An investigation on 3-acetyl-7-methoxy-coumarin Schiff bases and their Ru(II) metallates with potent antiproliferative activity and enhanced LDH and NO release

被引：33

作者：

Kalaiarasi, G. ^{[1
]}

Rajkumar, S. Rex Jeya ^{[2
]}

Dharani, S. ^{[1
]}

Malecki, J. G. ^{[3
]}

Prabhakaran, R. ^{[1
]}

机构：

[1] Bharathiar Univ, Dept Chem, Coimbatore 641046, Tamil Nadu, India

[2] Karunya Univ, Dept Biosci & Technol, Coimbatore 641114, Tamil Nadu, India

[3] Silsian Univ, Dept Crystallog, Szkolna 9, PL-40006 Katowice, Poland

来源：

RSC ADVANCES | 2018年 / 8卷 / 03期

关键词：

IN-VITRO CYTOTOXICITY; RUTHENIUM(II) CARBONYL-COMPLEXES; DNA/PROTEIN BINDING; DNA CLEAVAGE; PROTEIN-BINDING; BIOACTIVE THIOSEMICARBAZONES; ORGANORUTHENIUM COMPLEXES; ANTIBACTERIAL ACTIVITIES; ANTIPARASITIC ACTIVITY; BIOLOGICAL EVALUATION;

D O I：

10.1039/c7ra12104k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New cyclometallated ruthenium(II) complexes of 3-acetyl-7-methoxycoumarin-4N-substituted thiosemicarbazones were synthesized and characterized by analytical and spectral techniques. The crystal structures of the ligands H2L1-3 and complexes (1, 2 and 4) were confirmed by X-ray crystallography. The analysis showed that the ligands have undergone C-H activation at the C(4) carbon of the pyrone ring and acted in a tridentate fashion by binding through C, N and S atoms. CT-DNA and protein (BSA/HSA) binding studies were carried out to analyze their interaction with biomolecules. Good binding affinity with DNA was observed with intercalative binding mode, which was further confirmed by EB displacement and viscosity measurement studies. The quenching mechanism with BSA/HSA was found to be static. Three dimensional (3D) fluorescence measurements were carried out to validate the micro environmental changes in the serum albumins. Their antioxidant propensity and antimicrobial study insisted that the compounds displayed good spectrum of activity. Evaluation of their anticancer potential against MCF-7 (human breast cancer) and A549 (human lung carcinoma) cell lines revealed that the complexes exhibited better activity than the ligands and cisplatin. Further, the results of LDH and NO release assays supported the cytotoxic nature of the compounds. The non-toxic nature of the compounds was established by testing against the non-cancerous cell line HaCaT (human normal keratinocyte).

引用

页码：1539 / 1561

页数：23

共 83 条

[1] The synthesis and antiparasitic activity of aryl- and ferrocenyl-derived thiosemicarbazone ruthenium(II)-arene complexes [J].

Adams, Muneebah ;

Li, Yiqun ;

Khot, Heena ;

De Kock, Carmen ;

Smith, Peter J. ;

Land, Kirkwood ;

Chibale, Kelly ;

Smith, Gregory S. .

DALTON TRANSACTIONS, 2013, 42 (13) :4677-4685

[2]

Ahmad N., 2007, INORG SYNTH, P45, DOI DOI 10.1039/C6SC04609F

[3] Organoplatinum(II) Complexes with 2-Acetylthiophene Thiosemicarbazone: Synthesis, Characterization, Crystal Structures, and in Vitro Antitumor Activity [J].

Ali, Awadelkareem A. ;

Nimir, Hassan ;

Aktas, Cenk ;

Huch, Volker ;

Rauch, Ulrich ;

Schaefer, Karl-Herbert ;

Veith, Michael .

ORGANOMETALLICS, 2012, 31 (06) :2256-2262

[4] Synthesis and structure of [(η6-p-cymene)Ru(2-anthracen-9-ylmethylene-N- ethylhydrazinecarbothioamide)Cl]Cl; biological evaluation, topoisomerase II inhibition and reaction with DNA and human serum albumin [J].

Beckford, Floyd ;

Thessing, Jeffrey ;

Woods, Jason ;

Didion, Jacob ;

Gerasimchuk, Nikolay ;

Gonzalez-Sarrias, Antonio ;

Seeram, Navindra P. .

METALLOMICS, 2011, 3 (05) :491-502

[5] Quinoline-2-carboxaldehyde thiosemicarbazones and their Cu(II) and Ni(II) complexes as topoisomerase IIa inhibitors [J].

Bisceglie, Franco ;

Musiari, Anastasia ;

Pinelli, Silvana ;

Alinovi, Rossella ;

Menozzi, Ilaria ;

Polverini, Eugenia ;

Tarasconi, Pieralberto ;

Tavone, Matteo ;

Pelosi, Giorgio .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2015, 152 :10-19

[6]

Blios M. S., 1958, NATURE, V29, P1199

[7] APOPTOSIS AND NECROSIS - 2 DISTINCT EVENTS INDUCED, RESPECTIVELY, BY MILD AND INTENSE INSULTS WITH N-METHYL-D-ASPARTATE OR NITRIC-OXIDE SUPEROXIDE IN CORTICAL CELL-CULTURES [J].

BONFOCO, E ;

KRAINC, D ;

ANKARCRONA, M ;

NICOTERA, P ;

LIPTON, SA .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1995, 92 (16) :7162-7166

[8]

Brlicchi-Ferrari M., 2001, J INORG BIOCHEM, V87, P137

[9] Exploring the Versatility of Cycloplatinated Thiosemicarbazones as Antitumor and Antiparasitic Agents [J].

Chellan, Prinessa ;

Land, Kirkwood M. ;

Shokar, Ajit ;

Au, Aaron ;

An, Seung Hwan ;

Clavel, Catherine M. ;

Dyson, Paul J. ;

de Kock, Carmen ;

Smith, Peter J. ;

Chibale, Kelly ;

Smith, Gregory S. .

ORGANOMETALLICS, 2012, 31 (16) :5791-5799

[10] The studies on the cytotoxicity in vitro, cellular uptake, cell cycle arrest and apoptosis-inducing properties of ruthenium methylimidazole complex [Ru(MeIm)4(p-cpip)]2+ [J].

Chen, Lan-mei ;

Peng, Fa ;

Li, Guo-dong ;

Jie, Xin-ming ;

Cai, Kang-rong ;

Cai, Chun ;

Zhong, Yu ;

Zeng, Hua ;

Li, Wu ;

Zhang, Zhen ;

Chen, Jin-can .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2016, 156 :64-74

← 1 2 3 4 5 6 7 8 9 →