Half-sandwich ruthenium (II) p-cymene complexes based on organophosphorus ligands: Structure determination, computational investigation, in vitro antiproliferative effect in breast cancer cells and antimicrobial activity

被引:8
|
作者
Klaimanee, Ekkapong [1 ,2 ]
Nhukeaw, Tidarat [3 ]
Saithong, Saowanit [1 ,2 ,4 ]
Ratanaphan, Adisorn [3 ]
Phongpaichit, Souwalak [5 ,6 ]
Tantirungrotechai, Yuthana [7 ]
Leesakul, Nararak [1 ,2 ]
机构
[1] Prince Songkla Univ, Fac Sci, Div Phys Sci, Hat Yai 90112, Songkhla, Thailand
[2] Prince Songkla Univ, Fac Sci, Ctr Excellence Innovat Chem, Hat Yai 90112, Songkhla, Thailand
[3] Prince Songkla Univ, Fac Pharmaceut Sci, Dept Pharmaceut Chem, Hat Yai 90112, Songkhla, Thailand
[4] Prince Songkla Univ, Off Res & Dev, Med Sci Res & Innovat Inst, Hat Yai 90112, Thailand
[5] Prince Songkla Univ, Fac Sci, Div Biol Sci, Hat Yai 90110, Songkhla, Thailand
[6] Prince Songkla Univ, Fac Sci, Ctr Excellence Innovat Chem, Hat Yai 90110, Songkhla, Thailand
[7] Thammasat Univ, Fac Sci & Technol, Dept Chem, Klongluang 12120, Pathumthani, Thailand
关键词
Ruthenium(II)-p-cymene; P donor ligand; Anticancer activity; Antimicrobial; DFT/TDDFT; ANTICANCER ACTIVITY; ARENE COMPLEXES; ORGANOMETALLIC COMPOUNDS; BIOLOGICAL EVALUATION; CATALYTIC-ACTIVITY; BASIS-SETS; THIOSEMICARBAZONES; IRIDIUM(III); APOPTOSIS; AGENT;
D O I
10.1016/j.poly.2021.115244
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Three novel organometallic ruthenium(II) p-cymene complexes based on organophosphorus ligands, [Ru-2(p-cymene)(2)(dppp)Cl-4] (1), [Ru-2(p-cymene)(2)(dpppe)Cl-4] (2), and [Ru-2(p-cymene) (dppbe)Cl-4] (3), were successfully synthesized by complexation of [RuCl(p-cymene) (mu-Cl)](2) dimer with bis (diphenylphosphino)propane (dppp), bis(diphenylphosphino)pentane (dpppe), and bis(diphenylphosphino)benzene (dppbe). Complexes 1 and 2 were homo-binuclear metallic complexes comprising two distorted tetrahedral Ru(II) centers with eta(6)-p-cymene, two chloro ligands, and the related P-donor ligand. On the other hand, complex 3 was a half-sandwich homo-binuclear metallic complex comprising a distorted tetrahedral Ru(II) center and an octahedral Ru(II) center. The complexes were characterized by single crystal x-ray diffraction, H-1 NMR, ES-MS, FTIR, elemental analysis, and density functional theory. The complexes exhibited in vitro anticancer activity towards MCF-7, HCC1937, and MDA-MB-231 human breast cancer cell lines, with a much higher sensitivity than cisplatin. Complex 1 was especially effective towards these cancer cell lines, giving IC50 values of 0.3520 +/- 0.02, 0.5386 +/- 0.01 and 0.8944 +/- 0.03 mu M, respectively. Moreover, all complexes showed significant activity against the Gram-positive bacteria, Staphylococcus aureus ATCC25923 (SA) and methicillin-resistant Staphylococcus aureus (MRSA). Complex 2 shows the greatest MIC/MBC values of 1/8 mu g.mL(-1) and 0.5/8 mu g.mL(-1) for SA and MRSA inhibition, respectively. Interesting antifungal activity and antifilamentous fungal activity was also observed in complex 2. (C) 2021 Elsevier Ltd. All rights reserved.Y
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页数:11
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