Three new ruthenium(II)-arene complexes, [Ru(η6-p-cymene)(L1)Cl2] (C1) where L1 is N-((4 methoxyphenyl)carbamothioyl)benzamide; [Ru(η6-p-cymene)(L2)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and[Ru(η6-p-cymene)(L3)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performedusing 1H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Raydiffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, inherein described complex, upon coordination the four-membered ring was formed, instead of six-memberedchelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma(HeLa) cell line and IC50 values ranged from 29.68 to... 52.36 μM and the complexes were more active than relatedligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex[Ru(η6-p-cymene)(L1)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexesand ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans toover 1000 μg/ml for several bacterial species.
This is the peer-reviewed version of the article: Obradović, D.; Nikolić, S.; Milenković, I.; Milenković, M.; Jovanović, P.; Savić, V.; Roller, A.; Đorđi Crnogorac, M.; Stanojković, T.; Grgurić-Šipka, S. Synthesis, Characterization, Antimicrobial and Cytotoxic Activity of Novel Half-Sandwich Ru(II) Arene Complexes with Benzoylthiourea Derivatives. Journal of Inorganic Biochemistry 2020, 210, 111164. https://doi.org/10.1016/j.jinorgbio.2020.111164.
TY - JOUR
AU - Obradović, Dragiša
AU - Nikolić, Stefan
AU - Milenković, Ivana
AU - Milenković, Marina
AU - Jovanović, Predrag M.
AU - Savić, Vladimir
AU - Roller, Alexander
AU - Đorđi Crnogorac, Marija
AU - Stanojković, Tatjana
AU - Grgurić-Šipka, Sanja
PY - 2020
UR - http://cherry.chem.bg.ac.rs/handle/123456789/5138
AB - Three new ruthenium(II)-arene complexes, [Ru(η6-p-cymene)(L1)Cl2] (C1) where L1 is N-((4 methoxyphenyl)carbamothioyl)benzamide; [Ru(η6-p-cymene)(L2)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and[Ru(η6-p-cymene)(L3)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performedusing 1H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Raydiffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, inherein described complex, upon coordination the four-membered ring was formed, instead of six-memberedchelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than relatedligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex[Ru(η6-p-cymene)(L1)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexesand ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans toover 1000 μg/ml for several bacterial species.
PB - Elsevier
T2 - Journal of Inorganic Biochemistry
T1 - Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives
VL - 210
SP - 111164
DO - 10.1016/j.jinorgbio.2020.111164
ER -
@article{
author = "Obradović, Dragiša and Nikolić, Stefan and Milenković, Ivana and Milenković, Marina and Jovanović, Predrag M. and Savić, Vladimir and Roller, Alexander and Đorđi Crnogorac, Marija and Stanojković, Tatjana and Grgurić-Šipka, Sanja",
year = "2020",
abstract = "Three new ruthenium(II)-arene complexes, [Ru(η6-p-cymene)(L1)Cl2] (C1) where L1 is N-((4 methoxyphenyl)carbamothioyl)benzamide; [Ru(η6-p-cymene)(L2)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and[Ru(η6-p-cymene)(L3)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performedusing 1H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Raydiffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, inherein described complex, upon coordination the four-membered ring was formed, instead of six-memberedchelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than relatedligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex[Ru(η6-p-cymene)(L1)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexesand ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans toover 1000 μg/ml for several bacterial species.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives",
volume = "210",
pages = "111164",
doi = "10.1016/j.jinorgbio.2020.111164"
}
Obradović, D., Nikolić, S., Milenković, I., Milenković, M., Jovanović, P. M., Savić, V., Roller, A., Đorđi Crnogorac, M., Stanojković, T.,& Grgurić-Šipka, S.. (2020). Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry
Elsevier., 210, 111164.
https://doi.org/10.1016/j.jinorgbio.2020.111164
Obradović D, Nikolić S, Milenković I, Milenković M, Jovanović PM, Savić V, Roller A, Đorđi Crnogorac M, Stanojković T, Grgurić-Šipka S. Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry. 2020;210:111164.
doi:10.1016/j.jinorgbio.2020.111164 .
Obradović, Dragiša, Nikolić, Stefan, Milenković, Ivana, Milenković, Marina, Jovanović, Predrag M., Savić, Vladimir, Roller, Alexander, Đorđi Crnogorac, Marija, Stanojković, Tatjana, Grgurić-Šipka, Sanja, "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives" in Journal of Inorganic Biochemistry, 210 (2020):111164,
https://doi.org/10.1016/j.jinorgbio.2020.111164 . .
