Synthesis, spectroscopic, thermal analysis and in vitro cytotoxicity, anticholinesterase and antioxidant activities of new Co(II), Ni(II), Cu(II), Zn (II), and Ru(III) complexes of pyrazolone-based Schiff base ligand

被引:27
|
作者
Cakmak, Resit [1 ]
Ay, Burak [2 ]
Cinar, Ercan [3 ]
Basaran, Eyup [4 ]
Akkoc, Senem [5 ,6 ]
Boga, Mehmet [7 ]
Tas, Esref [8 ]
机构
[1] Batman Univ, Dept Med Serv & Tech, Med Lab Tech Program, Vocat Sch Hlth Serv, Batman, Turkiye
[2] Cukurova Univ, Arts & Sci Fac, Dept Chem, Adana, Turkiye
[3] Batman Univ, Fac Hlth Sci, Dept Nursing, Batman, Turkiye
[4] Batman Univ, Vocat Sch Tech Sci, Dept Chem & Chem Proc Technol, TR-72060 Batman, Turkiye
[5] Suleyman Demirel Univ, Fac Pharm, Dept Basic Pharmaceut Sci, Isparta, Turkiye
[6] Bahcesehir Univ, Fac Engn & Nat Sci, Istanbul, Turkiye
[7] Dicle Univ, Fac Pharm, Dept Analyt Chem, Diyarbakir, Turkiye
[8] Siirt Univ, Arts & Sci Fac, Dept Chem, Siirt, Turkiye
关键词
Metal complex; Anticancer agent; Enzyme inhibitory activity; Antioxidant activity; COPPER(II) COMPLEXES; DEMENTIA;
D O I
10.1016/j.molstruc.2023.136225
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
Metal-based drugs have gained significant importance in medicine in recent years. In this research, a series of new Co(II), Ni (II), Cu (II), Zn(II), and Ru(III) complexes of a Schiff base ligand, (1,5-dimethyl-4-((1-(3-nitrophenyl)ethylidene) amino)-2-phenyl-1,2-dihydro-3H-pyrazol-3-one), were prepared for the first time in excellent yields, and characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, ICP-OES, and thermal analysis. The in vitro antiproliferative, anticholinesterase, and antioxidant properties of complexes 1-5 were evaluated. The cytotoxic effects of complexes 1-5 on the viability of colon cancer (DLD-1), breast cancer (MDA-MB-231), and healthy lung (Wl-38) cell lines were investigated using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) method in vitro. The anticancer activities of the ligand and its metal complexes were lower than those of the reference drug, cisplatin. In anticholinesterase activity studies, complex 4 (88.46 +/- 0.45% inhibition) in butyrylcholinesterase (BChE) assay showed a higher inhibitory effect than the standard compound galanthamine with 78.14 +/- 0.55% inhibition. In antioxidant assays, some complexes showed higher antioxidant activities than standard antioxidant butylated hydroxytoluene (BHT). Among the prepared complexes, complex (4) (IC50=5.91 +/- 0.17 mu M) in ABTS assay showed the highest antioxidant activity compared to BHT (IC50=16.19 +/- 0.17 mu M). Also, this complex (IC50=10.17 +/- 0.36 mu M) showed the best antioxidant activity in CUPRAC assay compared to BHT (IC50=39.37 +/- 0.12 mu M).
引用
收藏
页数:7
相关论文
共 50 条
  • [21] Synthesis, Characterization and Biochemical Activity of Dinuclear Cu(II)/Ni(II)/Co(II) and Tetranuclear Cu(II) Complexes of Schiff Base
    Karabocek, Nevin
    Eski, Pinar
    Baskan, Oya
    Karabocek, Serdar
    ASIAN JOURNAL OF CHEMISTRY, 2012, 24 (01) : 387 - 390
  • [22] New Cu(II), Co(II), Ni(II) complexes with aroyl-hydrazone based ligand. Synthesis, spectroscopic characterization and in vitro antibacterial evaluation
    Angelusiu, Madalina Veronica
    Barbuceanu, Stefania-Felicia
    Draghici, Constantin
    Almajan, Gabriela Laura
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (05) : 2055 - 2062
  • [23] Synthesis, thermal study and some properties of N2O4-donor Schiff base and its Mn(III), Co(II), Ni(II), Cu(II) and Zn(II) complexes
    Bartyzel, Agata
    JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 2017, 127 (03) : 2133 - 2147
  • [24] Synthesis, Spectral Characterization, Molecular Modeling, and Antimicrobial Studies of Cu(II), Ni(II), Co(II), Mn(II), and Zn(II) Complexes of ONO Schiff Base
    Padmaja, Mendu
    Pragathi, J.
    Anupama, B.
    Kumari, C. Gyana
    E-JOURNAL OF CHEMISTRY, 2012, 9 (04) : 2145 - 2154
  • [25] Evaluation of anticancer activities, apoptosis, molecular docking, and antioxidant studies of new Ni(II), VO(IV), Cu(II) and Co(III) Schiff base complexes
    Talebi A.
    Salehi M.
    Khaleghian A.
    Kubicki M.
    Inorganica Chimica Acta, 2023, 546
  • [26] Synthesis, characterization and biomolecular interactions of Cu(II) and Ni(II) complexes of acyclic Schiff base ligand
    Jayamani, Arumugam
    Sethupathi, Murugan
    Ojwach, Stephen O.
    Sengottuvelan, Nallathambi
    INORGANIC CHEMISTRY COMMUNICATIONS, 2017, 84 : 144 - 149
  • [27] Synthesis, spectroscopic characterization and biological studies of nano-sized Co(II), Ni(II), Cu(II) and Zn(II) Schiff's base hybrids
    Al-Farraj, Eida S.
    Almarhoon, Zainab M.
    Alothman, Asma A.
    Al-Mohaimeed, Amal M.
    Al-Onazi, Wedad A.
    JOURNAL OF MOLECULAR STRUCTURE, 2019, 1195 : 17 - 31
  • [28] Theoretical and experimental investigation of anticancer activities of an acyclic and symmetrical compartmental Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes
    Saghatforoush, Lotfali
    Moeini, Keyvan
    Hosseini-Yazdi, Seyed Abolfazl
    Mardani, Zahra
    Hajabbas-Farshchi, Alireza
    Jameson, Heather T.
    Telfer, Shane G.
    Woollins, J. Derek
    RSC ADVANCES, 2018, 8 (62) : 35625 - 35639
  • [29] Synthesis and characterization of metal complexes of Cu(II), Ni(II), Zn(II), Co(II), Mn(II) and Cd(II) with tetradentate Schiff bases
    Liu, JN
    Wu, BW
    Zhang, B
    Liu, YC
    TURKISH JOURNAL OF CHEMISTRY, 2006, 30 (01) : 41 - 48
  • [30] Synthesis, characterization, thermal, theoretical and antimicrobial studies of Schiff base ligand and its Co(II) and Cu(II) complexes
    Palaniswamy, Radha Venkittapuram
    Dhandapani, Mahalakshmi
    Suyambulingam, Jonekirubavathy
    Subramanian, Chitra
    JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2020, 85 (02) : 215 - 225