Monatshefte fur Chemie p. 1999 - 2010 (2019)
Update date:2022-08-04
Topics:
Turukarabettu, Vishwanath
Kalluraya, Balakrishna
Sharma, Monika
Abstract: A series of 3-[5-nitro(furan/thiophene)-2-yl]-1-aryl-3-(5-aryl-1,3,4-oxadiazol-2-ylthio)prop-2-en-1-one derivatives was synthesized and studied with the aim of developing dual inhibitors of multidrug-resistant tuberculosis and inflammation. The in vivo anti-inflammatory activity results showed excellent inhibition of rat paw edema. The methoxybenzene/nitrofuryl derivative of title compounds showed 83% inhibition of inflammation during 2–6?h after carrageenan injection. All compounds showed anti-tuberculosis activity at MIC of 50?μg/cm3. The molecular docking studies revealed that the oxadiazole and nitrofuran groups played a significant role in the inhibiting site of the enzymes COX1, COX2, 5-LOs, and InhA by forming hydrogen bonding with Tyr 385, Ser 530, Tyr 467, and Tyr 158 amino acid residues, respectively. The novel compounds are active antibacterial agents with potential inhibition on E. coli bacteria. The toxicity results showed good percentage viability of human kidney cell lines with IC50 value greater than 100?μg/cm3 concentration. The Hirshfeld surface analysis and electrostatic potential map of compound showed good intermolecular contacts and hydrogen bonding donor and acceptor potential. Graphic abstract: [Figure not available: see fulltext.].
View MoreChangsha Huajing Powdery Material Technological Co., Ltd.
Contact:86-731-88879686
Address:Building 2, West Garden, Main Campus of Central South University, Changsha, Hunan Province, China
Shouguang Nuomeng Chemical Co., Ltd.
Contact:+86-536-5119508/18363669993
Address:Hou Zhen Industrial Park, Shouguang, Shandong, China
Wuxi Innopal International Trade CO.,LTD
Contact:+86-510-80711901-8003
Address:Room 402,Building 5,Longze Garden,No.17,South huanjiu Road,Yixing City, Jiangsu,China
Shanghai Hanhong Scientific Co.,Ltd.
website:http://www.chemvia.com
Contact:+86-21-64541543,54280654,13918533501
Address:Jiachuan Road 245
website:http://www.lonwinchem.com
Contact:Tel: 86-21-59858395
Address:No#966,Huaxu Road,Shanghai 201702,P.R.China
Doi:10.1016/j.tet.2012.11.005
(2013)Doi:10.1021/ja001511o
(2000)Doi:10.1016/j.bmcl.2011.09.033
(2011)Doi:10.1021/ol101378k
(2010)Doi:10.1016/j.jorganchem.2011.11.010
(2012)Doi:10.1016/j.bmc.2011.12.019
(2012)