Rational design, synthesis, and structure–activity relationships of 5-amino-1H-pyrazole-4-carboxylic acid derivatives as protein tyrosine phosphatase 1B inhibitors. Issue 1 (1st January 2017)

• Record Type: Journal Article
• Authors: Basu, Sujay; Prathipati, Philip; Thorat, Sachin; Ansari, Shariq; Patel, Meena; Jain, Vaibhav; Jinugu, Ramana R.; Niranjan, Sanjay; De, Siddhartha; Reddy, Satyanarayana
• Is Part Of: Bioorganic & medicinal chemistry. Volume 25:Issue 1(2017)
• Page Start: 67
• Page End: 74
• Publication Date: 2017-01-01
• Subjects: Protein tyrosine phosphatase 1B -- Pharmacophore -- Permeability -- Hydrophobic -- Oxadiazole; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2016.10.012
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: A series of novel amino-carboxylic based pyrazole as protein tyrosine phosphatase 1B (PTP1B) inhibitors were designed on the basis of structure-based pharmacophore model and molecular docking. Compounds containing different hydrophobic tail (1, 2-diphenyl ethanone, oxdiadizole and dibenzyl amines) were synthesized and evaluated in PTP1B enzymatic assay. Structure–activity relationship based optimization resulted in identification of several potent, metabolically stable and cell permeable PTP1B inhibitors.