Synthesis, structure and biological properties of the zinc(II) complexes with 5-(4-chlorophenyl)-1H-tetrazole and oligopyridine derivatives

被引:1
作者
Ermakova, Ekaterina A. [1 ]
Golubeva, Yuliya A. [1 ]
Smirnova, Ksenia S. [1 ]
Klyushova, Lyubov S. [2 ]
V. Eltsov, Ilia [3 ]
Sheven', Dmitriy G. [1 ]
Fetisov, Leonid N. [4 ]
Svyatogorova, Alexandra E. [4 ]
Zubenko, Alexander A. [4 ]
V. Lider, Elizaveta [1 ]
机构
[1] Nikolaev Inst Inorgan Chem SB RAS, Novosibirsk, Russia
[2] Fed Res Ctr Fundamental & Translat Med IMBB FRC FT, Inst Mol Biol & Biophys, Novosibirsk, Russia
[3] Novosibirsk State Univ, Novosibirsk, Russia
[4] Fed Rostov Agr Res Ctr, North Caucasian Zonal Sci Res Vet Inst, Branch Fed State Budget Sci Inst, Novocherkassk, Russia
关键词
Zinc(II) complexes; Oligopyridine; Tetrazole; Crystal structure; Cytotoxicity; CRYSTAL-STRUCTURES; ANTICONVULSANT ACTIVITIES; ANTIMICROBIAL ACTIVITIES; MOLECULAR-STRUCTURE; METAL-COMPLEXES; DNA-INTERACTION; ANTIBACTERIAL; ANTIOXIDANT; ZN(II); THIOSEMICARBAZONE;
D O I
10.1016/j.ica.2024.122217
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In this work, we present six new zinc(II) complexes with the general formulas [Zn2(oligopyridine)2L4] and [Zn (oligopyridine)2L2], where L- = 5-(4-chlorophenyl)-1H-tetrazolate anion, and oligopyridine = 1,10-phenanthroline or 2,2 '-bipyridine derivatives (dmphen - 4,7-dimethyl-1,10-phenanthroline, phen - 1,10 phenanthroline, dmbipy - 2,2 '-bi-4-picoline, bipy - 2,2 '-bipyridine), which have been synthesized with high yield and characterized by IR spectroscopy, elemental, thermogravimetric, single crystal and powder X-ray analyses. A distorted square-pyramidal and octahedral geometry of zinc(II) ion have been demonstrated by single crystal Xray diffraction analysis. The tetrazolate ligand exhibits two types of coordination: monodentate, and bidentatebridging via the N(2), N(3) or N(1), N(2) atoms. The behavior of all complexes in solution has been investigated by UV-Vis and the 1H, 13C NMR spectroscopy, conductometry, and mass spectrometry. The antimicrobial study of the compounds has been carried out against E. coli, St. aureus, P. italicum, and C. steinii, and [Zn2(dmbipy)2L4] has been shown to possess significant protistocidal properties. According to the cytotoxicity study,all complexes don't have cytotoxic properties in 1-100 mu M concentration range against tumor human cell lines (larynx carcinoma Hep2, hepatocellular carcinoma HepG2 and breast adenocarcinoma MCF-7) with the exception of complex 5 which has displayed significant cytotoxic effect (LC50 = 19.8 +/- 2.4 mu M) against Hep2 cells. However, obtained compounds have a pronounced cytostatic effect on all tumor cell lines.
引用
收藏
页数:12
相关论文
共 73 条
[1]   SYNTHESIS, STRUCTURE, AND SPECTROSCOPIC PROPERTIES OF COPPER(II) COMPOUNDS CONTAINING NITROGEN SULFUR DONOR LIGANDS - THE CRYSTAL AND MOLECULAR-STRUCTURE OF AQUA[1,7-BIS(N-METHYLBENZIMIDAZOL-2'-YL)-2,6-DITHIAHEPTANE]COPPER(II) PERCHLORATE [J].
ADDISON, AW ;
RAO, TN ;
REEDIJK, J ;
VANRIJN, J ;
VERSCHOOR, GC .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1984, (07) :1349-1356
[2]   Empirical Formulae to Molecular Structures of Metal Complexes by Molar Conductance [J].
Ali, Imran ;
Wani, Waseem A. ;
Saleem, Kishwar .
SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2013, 43 (09) :1162-1170
[3]   A bioinformatics view of zinc enzymes [J].
Andreini, Claudia ;
Bertini, Ivano .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2012, 111 :150-156
[4]  
[Anonymous], 2000, APEX2, ver. 2.0
[5]  
SAINT, ver. 8.18c
[6]  
SADABS ver. 2.11
[7]   Synthesis, cytotoxic and antimicrobial activities of novel cobalt and zinc complexes of benzimidazole derivatives [J].
Apohan, Elif ;
Yilmaz, Ulku ;
Yilmaz, Ozgur ;
Serindag, Ayfer ;
Kucukbay, Hasan ;
Yesilada, Ozfer ;
Baran, Yusuf .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 828 :52-58
[8]   Synthesis and characterization of different complexes derived from Schiff base and evaluation as a potential anticancer, antimicrobial, and insecticide agent [J].
Aroua, Lotfi M. ;
Alhag, Sadeq K. ;
Al-Shuraym, Laila A. ;
Messaoudi, Sabri ;
Mahyoub, Jazem A. ;
Alfaifi, Mohammad Y. ;
Al-Otaibi, Wafa Mohammed .
SAUDI JOURNAL OF BIOLOGICAL SCIENCES, 2023, 30 (03)
[9]   The ins and outs of biological zinc sites [J].
Auld, David S. .
BIOMETALS, 2009, 22 (01) :141-148
[10]   Design, structural investigations and antimicrobial activity of pyrazole nucleating copper and zinc complexes [J].
Azam, Mohammad ;
Wabaidur, Saikh Mohammad ;
Alam, Mahboob ;
Trzesowska-Kruszynska, Agata ;
Kruszynski, Rafal ;
Al-Resayes, Saud I. ;
Alqahtani, Fahad Fahhad ;
Khan, Mohammad Rizwan ;
Rajendra .
POLYHEDRON, 2021, 195 (195)