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Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives.
Journal of Inorganic Biochemistry ( IF 3.8 ) Pub Date : 2020-06-26 , DOI: 10.1016/j.jinorgbio.2020.111164
Dragiša Obradović 1 , Stefan Nikolić 2 , Ivana Milenković 3 , Marina Milenković 3 , Predrag Jovanović 4 , Vladimir Savić 4 , Alexander Roller 5 , Marija Đorđić Crnogorac 6 , Tatjana Stanojković 6 , Sanja Grgurić-Šipka 1
Affiliation  

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 performed using 1H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Ray diffraction 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, in herein described complex, upon coordination the four-membered ring was formed, instead of six-membered chelate 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 related ligands (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. Complexes and 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 to over 1000 μg/ml for several bacterial species.



中文翻译:

新型半三明治Ru(II)芳烃与苯甲酰基硫脲衍生物的合成,表征,抗菌和细胞毒性活性。

三个新的钌(II)配合物-arene,的[Ru(η 6 -对异丙基苯甲烷)(L 1)氯2 ] (C1) ,其中L 1是N - ((4-甲氧基苯基)硫代氨基甲酰基)苯甲酰胺; 的[Ru(η 6 -对异丙基苯甲烷)(L 2)氯2 ] (C2) ,其中L 2是4-(3- benzoylthioureido)苯甲酸和的[Ru(η 6 -对异丙基苯甲烷)(L 3)氯2 ] (C3) ,其中L 3是甲基-4-(3- benzoylthioureido)苯甲酸甲酯已经synthetized,其特征在于,评价它们的抗菌和抗癌活性。使用1进行表征H和13 C NMR,IR光谱,质谱,电导率测量和X射线衍射分析。C1的X射线衍射分析显示出典型的预期“钢琴凳”几何形状,其中钌通过苯甲酰基硫脲衍生物的氮和硫原子与配体配位。有趣的是,在本文描述的复合物中,在配位时形成四元环,而不是这种配体常见的六元螯合物。在人宫颈腺癌细胞(HeLa)细胞系中测定了细胞毒活性,IC 50值在29.68至52.36μM之间,并且该复合物比相关配体更具活性(发现C2的情况下,IC 50值接近于IC 50相关配体的值)。复杂的[Ru(η 6 -对异丙基苯甲烷)(L 1)氯2 ] (C1)表示与IC最高的细胞毒活性50 29.7μM的值。测试了9种革兰氏阳性和革兰氏阴性细菌以及1种酵母白色念珠菌的复合物和配体。临床念珠菌属。来自微生物实验室的菌株也包括在测试过程中。最小抑制浓度值范围从针对白色念珠菌的复合物的62.5μg/ ml到几种细菌物种的1000μg/ ml以上。

更新日期:2020-07-05
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