title: Synthesis of novel benzofuran isoxazolines as protein tyrosine phosphatase 1B inhibitors.
abstract: PTPases are considered to be involved in the etiology of diabetes mellitus and neural diseases, such as Alzheimer's disease and Parkinson's disease. Therefore, PTPase inhibitors should be useful tools to study the role of PTPases in these diseases and other biological phenomena, and which can be developed into chemotherapeutic agents. In the present study, we have synthesized novel benzofuran isoxazolines 13-21 via 1,3-dipolar cycloaddition reaction using karanjin (1) and kanjone (2), isolated from Pongamia pinnata fruits. All the synthesized compounds were evaluated against PTPase enzyme. Compounds 19 and 20 displayed significant inhibitory activity with IC50 values 76 and 81 microM, respectively.
authors.affiliation: Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow 226 001, India.
authors.forename: Ghufran
authors.initials: G
authors.lastname: Ahmad
authors.forename: Pushpesh K
authors.initials: PK
authors.lastname: Mishra
authors.forename: Prasoon
authors.initials: P
authors.lastname: Gupta
authors.forename: Prem P
authors.initials: PP
authors.lastname: Yadav
authors.forename: Priti
authors.initials: P
authors.lastname: Tiwari
authors.forename: Akhilesh K
authors.initials: AK
authors.lastname: Tamrakar
authors.forename: Arvind K
authors.initials: AK
authors.lastname: Srivastava
authors.forename: Rakesh
authors.initials: R
authors.lastname: Maurya
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D007555:Isoxazoles / Q000138:chemical synthesis / Q000494:pharmacology; D033641:Millettia / Q000737:chemistry; D008956:Models, Chemical; D010081:Oxazolone / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology; D011485:Protein Binding; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1; D017027:Protein Tyrosine Phosphatases / Q000037:antagonists & inhibitors*
chemical_list: D001572:Benzofurans; D001578:Benzopyrans; D004791:Enzyme Inhibitors; D007004:Hypoglycemic Agents; D007555:Isoxazoles; D010081:Oxazolone; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1; D017027:Protein Tyrosine Phosphatases; C105430:benzofuran; C052068:karanjin