Bis(acylthiourea) compounds as enzyme inhibitors: Synthesis, characterization, crystal structures and in silico molecular docking studies

被引：2

作者：

Jerome, Peter ^{[1
]}

Haribabu, Jebiti ^{[2
,3
]}

Dorairaj, Dorothy Priyanka ^{[4
]}

Azam, Mohammad ^{[5
]}

Madhavan, Geetha ^{[6
]}

Gayathri, Dasararaju ^{[6
]}

Ramirez-Tagle, Rodrigo ^{[7
]}

Bhuvanesh, Nattamai ^{[8
]}

Gallardo-Nelson, Maria Jose ^{[2
]}

Oh, Tae Hwan ^{[1
]}

Karvembu, Ramasamy ^{[4
]}

机构：

[1] Yeungnam Univ, Sch Chem Engn, Gyongsan 38541, South Korea

[2] Univ Atacama, Fac Med, Carreras 1579, Copiapo 1532502, Chile

[3] Chennai Inst Technol CIT, Chennai 600069, India

[4] Natl Inst Technol, Dept Chem, Tiruchirappalli 620015, India

[5] King Saud Univ, Coll Sci, Dept Chem, POB 2455, Riyadh 11451, Saudi Arabia

[6] Univ Madras, Ctr Adv Study Crystallog & Biophys, Guindy Campus, Chennai 600025, India

[7] Univ Cent Chile, Fac Ingn & Arquitectura, Santiago, Chile

[8] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2024年 / 1297卷

基金：

新加坡国家研究基金会;

关键词：

Acylthiourea; Crystal structures; Hirshfeld analysis; Molecular docking; Anticancer targets; Antiviral target; DNA/PROTEIN BINDING; COMPLEXES; LIGANDS; VITRO; COORDINATION; CHEMISTRY; UREASE;

D O I：

10.1016/j.molstruc.2023.136977

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：

A series of bis(acylthiourea) compounds was synthesized and characterized by various spectroscopic and analytical methods. The structures of the three compounds were determined by X-ray crystallographic method and refined to good R factors. Surface properties, and intermolecular interactions were studied by Hirshfeld surface analysis. The binding data revealed urease as one of the enzyme targets for the bis(acylthiourea) derivatives. As thiourea derivatives possess various pharmacological properties like anticancer, anti-inflammatory, antibacterial and antiviral, we have attempted to understand the binding potential of the bis(acylthiourea) derivatives with VEGFR2, EGFR (anticancer targets) and SARS-CoV-2 main protease (antiviral target) in addition to urease (antibacterial target) through in silico molecular docking tool. The results revealed good binding potential of the compounds with these enzyme targets.

引用

页数：16

共 46 条

[1] Influence of halogen substitution on crystal packing, molecular properties and electrochemical sensing
Ahangar, Aadil A.
Elancheran, R.
Dar, Aijaz A.
[J]. JOURNAL OF SOLID STATE CHEMISTRY, 2022, 314
[2] APEX2, Program For Data Collection and Integration on Area Detectors
[3] N-(4-Nitrobenzoyl)-N′-(1,5-dimethyl-3-oxo-2-phenyl-1H-3(2H)-pyrazolyl)-thiourea hydrate: Synthesis, spectroscopic characterization, X-ray structure and DFT studies
Arslan, N. Burcu
Kazak, Canan
Aydin, Fatma
[J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2012, 89 : 30 - 38
[4] Thiosemicarbazone(s)-anchored water soluble mono- and bimetallic Cu(ii) complexes: enzyme-like activities, biomolecular interactions, anticancer property and real-time live cytotoxicity
Balakrishnan, Nithya
Haribabu, Jebiti
Dhanabalan, Ananda Krishnan
Swaminathan, Srividya
Sun, Sijia
Dibwe, Dya Fita
Bhuvanesh, Nattamai
Awale, Suresh
Karvembu, Ramasamy
[J]. DALTON TRANSACTIONS, 2020, 49 (27) : 9411 - 9424
[5] The Protein Data Bank
Berman, HM
Westbrook, J
Feng, Z
Gilliland, G
Bhat, TN
Weissig, H
Shindyalov, IN
Bourne, PE
[J]. NUCLEIC ACIDS RESEARCH, 2000, 28 (01) : 235 - 242
[6] Substituent Effect on the Photophysics and ESIPT Mechanism of N,N′-Bis(salicylidene)-p-phenylenediamine: A DFT/TD-DFT Analysis
Britto, Neethinathan Johnee
Panneerselvam, Murugesan
Kumar, Madhu Deepan
Kathiravan, Arunkumar
Jaccob, Madhavan
[J]. JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2021, 61 (04) : 1825 - 1839
[7] Half sandwich Ru(II)-acylthiourea complexes: DNA/HSA-binding, anti-migration and cell death in a human breast tumor cell line
Colina-Vegas, Legna
Luna-Dulcey, Liany
Plutin, Ana M.
Castellano, Eduardo E.
Cominetti, Marcia R.
Batista, Alzir A.
[J]. DALTON TRANSACTIONS, 2017, 46 (38) : 12865 - 12875
[8] MOLECULAR-ORBITAL THEORY OF ELECTRONIC-STRUCTURE OF ORGANIC COMPOUNDS .23. PSEUDOROTATION IN SATURATED 5-MEMBERED RING COMPOUNDS
CREMER, D
POPLE, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) : 1358 - 1367
[9] Selective Coordination Mode of Acylthiourea Ligands in Half-Sandwich Ru(II) Complexes and Their Cytotoxic Evaluation
Cunha, Beatriz N.
Luna-Dulcey, Liany
Plutin, Ana M.
Silveira, Rafael G.
Honorato, Joao
Cairo, Raul R.
de Oliveira, Tamires D.
Cominetti, Marcia R.
Castellano, Eduardo E.
Batista, Alzir A.
[J]. INORGANIC CHEMISTRY, 2020, 59 (07) : 5072 - 5085
[10] Spectroscopic, anticancer and antioxidant studies of fluxional trans-[PdCl2(S-acylthiourea)2] complexes
Dorairaj, Dorothy Priyanka
Haribabu, Jebiti
Chithravel, Vadivalagan
Vennila, Kailasam N.
Bhuvanesh, Nattamai
Echeverria, Cesar
Hsu, Sodio C. N.
Karvembu, Ramasamy
[J]. RESULTS IN CHEMISTRY, 2021, 3

← 1 2 3 4 5 →