New anticancer zinc(II) complexes comprising thiosemicarbazones of saturated ring: structure, DNA/protein binding, DNA cleavage, topoisomerase-1 inhibition and anti-proliferation studies

被引:7
作者
Rajamuthy, Vikneswaran [1 ]
Eltayeb, Naser Eltaher [2 ]
Subramaniam, Ramesh [1 ]
Rosiyah, Yahya [3 ]
机构
[1] Univ Malaya, Fac Sci, Ctr Ion, Kuala Lumpur 50603, Malaysia
[2] King Abdulaziz Univ, Sci & Arts Coll Rabigh, Dept Chem, Rabigh, Saudi Arabia
[3] Univ Malaya, Fac Sci, Dept Chem, Kuala Lumpur 50603, Malaysia
关键词
alicyclic thiosemicarbazone; zinc(II) complexes; DNA binding; DNA cleavage; topoisomerase inhibition; antitumor; METAL-COMPLEXES; SPECIFICITY; DERIVATIVES; AGENTS;
D O I
10.1002/aoc.3458
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The reaction of the thiosemicarbazones (CH2)(4)C=NN(H)C(=S)NHR (R = H, Me) with zinc(II) acetate in methanolic solution proceeds readily under mild conditions to form stable mononuclear complexes Zn[(CH2)(4)C=NN=C(S)NHR](2). DNA interaction studies show that the zinc(II) complexes bind to DNA via groove mode and exhibit efficient DNA cleavage activity in the presence of hydrogen peroxide. Also, the complexes display a binding affinity to bovine serum albumin protein with K-BSA values of ca 10(5) M-1. Topoisomerase catalytic inhibition studies suggest that both complexes are efficient topoisomerase-I impeders. Furthermore, the anti-proliferative effects of the two complexes on five human tumor cell lines (Caki-2, MCF-7, CaSki, NCI-H322M and Co-115) indicate that both complexes have the potential to act as effective anticancer drugs. Copyright (C) 2016 John Wiley & Sons, Ltd.
引用
收藏
页码:481 / 487
页数:7
相关论文
共 27 条
  • [11] Exploring the DNA binding/cleavage, cellular accumulation and topoisomerase inhibition of 2-hydroxy-3-(aminomethyl)-1,4-naphthoquinone Mannich bases and their platinum(II) complexes
    Neves, Amanda P.
    Pereira, Michelle X. G.
    Peterson, Erica J.
    Kipping, Ralph
    Vargas, Maria D.
    Silva-, Floriano P., Jr.
    Carneiro, J. Walkimar M.
    Farrell, Nicholas P.
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2013, 119 : 54 - 64
  • [12] Novel Zn(II) complexes with non-steroidal anti-inflammatory ligand, flufenamic acid: Characterization, topoisomerase I inhibition activity, DNA and HSA binding studies
    Smolkova, R.
    Zelenak, V.
    Smolko, L.
    Sabolova, D.
    Kuchar, J.
    Gyepes, R.
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2017, 177 : 143 - 158
  • [13] Synthesis and crystal structure of new monometallic and bimetallic copper(II) complexes with N-substituted isatin thiosemicarbazone ligands: Effects of the complexes on DNA/protein-binding property, DNA cleavage study and in vitro anticancer activity
    Muralisankar, Mathiyan
    Sujith, Surendran
    Bhuvanesh, Nattamai S. P.
    Sreekanth, Anandaram
    POLYHEDRON, 2016, 118 : 103 - 117
  • [14] Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3-methyl-picolinic acid
    Seng, Hoi-Ling
    Von, Sze-Tin
    Tan, Kong-Wai
    Maah, Mohd Jamil
    Ng, Seik-Weng
    Rahman, Raja Noor Zaliha Raja Abd
    Caracelli, Ignez
    Ng, Chew-Hee
    BIOMETALS, 2010, 23 (01) : 99 - 118
  • [15] Synthesis, X-ray crystal structure, DNA/protein binding and DNA cleavage studies of novel copper(II) complexes of N-substituted isatin thiosemicarbazone ligands
    Muralisankar, Mathiyan
    Bhuvanesh, Nattamai S. P.
    Sreekanth, Anandaram
    NEW JOURNAL OF CHEMISTRY, 2016, 40 (03) : 2661 - 2679
  • [16] Two Cu(II) and Zn(II) complexes derived from 5-(Pyrazol-1-yl)nicotinic acid: Crystal structure, DNA binding and anticancer studies
    Ji, Xiaoxi
    Zhu, Xiaopeng
    Chen, Shiyu
    Song, Dongxue
    Wu, Shuangyan
    Zhang, Ying
    Gao, Enjun
    Xu, Jin
    Zhu, Mingchang
    JOURNAL OF SOLID STATE CHEMISTRY, 2022, 305
  • [17] Synthesis and crystal structure of new dicopper(II) complexes having asymmetric N,N′-bis(substituted)oxamides with DNA/protein binding ability: In vitro anticancer activity and molecular docking studies
    Zheng, Kang
    Zhu, Ling
    Li, Yan-Tuan
    Wu, Zhi-Yong
    Yan, Cui-Wei
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2015, 149 : 129 - 142
  • [18] Synthesis, characterization and biological evaluation of heterocyclic triazole derived Schiff base ligands comprising Mn(II) complexes: Implications of their DNA/protein binding docking and anticancer activity studies
    Sangeetha, T., V
    Mohanapriya, S.
    Bhuvaneswari, N.
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2021, 60 (06): : 797 - 805
  • [19] Synthesis, structural characterization, protein binding, DNA cleavage and anticancer activity of fluorophore labelled copper(II) complexes based on 1,8-naphthalimide conjugates
    Shaikh, Sabiha A.
    Bhat, Satish S.
    Hegde, Pooja L.
    Revankar, Vidyanand K.
    Kate, Anup
    Kirtani, Deepti
    Kumbhar, Anupa A.
    Kumbar, Vijay
    Bhat, Kishore
    NEW JOURNAL OF CHEMISTRY, 2021, 45 (35) : 16319 - 16332
  • [20] Synthesis and crystal structure of new monometallic Ni(II) and Co(II) complexes with an asymmetrical aroylhydrazone: effects of the complexes on DNA/protein binding property, molecular docking, and in vitro anticancer activity
    Li, Yueqin
    Yang, Zhiwei
    Zhou, Minya
    Li, Yun
    RSC ADVANCES, 2017, 7 (78) : 49404 - 49422