Synthesis, In Vivo Anti-Inflammatory Activity, and Molecular Docking Studies of New Isatin Derivatives. (14th February 2016)

• Record Type: Journal Article
• Authors: Jarapula, Ravi; Gangarapu, Kiran; Manda, Sarangapani; Rekulapally, Sriram
• Other Names: El-Subbagh Hussein Academic Editor.
• Is Part Of: International journal of medicinal chemistry. Volume 2016(2016)
• Publication Date: 2016-02-14
• Subjects: Pharmaceutical chemistry -- Periodicals; Chemistry, Pharmaceutical; Pharmaceutical chemistry; Periodicals; 615.19
• DOI: 10.1155/2016/2181027
• Languages: English
• ISSNs: 2090-2069

Abstract

Abstract : A novel synthesis of 2-hydroxy-N′-(2-oxoindolin-3-ylidene) benzohydrazide derivatives was synthesized by the condensation of 2-hydroxybenzohydrazide with substituted isatins. The synthesized compounds were characterized by FT-IR, 1 H-NMR, and mass spectral data. Further, the compounds were screened for in vivo anti-inflammatory activity by carrageenan induced paw edema method. The tested compounds have shown mild-to-moderate anti-inflammatory activity. The compoundsVIIc andVIId exhibited 65% and 63% of paw edema reduction, respectively. The molecular docking studies were also carried out into the active site of COX-1 and COX-2 enzymes (PDB ID: 3N8Y, 3LN1, resp.) using VLife MDS 4.3. The compoundsVIIc, VIId, andVIIf exhibited good docking scores of −57.27, −62.02, and −58.18 onto the active site of COX-2 and least dock scores of −8.03, −9.17, and −8.94 on COX-1 enzymes and were comparable with standard COX-2 inhibitor celecoxib. A significant correlation was observed between the in silico and the in vivo studies. The anti-inflammatory and docking results highlight the fact that the synthesized compoundsVIIc, VIId, andVIIf could be considered as possible hit as therapeutic agents.