Regioselective synthesis and anti-inflammatory activity of novel dispiro[pyrazolidine-4,3'-pyrrolidine-2',3"-indoline]-2",3,5-triones
Open Access
- 11 July 2011
- journal article
- research article
- Published by ARKAT USA, Inc. in Arkivoc
- Vol. 2011 (10), 85-98
- https://doi.org/10.3998/ark.5550190.0012.a07
Abstract
Novel dispiro[pyrazolidine-4,3'-pyrrolidine-2',3 ''-indoline]-2 '',3,5-triones 5a-j were obtained regioselectively by 1,3-dipolar cycloaddition reaction of 4-arylidene-1-phenylpyrazolidine-3,5-diones 2a-e as dipolarophiles with non-stabilized azomethine ylides, generated in situ via decarboxylative condensation of isatins 3a,b and sarcosine 4 in dry ethanol. The prepared compounds were screened for their anti-inflammatory activity "at a dose of 10 mg/kg body weight", especially 5d, 5f, 5h, and 5j which reveal remarkable activities relative to indomethacin which was used as a reference standard in this study.Keywords
This publication has 8 references indexed in Scilit:
- A highly atom economic, chemo-, regio- and stereoselective synthesis and evaluation of spiro-pyrrolothiazoles as antitubercular agentsBioorganic & Medicinal Chemistry Letters, 2010
- An atom economic synthesis and antitubercular evaluation of novel spiro-cyclohexanonesBioorganic & Medicinal Chemistry Letters, 2009
- Regioselective synthesis of dispiro[1H-indene-2,3′-pyrrolidine-2′,3″-[3H]indole]-1,2″(1″H)-diones of potential anti-tumor propertiesEuropean Journal of Medicinal Chemistry, 2009
- Novel syntheses of some new 3,4-dihydrospiro{benzimidazo[1,2-a]pyridine-3,3′-indolin}-2′-one derivativesMonatshefte für Chemie / Chemical Monthly, 2008
- Synthesis and Reactions of Some New Spiropyranthiazoline DerivativesPhosphorus, Sulfur, and Silicon and the Related Elements, 2008
- Intramolecular Dipolar Cycloaddition Reactions of Azomethine YlidesChemical Reviews, 2005
- Synthesis of Some New Biologically Active Sulfur Compounds Containing Pyrazolo[3,4-d] pyrimidine MoietyPhosphorus, Sulfur, and Silicon and the Related Elements, 2003
- Theoretical and synthetic approach to novel spiroheterocycles derived from isatin derivatives and L‐proline via 1,3‐dipolar cycloadditionHeteroatom Chemistry, 2003