DNA/protein binding and anticancer activity of ruthenium (II) arene complexes based on quinoline dipyrrin

被引:12
作者
Singh, Nikhil Kumar [1 ]
Kumar, Yogesh [1 ]
Paitandi, Rajendra Prasad [1 ]
Tiwari, Rajan Kumar [2 ]
Kumar, Ajay [2 ]
Pandey, Daya Shankar [1 ]
机构
[1] Banaras Hindu Univ, Inst Sci, Dept Chem, Varanasi 221005, UP, India
[2] Banaras Hindu Univ, Inst Sci, Dept Zool, Varanasi 221005, UP, India
关键词
Ru(II)-arene complexes; DNA/protein interactions; Anticancer activity; DFT calculations; SANDWICH RU(II)-ARENE COMPLEXES; TRANSITION-METAL-COMPLEXES; IN-VITRO; DNA-BINDING; MOLECULAR-STRUCTURE; IR(III) COMPLEXES; PROTEIN-BINDING; LYMPHOMA-CELLS; ANTITUMOR; LIGANDS;
D O I
10.1016/j.ica.2022.121241
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Arene ruthenium complexes [(eta(6)-arene)Ru(L)Cl] (eta(6)-arene = benzene, R1; p-cymene, R2) containing the chelating ligand (2-chloro-3-(di(1H-pyrrol-2-yl)methyl)quinoline) (L) have been synthesized and carefully characterized by various studies (H-1 and C-13 NMR, IR, ESI-MS, UV-vis). The structure of R1 has been verified by X-ray single crystal analyses. Binding of the complexes with calf thymus DNA (CT-DNA) has been investigated by absorption titration, ethidium bromide (EB) displacement and viscosity measurements. Experimental binding constants (5.1 x 10(4) M-1, R1; 5.7 x 10(4) M-1, R2) suggested appreciable bonding of the complexes with CT-DNA. Fluorescence, synchronous and 3D fluorescence spectroscopic studies showed that complexes strongly bind with bovine serum albumin. Intercalative interaction of the complexes with DNA has been further supported by DFT studies. Our studies have shown potential anticancer activity of both the complexes R1 and R2 against T cell lymphoma. Among these complexes R2 showed better anticancer activity relative to R1 (IC50, R1, 30 mu M and R2, 20 mu M).
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页数:11
相关论文
共 87 条
[1]   In vitro and in vivo activity and cross resistance profiles of novel ruthenium (II) organometallic arene complexes in human ovarian cancer [J].
Aird, RE ;
Cummings, J ;
Ritchie, AA ;
Muir, M ;
Morris, RE ;
Chen, H ;
Sadler, PJ ;
Jodrell, DI .
BRITISH JOURNAL OF CANCER, 2002, 86 (10) :1652-1657
[2]   DMSO containing ruthenium(II) hydrazone complexes: in vitro evaluation of biomolecular interaction and anticancer activity [J].
Alagesan, M. ;
Sathyadevi, P. ;
Krishnamoorthy, P. ;
Bhuvanesh, N. S. P. ;
Dharmaraj, N. .
DALTON TRANSACTIONS, 2014, 43 (42) :15829-15840
[3]   Antineoplastic activity of a novel ruthenium complex against human hepatocellular carcinoma (HepG2) and human cervical adenocarcinoma (HeLa) cells [J].
Alves de Souza, Carlos Eduardo ;
Andrade Pires, Amanda do Rocio ;
Cardoso, Carolina Riverin ;
Carlos, Rose Maria ;
Suter Correia Cadena, Silvia Maria ;
Acco, Alexandra .
HELIYON, 2020, 6 (05)
[4]   Organometallic ruthenium-based antitumor compounds with novel modes of action [J].
Ang, Wee Han ;
Casini, Angela ;
Sava, Gianni ;
Dyson, Paul J. .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (05) :989-998
[5]  
[Anonymous], 2000, A Multipurpose Crystallographic Tools
[6]   Interaction of ethidium bromide and caffeine with DNA in aqueous solution [J].
Baranovsky, S. F. ;
Bolotin, P. A. ;
Evstigneev, M. P. ;
Chernyshev, D. N. .
JOURNAL OF APPLIED SPECTROSCOPY, 2009, 76 (01) :132-139
[7]   Dipyrrin based homo- and hetero-metallic infinite architectures [J].
Baudron, Stephane A. .
CRYSTENGCOMM, 2010, 12 (08) :2288-2295
[8]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[9]   Iron Chelators of the Dipyridylketone Thiosemicarbazone Class: Precomplexation and Transmetalation Effects on Anticancer Activity [J].
Bemhardt, Paul V. ;
Sharpe, Philip C. ;
Islam, Mohammad ;
Lovejoy, David B. ;
Kalinowski, Danuta S. ;
Richardson, Des R. .
JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (02) :407-415
[10]   ARENE RUTHENIUM(II) COMPLEXES FORMED BY DEHYDROGENATION OF CYCLOHEXADIENES WITH RUTHENIUM(III) TRICHLORIDE [J].
BENNETT, MA ;
SMITH, AK .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1974, (02) :233-241