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Synthesis, antiamoebic and molecular docking studies of furan-thiazolidinone hybrids
- Source :
- European Journal of Medicinal Chemistry. 124:393-406
- Publication Year :
- 2016
- Publisher :
- Elsevier BV, 2016.
-
Abstract
- 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.
- Subjects :
- 0301 basic medicine
Thioredoxin-Disulfide Reductase
Cell Survival
Protein Conformation
Stereochemistry
Thioredoxin reductase
Antiprotozoal Agents
CHO Cells
Chemistry Techniques, Synthetic
01 natural sciences
Inhibitory Concentration 50
Structure-Activity Relationship
03 medical and health sciences
chemistry.chemical_compound
Entamoeba histolytica
Cricetulus
Cricetinae
Furan
parasitic diseases
Drug Discovery
Animals
MTT assay
Viability assay
Furans
Pharmacology
chemistry.chemical_classification
biology
010405 organic chemistry
Aryl
Organic Chemistry
General Medicine
biology.organism_classification
0104 chemical sciences
Molecular Docking Simulation
030104 developmental biology
Enzyme
chemistry
Drug Design
Thiazolidines
Knoevenagel condensation
Subjects
Details
- ISSN :
- 02235234
- Volume :
- 124
- Database :
- OpenAIRE
- Journal :
- European Journal of Medicinal Chemistry
- Accession number :
- edsair.doi.dedup.....09a3dfb1f81a45a9eaab87d9c91e787f
- Full Text :
- https://doi.org/10.1016/j.ejmech.2016.08.053