Synthesis and characterization of 1-amidino-O-alkylureas metal complexes as α- glucosidase Inhibitors: Structure-activity relationship, molecular docking, and kinetic studies

被引：18

作者：

Moghaddam, Firouz Matloubi ^{[1
]}

Daneshfar, Maryam ^{[1
]}

Daneshfar, Zahra ^{[2
]}

Iraji, Aida ^{[3
,4
]}

Samandari-Najafabad, Atefe ^{[5
]}

Faramarzi, Mohammad Ali ^{[6
]}

Mahdavi, Mohammad ^{[5
]}

机构：

[1] Sharif Univ Technol, Dept Chem, Lab Organ Synth & Nat Prod, Azadi St,POB 111559516, Tehran, Iran

[2] KN Toosi Univ Technol, Fac Sci, Dept Chem, POB 15875-4416, Tehran, Iran

[3] Shiraz Univ Med Sci, Stem Cells Technol Res Ctr, Shiraz, Iran

[4] Shiraz Univ Med Sci, Cent Res Lab, Shiraz, Iran

[5] Univ Tehran Med Sci, Endocrinol & Metab Res Ctr, Endocrinol & Metab Clin Sci Inst, Tehran, Iran

[6] Univ Tehran Med Sci, Fac Pharm, Dept Pharmaceut Biotechnol, POB 14155-6451, Tehran 1417614411, Iran

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2022年 / 1250卷

基金：

美国国家科学基金会;

关键词：

Metformin; alpha-Glucosidase; Metal complex; Antidiabetic effects; Homology modeling; Molecular docking; TRANSITION-METAL; NI(II) COMPLEXES; CRYSTAL; COPPER(II); METFORMIN; ANTIOXIDANT; DERIVATIVES; CU(II); DRUG;

D O I：

10.1016/j.molstruc.2021.131726

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：

In the present study, metal complexes of 1-amidino-O-alkylureas were designed, synthesized and characterized by elemental analyses, FT-IR spectra, XRD, Mass analyses and scanning electron microscopy (SEM). All synthesized complexes were screen as alpha-Glucosidase inhibitors. According to the in vitro results, the Cu (II) complexes showed superior potency compared to other tested metal complexes. Particularly, [Cu(L-Me)(2)](Cl)(2) (1b) showed the strongest inhibition against alpha-Glucosidase with an IC50 value of 2.75 +/- 0.3 mu M which was comparable to that of acarbose (IC50 = 750 mu M). These findings are supported by the ligands and enzyme interactions through molecular docking. (C) 2021 Elsevier B.V. All rights reserved.

引用

页数：8

共 47 条

[1] Synthesis and intensive characterization for novel Zn(II), Pd(II), Cr(III) and VO(II)-Schiff base complexes; DNA-interaction, DFT, drug-likeness and molecular docking studies [J].

Abu-Dief, Ahmed M. ;

El-khatib, Rafat M. ;

Aljohani, Faizah S. ;

Alzahrani, Seraj Omar ;

Mahran, Asmaa ;

Khalifa, Mohamed E. ;

El-Metwaly, Nashwa M. .

JOURNAL OF MOLECULAR STRUCTURE, 2021, 1242

[2] FORMATION OF METFORMIN COMPLEXES WITH SOME TRANSITION-METAL IONS - THEIR BIOLOGICAL-ACTIVITY [J].

ABUELWAFA, SM ;

ELRIES, MA ;

AHMED, FH .

INORGANICA CHIMICA ACTA-BIOINORGANIC CHEMISTRY, 1987, 136 (03) :127-131

[3] Study of chemical bonding, physical and biological effect of metformin drug as an organized medicine for diabetes patients with chromium(III) and vanadium(IV) ions [J].

Adam, Abdel Majid A. ;

Sharshar, T. ;

Mohamed, Mahmoud A. ;

Ibrahim, Omar B. ;

Refat, Moamen S. .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2015, 149 :323-332

[4] Synthesis, spectroscopic, and thermal investigation of transition and non-transition complexes of metformin as potential insulin-mimetic agents [J].

Al-Saif, Foziah A. ;

Refat, Moamen S. .

JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 2013, 111 (03) :2079-2096

[5]

Amer Diabet Assoc, 2005, DIABETES CARE, V28, pS37

[6]

Amer Diabet Assoc, 2013, DIABETES CARE, V36, pS67, DOI [10.2337/dc12-s064, 10.2337/dc10-S011, 10.2337/dc13-S067, 10.2337/dc11-S011, 10.2337/dc12-s011, 10.2337/dc11-S062, 10.2337/dc14-S081, 10.2337/dc10-S062, 10.2337/dc13-S011]

[7] Novel Cu(II), Co(II) and Zn(II) metal complexes with mixed-ligand: Synthesis, crystal structure, α-glucosidase inhibition, DFT calculations, and molecular docking [J].