Inorganic Biochemistry", title = "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands", pages = "66-55", volume = "172", doi = "10.1016/j.jinorgbio.2017.04.001" }
Pantelić, N., Zmejkovski, B. B., Kolundzija, B., Dordić-Crnogorac, M., Vujić, J. M., Dojčinović, B., Trifunović, S. R., Stanojković, T. P., Sabo, T. J.,& Kaludjerović, G. N.. (2017). In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry Elsevier Science Inc, New York., 172, 55-66. https://doi.org/10.1016/j.jinorgbio.2017.04.001
Pantelić N, Zmejkovski BB, Kolundzija B, Dordić-Crnogorac M, Vujić JM, Dojčinović B, Trifunović SR, Stanojković TP, Sabo TJ, Kaludjerović GN. In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry. 2017;172:55-66. doi:10.1016/j.jinorgbio.2017.04.001 .
Pantelić, Nebojša, Zmejkovski, Bojana B., Kolundzija, Branka, Dordić-Crnogorac, Marija, Vujić, Jelena M., Dojčinović, Biljana, Trifunović, Srecko R., Stanojković, Tatjana P., Sabo, Tibor J., Kaludjerović, Goran N., "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands" in Journal of Inorganic Biochemistry, 172 (2017):55-66, https://doi.org/10.1016/j.jinorgbio.2017.04.001 . .