Synthesis, antiamoebic and molecular docking studies of furan-thiazolidinone hybrids.
In continuation of our previous work, a series of furan-thiazolidinone hybrids was prepared by Knoevenagel condensation of 3-(furan-2-ylmethyl)-2-(phenylimino)-1, 3-thiazolidin-4-one with different aryl aldehydes in presence of strong base. Some members of the series exhibited remarkable antiamoebic activity and cell viability. Three compounds (3, 6 and 11) showed excellent binding energy for Entamoeba histolytica O-acetyle-l-serine sulfohydrolase and Entamoeba histolytica thioredoxin reductase. These compounds demonstrated significant inhibition of O-acetyle-l-serine sulfohydrolase. The promising antiamoebic activity and enzymatic assay of 3, 6 and 11 make them promising molecules for further lead optimization in the development of novel antiamoebic agents.
Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, 110 025, New Delhi, India.
Mohammad Fawad
MF
Ansari
Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, 110 025, New Delhi, India.
Shadab Miyan
SM
Siddiqui
Centre for Interdisciplinary Research in Basic Science, Jamia Nagar, 110 025, New Delhi, India.
Kamal
K
Ahmad
Departamento de Química Fundamental, Universidade da Coruña, Campus da Zapateira, 15071, A Coruña, Spain.
Fernando
F
Avecilla
School of Life Sciences, Jawaharlal Nehru University, New Delhi, 110067, India.
Sudhaker
S
Dharavath
School of Life Sciences, Jawaharlal Nehru University, New Delhi, 110067, India.
Samudrala
S
Gourinath
Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, 110 025, New Delhi, India. Electronic address: amir_sumbul@yahoo.co.in.
Amir
A
Azam
D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis / Q000378:metabolism / Q000493:pharmacokinetics / Q000494:pharmacology; D016466:CHO Cells; D002470:Cell Survival / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D006224:Cricetinae; D003412:Cricetulus; D015195:Drug Design; D004748:Entamoeba histolytica / Q000187:drug effects* / Q000201:enzymology; D005663:Furans / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D062105:Molecular Docking Simulation; D011487:Protein Conformation; D013329:Structure-Activity Relationship; D053778:Thiazolidines / Q000138:chemical synthesis* / Q000378:metabolism / Q000493:pharmacokinetics / Q000494:pharmacology*; D013880:Thioredoxin-Disulfide Reductase / Q000037:antagonists & inhibitors / Q000737:chemistry / Q000378:metabolism
D000981:Antiprotozoal Agents; D005663:Furans; D053778:Thiazolidines; D013880:Thioredoxin-Disulfide Reductase; C039281:furan
Antiamoebic activity; Furan; MTT assay; Thiazolidinone; Thioredoxin reductase