Synthesis, Characterization and Biological Evaluation of Novel Thiourea Derivatives-Reference-Cited by-同舟云学术

Synthesis, Characterization and Biological Evaluation of Novel Thiourea Derivatives

Published:2022-06-30 Issue:2 Volume:12 Page:533-540
ISSN:2459-1459
Container-title:Clinical and Experimental Health Sciences
language:en
Short-container-title:

Author:

TOK Fatih¹,ÇAKIR Cansel²,ÇAM Dilaycan²,KIRPAT Mustafa Murat³,SICAK Yusuf³

Affiliation:

1. MARMARA UNIVERSITY, FACULTY OF PHARMACY

2. MUGLA SITKI KOCMAN UNIVERSITY, FACULTY OF SCIENCE

3. MUGLA SITKI KOCMAN UNIVERSITY, KÖYCEĞİZ VOCATIONAL SCHOOL

Abstract

Objective: A new series of 4-[3-(substitutedphenyl)thioureido]-N-(6-chloropyrazin-2-yl)benzenesulfonamide were synthesized from sulfaclozine. Methods: All compounds were characterized by IR, 1H-NMR spectroscopic methods and elemental analysis. In addition to the antioxidant activity of the synthesis series, enzyme inhibition activities such as anticholinesterase, tyrosinase, α-amylase and α-glycosidase were determined for the first time in this study. Results: According to these biological activity test results, compound 2a in the DPPH, 2c in the ABTS˙+ assay exhibited more antioxidant activity than reference standard. All thiourea derivatives demonstrated good BChE inhibitory activity than galantamine. Among the compounds, 2e and 2f showed the best tyrosinase enzyme inhibition activity, while 2g had the best α-amylase and α-glucosidase enzyme inhibition activity. In addition, we evaluated the druglikeness properties of compounds and their oral bioavailability were also found to be high. Conclusion: Thiourea derivatives exhibited remarkable antioxidant activity and enzyme inhibition activity against tyrosinase, cholinesterase, α-amylase and α-glucosidase.

Publisher

Marmara University

Subject

General Materials Science

Reference28 articles.

1. [1] Akhter S, Ullah S, Yousuf S, Wahab A, Siddiqui H, Choudhary MI. Synthesis, crystal structure and Hirshfeld Surface analysis of benzamide derivatives of thiourea as potent inhibitors of α-glucosidase in-vitro. Bioorg Chem 2021;107:1-9.

2. [2] Teke Tuncel S, Erol Gunal S, Ekizoglu M, Gokhan Kelekci N, Erdem SS, Bulak E, Frey W, Dogan I. Thioureas and their cyclized derivatives: Synthesis, conformational analysis and antimicrobial evaluation. J Mol Struct 2019;1179:40- 56.

3. [3] Bai W, Ji J, Huang Q, Wei W. Synthesis and evaluation of new thiourea derivatives as antitumor and antiangiogenic agents. Tetrahedron Lett 2020;61:1-7.

4. [4] Krzywik J, Maj E, Nasulewics Goldeman A, Mozga W, Wietrzyk J, Huczynski A. Synthesis and antiproliferative screening of novel doubly modified colchicines containing urea, thiourea and guanidine moieties. Bioorg Med Chem Lett 2021;47:1-6.

5. [5] Maalik A, Rahim H, Saleem M, Fatima N, Rauf A, Wadood A, Malik MI, Ahmed A, Rafique H, Zafar MN, Riaz M, Rasheed L, Mumtaz A. Synthesis, antimicrobial, antioxidant, cytotoxic, antiurease and molecular docking studies of N-(3- trifluoromethyl)benzoyl-N′-aryl thiourea derivatives. Bioorg Chem 2019;88:1-9.

Cited by 4 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Synthesis, Computational Study, and In Vitro α-Glucosidase Inhibitory Action of Thiourea Derivatives Based on 3-Aminopyridin-2(1H)-Ones;Molecules;2024-07-31

2. Synthesis, Characterization, Molecular Docking Studies and Biological Evaluation of Some Novel 3,5-disubstituted-1-phenyl-4,5-dihydro-1H-pyrazole Derivatives;Current Organic Chemistry;2024-02

3. Synthesis, characterization and biological evaluation of some novel sulfonylurea derivatives;J RES PHARM;2023

4. Thiourea derivatives inhibit key diabetes‐associated enzymes and advanced glycation end‐product formation as a treatment for diabetes mellitus;IUBMB Life;2022-12-24