Exploring the DNA binding efficacy of Cobalt(II) and Copper(II) complexes of hydroxamic acids and explicating their anti-cancer propensity

被引:16
作者
Thakur, Yamini [1 ]
Agrawal, Rainy [1 ]
Tripathi, Mamta [1 ]
Siddiqi, Mohammad Khursheed [2 ]
Mohapatra, Eli [3 ]
Khan, Rizwan Hasan [2 ]
Pande, Rama [1 ]
机构
[1] Pt Ravishankar Shukla Univ, Sch Studies Chem, Raipur 492010, Chhattisgarh, India
[2] Aligarh Muslim Univ, Interdisciplinary Biotechnol Unit, Aligarh 202002, Uttar Pradesh, India
[3] All India Inst Med Sci, Biochem Dept, Raipur 492099, Chhattisgarh, India
关键词
ct-DNA; Hydroxamic acid-Metal complexes; Binding; Stern-volmer constants; MCF-7 breast cancer cell line; CALF THYMUS DNA; SCHIFF-BASE COMPLEXES; IN-VITRO; MOLECULAR DOCKING; METAL-COMPLEXES; CRYSTAL-STRUCTURE; PROTEIN DOCKING; BSA-BINDING; CLEAVAGE; CYTOTOXICITY;
D O I
10.1016/j.molstruc.2019.07.099
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Calf-thymus DNA (ct-DNA) binding efficacy of Bis(N-p-tolylbenzohydroxamato)Cobalt(II), [N-p-TBHACo(II)] and Bis(N-p-naphthylbenzohydroxamato)Copper(II), [N-p-NBHA-Cu(II)] have been studied by multi-spectroscopic approaches coupled with viscosity measurements and molecular docking. The binding constants of the complexes towards ct-DNA evaluated are 1.68 +/- 0.03 x 10(5) M-1 and 1.52 +/- 0.07 x 10(5) M-1 for N-p-TBHA-Co(II) and N-p-NBHA-Cu(II), respectively. Stern-Volmer quenching constants were also evaluated from fluorescence measurement. The mode of binding was further disclosed by ethidium bromide and Hoechst 33258 displacement, confirmed by fluorescence measurement, which reveals a groove mode of binding. The three-dimensional fluorescence spectroscopy was also applied to know the interaction between complexes and ct-DNA. The relative viscosity increases with increase in the concentration of the N-p-TBHA-Co(II) and N-p-NBHA-Cu(II) while adding to ct-DNA was also uncovered, but lesser than the ct-DNA alone suggesting groove binding mode. DRS-FTIR analysis, cyclic voltammetry and circular dichroism studies further confirmed a strong interaction between complexes and ct-DNA. The docked posture of ct-DNA with N-p-TBHA-Co(II) and N-p-NBHA-Cu(II) uncover the strong binding interactions which revealed minor groove binding. The in-vitro cytotoxicity studies was carried out by MIT assay for both the complexes against MCF-7 breast cancer cell line. (C) 2019 Elsevier B.V. All rights reserved.
引用
收藏
页码:691 / 706
页数:16
相关论文
共 94 条
[1]  
AGRAWAL DR, 1971, J INDIAN CHEM SOC, V48, P571
[2]   SYNTHESIS AND PROPERTIES OF SOME NEW HYDROXAMIC ACIDS [J].
AGRAWAL, YK ;
THOMAS, JK .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 1985, 30 (04) :493-495
[3]   In vitro DNA binding studies of therapeutic and prophylactic drug citral [J].
Alam, Md. Fazle ;
Varshney, Supriya ;
Khan, Masood Alam ;
Laskar, Amaj Ahmed ;
Younus, Hina .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2018, 113 :300-308
[4]   Multiple Binding Modes of Inhibitors to Carbonic Anhydrases: How to Design Specific Drugs Targeting 15 Different Isoforms? [J].
Alterio, Vincenzo ;
Di Fiore, Anna ;
D'Ambrosio, Katia ;
Supuran, Claudiu T. ;
De Simone, Giuseppina .
CHEMICAL REVIEWS, 2012, 112 (08) :4421-4468
[5]   Design and synthesis of new Zn(II) nalidixic acid-DACH based Topo-II inhibiting molecular entity: Chemotherapeutic potential validated by its in vitro binding profile, pBR322 cleavage activity and molecular docking studies with DNA and RNA molecular targets [J].
Arjmand, Farukh ;
Yousuf, Imtiyaz ;
Afzal, Mohd. ;
Toupet, Loic .
INORGANICA CHIMICA ACTA, 2014, 421 :26-37
[6]   Cu(I) complexes of bis(methyl)(thia/selena) salen ligands: Synthesis, characterization, redox behavior and DNA binding studies [J].
Asatkar, Ashish K. ;
Tripathi, Mamta ;
Panda, Snigdha ;
Pande, Rama ;
Zade, Sanjio S. .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2017, 171 :18-24
[7]   Binding of an anticancer Rutaceae plant flavonoid glycoside with calf thymus DNA: Biophysical and electrochemical studies [J].
Balakrishnan, Sandhya ;
Jaldappagari, Seetharamappa .
JOURNAL OF LUMINESCENCE, 2013, 142 :17-22
[8]   TCM Active Ingredient Oxoglaucine Metal Complexes: Crystal Structure, Cytotoxicity, and Interaction with DNA [J].
Chen, Zhen-Feng ;
Shi, Yan-Fang ;
Liu, Yan-Cheng ;
Hong, Xue ;
Geng, Bo ;
Peng, Yan ;
Liang, Hong .
INORGANIC CHEMISTRY, 2012, 51 (04) :1998-2009
[9]  
Cheng CC, 1999, ANGEW CHEM INT EDIT, V38, P1255, DOI 10.1002/(SICI)1521-3773(19990503)38:9<1255::AID-ANIE1255>3.0.CO
[10]  
2-T