Synthesis, characterization, crystal structure of the coordination polymer Zn (II) with thiosemicarbazone of glyoxalic acid and their inhibitory properties against some metabolic enzymes

被引:50
作者
Huseynova, Mansura [1 ]
Medjidov, Ajdar [2 ]
Taslimi, Parham [3 ]
Aliyeva, Mahizar [1 ]
机构
[1] Azerbaijan Natl Acad Sci, Inst Chem Addit, Block 2062, AZ-1029 Baku, Azerbaijan
[2] Azerbaijan Natl Acad Sci, Inst Catalysis & Inorgan Chem, H Cavid Ave 113, AZ-1143 Baku, Azerbaijan
[3] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey
关键词
Thiosemicarbazones; Zn-complex; Crystal structure; Antidiabetic; Anticholinergics; Enzyme inhibition; CARBONIC-ANHYDRASE; BIOLOGICAL-ACTIVITY; METAL-COMPLEXES; HETEROCYCLIC THIOSEMICARBAZONES; COPPER(II) COMPLEXES; ACETYLCHOLINESTERASE; BROMOPHENOLS; DERIVATIVES; POTENT; SALTS;
D O I
10.1016/j.bioorg.2018.10.012
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A new coordination polymer Zn(II) with thiosemicarbazone glyoxalic acid H(2)GAT was obtained in this study. According to the X-ray diffraction data, the coordination of the Zn(II) ion is carried out by one sulfur atom, in the thiol form, one nitrogen atom of the azomethine group and two oxygen atoms of the carboxylate groups, one of which belongs to neighbouring complex molecule. The oxygen atom of the water molecule completes Zn(II) ion environment to a distorted square-pyramidal structure. The binding of the monomer complex into polimer occurs through the bridge oxygen atom of carboxylate group. This complex is effective inhibitor of the alpha-glycosidase, butyrylcholinesterase (BChE), cytosolic carbonic anhydrase I and II isoforms (hCA I and II), and acetylcholinesterase enzymes (AChE) enzymes with Ki values of 1.45 +/- 0.23 mu M for hCA I, 2.04 +/- 0.11 mu M for hCA II, 3.47 +/- 0.88 mu M for alpha-glycosidase, 0.47 +/- 0.10 mu M for BChE, and 0.58 +/- 0.13 mu M for AChE, respectively.
引用
收藏
页码:55 / 62
页数:8
相关论文
共 51 条
[1]  
[Anonymous], 2013, APEX2
[2]   Synthesis, characterization and crystal structure of 2-(4-hydroxyphenyl)ethyl and 2-(4-nitrophenyl)ethyl Substituted Benzimidazole Bromide Salts: Their inhibitory properties against carbonic anhydrase and acetylcholinesterase [J].
Behcet, Ayten ;
Caglilar, Tuba ;
Celepci, Duygu Barut ;
Aktas, Aydin ;
Taslimi, Parham ;
Gok, Yetkin ;
Aygun, Muhittin ;
Kaya, Ruya ;
Gulcin, Ilhami .
JOURNAL OF MOLECULAR STRUCTURE, 2018, 1170 :160-169
[3]   The wide pharmacological versatility of semicarbazones, thiosemicarbazones and their metal complexes [J].
Beraldo, H ;
Gambino, D .
MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2004, 4 (01) :31-39
[4]   Synthesis and investigation of antibacterial activities and carbonic anhydrase and acetyl cholinesterase inhibition profiles of novel 4,5-dihydropyrazol and pyrazolyl-thiazole derivatives containing methanoisoindol-1,3-dion unit [J].
Budak, Yakup ;
Kocyigit, Umit M. ;
Gurdere, Meliha Burcu ;
Ozcan, Kezban ;
Taslimi, Parham ;
Gulcin, Ilhami ;
Ceylan, Mustafa .
SYNTHETIC COMMUNICATIONS, 2017, 47 (24) :2313-2323
[5]   Synthesis of some novel pyridine compounds containing bis-1,2,4-triazole/thiosemicarbazide moiety and investigation of their antioxidant properties, carbonic anhydrase, and acetylcholinesterase enzymes inhibition profiles [J].
Bulut, Nilufer ;
Kocyigit, Umit M. ;
Gecibesler, Ibrahim H. ;
Dastan, Taner ;
Karci, Huseyin ;
Taslimi, Parham ;
Dastan, Sevgi Durna ;
Gulcin, Ilhami ;
Cetin, Ahmet .
JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, 2018, 32 (01)
[6]   Synthesis and biological evaluation of phloroglucinol derivatives possessing -glycosidase, acetylcholinesterase, butyrylcholinesterase, carbonic anhydrase inhibitory activity [J].
Burmaoglu, Serdar ;
Yilmaz, Ali O. ;
Taslimi, Parham ;
Algul, Oztekin ;
Kilic, Deryanur ;
Gulcin, Ilhami .
ARCHIV DER PHARMAZIE, 2018, 351 (02)
[7]   ZINC CARBOXYLATE COMPLEXES - STRUCTURAL CHARACTERIZATION OF THE MIXED-METAL LINEAR TRINUCLEAR COMPLEXES MZN2(CROT)6(BASE)2 (M = MN, CO, NI, ZN, CD, MG, CA, SR, CROT-= CROTONATE(1-), BASE = QUINOLINE, 6-METHYLQUINOLINE) [J].
CLEGG, W ;
LITTLE, IR ;
STRAUGHAN, BP .
INORGANIC CHEMISTRY, 1988, 27 (11) :1916-1923
[8]   Investigation of acetylcholinesterase and mammalian DNA topoisomerases, carbonic anhydrase inhibition profiles, and cytotoxic activity of novel bis(-aminoalkyl)phosphinic acid derivatives against human breast cancer [J].
Dastan, Taner ;
Kocyigit, Umit M. ;
Dastan, Sevgi Durna ;
Kilickaya, Pakize Canturk ;
Taslimi, Parham ;
Cevik, Ozge ;
Koparir, Metin ;
Orek, Cahit ;
Gulcin, Ilhami ;
Cetin, Ahmet .
JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, 2017, 31 (11)
[9]   A NEW AND RAPID COLORIMETRIC DETERMINATION OF ACETYLCHOLINESTERASE ACTIVITY [J].
ELLMAN, GL ;
COURTNEY, KD ;
ANDRES, V ;
FEATHERSTONE, RM .
BIOCHEMICAL PHARMACOLOGY, 1961, 7 (02) :88-&
[10]  
Farrugia L., 1999, J. Appl. Cryst, V32, P837, DOI [10.1107/S0021889812029111, DOI 10.1107/S0021889812029111]