New ruthenium(II) complexes with N-alkylphenothiazines: Synthesis, structure, in vivo activity as free radical scavengers and in vitro cytotoxicity
Само за регистроване кориснике
2010
Аутори
Krstić, MilenaSovilj, Sofija P.
Grgurić-Šipka, Sanja
Evans, Ivana Radosavljevic
Borozan, Sunčica
Santibanez, Juan Francisco
Kocic, Jelena
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Three new complexes of the general formula L[RuCl(3)(DMSO)(3)] (1-3), where L = chlorpromazine hydrochloride, trifluoroperazine dihydrochloride or thioridazine hydrochloride, were prepared and characterized by elemental analysis and spectroscopic methods (FT-IR, UV-Vis, (1)H NMR and (13)C NMR). In addition, the crystal structure of the complex 2 containing trifluoroperazine dihydrochloride was solved by single crystal X-ray diffraction. The complex crystallizes in the monoclinic system, space group P2(1)/n, with a = 10.4935(7) angstrom, b = 18.6836(12) angstrom, c = 19.9250(13) angstrom, beta = 98.448(2)degrees, V = 3864.0(4) angstrom(3). The structure was refined to the agreement factors of R = 4.79%, R(w) = 11.23%. The effect of three different doses (0.4, 4.5 and 90.4 mu M/kg bw) of complex 2 on superoxide dismutase (SOD) and catalase (CAT) activity was investigated under physiological conditions. Influence on nitrite production (NO(2)(-)) and the level of erythrocytes malondialdehy...de (MDA) in rats blood was also evaluated. Complex 2 did not affect the CAT enzyme activity in vivo and did not cause the hydroxyl radicals production. In the 0.4 and 4.5 mu M/kg bw doses it showed almost the same or lower SOD activity and nitrite levels, while the dose of 90.4 mu M/kg bw significantly increased these parameters. Finally, the cytotoxicity of complexes were assayed in four human carcinoma cell lines MCF-7, MDA-MB-453 (breast carcinoma), SW-480 (colon adenocarcinoma) and IM9 (myeloma multiple cells). Antiproliferative activity in vitro with low IC(50) during 48 h of treatment was observed. (C) 2010 Elsevier Masson SAS. All rights reserved.
Кључне речи:
Ruthenium complexes / N-alkylphenothiazines / Single crystal X-ray diffraction / Antioxidant enzymes / CytotoxicityИзвор:
European Journal of Medicinal Chemistry, 2010, 45, 9, 3669-3676Издавач:
- Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
Финансирање / пројекти:
- Синтезе, физичке, структурне и биолошке карактеристике нових комплексних једењења (RS-142028)
- Евалуација дејства хормона и цитостатика прменом цитогенетичких анализа и Комет теста (RS-143018)
DOI: 10.1016/j.ejmech.2010.05.013
ISSN: 0223-5234
PubMed: 20684856
WoS: 000281568600019
Scopus: 2-s2.0-77955560077
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Krstić, Milena AU - Sovilj, Sofija P. AU - Grgurić-Šipka, Sanja AU - Evans, Ivana Radosavljevic AU - Borozan, Sunčica AU - Santibanez, Juan Francisco AU - Kocic, Jelena PY - 2010 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1113 AB - Three new complexes of the general formula L[RuCl(3)(DMSO)(3)] (1-3), where L = chlorpromazine hydrochloride, trifluoroperazine dihydrochloride or thioridazine hydrochloride, were prepared and characterized by elemental analysis and spectroscopic methods (FT-IR, UV-Vis, (1)H NMR and (13)C NMR). In addition, the crystal structure of the complex 2 containing trifluoroperazine dihydrochloride was solved by single crystal X-ray diffraction. The complex crystallizes in the monoclinic system, space group P2(1)/n, with a = 10.4935(7) angstrom, b = 18.6836(12) angstrom, c = 19.9250(13) angstrom, beta = 98.448(2)degrees, V = 3864.0(4) angstrom(3). The structure was refined to the agreement factors of R = 4.79%, R(w) = 11.23%. The effect of three different doses (0.4, 4.5 and 90.4 mu M/kg bw) of complex 2 on superoxide dismutase (SOD) and catalase (CAT) activity was investigated under physiological conditions. Influence on nitrite production (NO(2)(-)) and the level of erythrocytes malondialdehyde (MDA) in rats blood was also evaluated. Complex 2 did not affect the CAT enzyme activity in vivo and did not cause the hydroxyl radicals production. In the 0.4 and 4.5 mu M/kg bw doses it showed almost the same or lower SOD activity and nitrite levels, while the dose of 90.4 mu M/kg bw significantly increased these parameters. Finally, the cytotoxicity of complexes were assayed in four human carcinoma cell lines MCF-7, MDA-MB-453 (breast carcinoma), SW-480 (colon adenocarcinoma) and IM9 (myeloma multiple cells). Antiproliferative activity in vitro with low IC(50) during 48 h of treatment was observed. (C) 2010 Elsevier Masson SAS. All rights reserved. PB - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris T2 - European Journal of Medicinal Chemistry T1 - New ruthenium(II) complexes with N-alkylphenothiazines: Synthesis, structure, in vivo activity as free radical scavengers and in vitro cytotoxicity VL - 45 IS - 9 SP - 3669 EP - 3676 DO - 10.1016/j.ejmech.2010.05.013 ER -
@article{ author = "Krstić, Milena and Sovilj, Sofija P. and Grgurić-Šipka, Sanja and Evans, Ivana Radosavljevic and Borozan, Sunčica and Santibanez, Juan Francisco and Kocic, Jelena", year = "2010", abstract = "Three new complexes of the general formula L[RuCl(3)(DMSO)(3)] (1-3), where L = chlorpromazine hydrochloride, trifluoroperazine dihydrochloride or thioridazine hydrochloride, were prepared and characterized by elemental analysis and spectroscopic methods (FT-IR, UV-Vis, (1)H NMR and (13)C NMR). In addition, the crystal structure of the complex 2 containing trifluoroperazine dihydrochloride was solved by single crystal X-ray diffraction. The complex crystallizes in the monoclinic system, space group P2(1)/n, with a = 10.4935(7) angstrom, b = 18.6836(12) angstrom, c = 19.9250(13) angstrom, beta = 98.448(2)degrees, V = 3864.0(4) angstrom(3). The structure was refined to the agreement factors of R = 4.79%, R(w) = 11.23%. The effect of three different doses (0.4, 4.5 and 90.4 mu M/kg bw) of complex 2 on superoxide dismutase (SOD) and catalase (CAT) activity was investigated under physiological conditions. Influence on nitrite production (NO(2)(-)) and the level of erythrocytes malondialdehyde (MDA) in rats blood was also evaluated. Complex 2 did not affect the CAT enzyme activity in vivo and did not cause the hydroxyl radicals production. In the 0.4 and 4.5 mu M/kg bw doses it showed almost the same or lower SOD activity and nitrite levels, while the dose of 90.4 mu M/kg bw significantly increased these parameters. Finally, the cytotoxicity of complexes were assayed in four human carcinoma cell lines MCF-7, MDA-MB-453 (breast carcinoma), SW-480 (colon adenocarcinoma) and IM9 (myeloma multiple cells). Antiproliferative activity in vitro with low IC(50) during 48 h of treatment was observed. (C) 2010 Elsevier Masson SAS. All rights reserved.", publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris", journal = "European Journal of Medicinal Chemistry", title = "New ruthenium(II) complexes with N-alkylphenothiazines: Synthesis, structure, in vivo activity as free radical scavengers and in vitro cytotoxicity", volume = "45", number = "9", pages = "3669-3676", doi = "10.1016/j.ejmech.2010.05.013" }
Krstić, M., Sovilj, S. P., Grgurić-Šipka, S., Evans, I. R., Borozan, S., Santibanez, J. F.,& Kocic, J.. (2010). New ruthenium(II) complexes with N-alkylphenothiazines: Synthesis, structure, in vivo activity as free radical scavengers and in vitro cytotoxicity. in European Journal of Medicinal Chemistry Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 45(9), 3669-3676. https://doi.org/10.1016/j.ejmech.2010.05.013
Krstić M, Sovilj SP, Grgurić-Šipka S, Evans IR, Borozan S, Santibanez JF, Kocic J. New ruthenium(II) complexes with N-alkylphenothiazines: Synthesis, structure, in vivo activity as free radical scavengers and in vitro cytotoxicity. in European Journal of Medicinal Chemistry. 2010;45(9):3669-3676. doi:10.1016/j.ejmech.2010.05.013 .
Krstić, Milena, Sovilj, Sofija P., Grgurić-Šipka, Sanja, Evans, Ivana Radosavljevic, Borozan, Sunčica, Santibanez, Juan Francisco, Kocic, Jelena, "New ruthenium(II) complexes with N-alkylphenothiazines: Synthesis, structure, in vivo activity as free radical scavengers and in vitro cytotoxicity" in European Journal of Medicinal Chemistry, 45, no. 9 (2010):3669-3676, https://doi.org/10.1016/j.ejmech.2010.05.013 . .