Synthesis and Evaluation of Anti-inflammatory and Analgesic Activities of a Novel Series of Coumarin Mannich Bases

Abstract

A novel series of coumarinyl Mannich bases (3a-1) have been synthesized by reacting 3-acetyl coumarin (1) with various substituted secondary amines (2a-1) in presence of paraformaldehyde. The structures of the newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR and HRMS (high resolution mass spectral) data. Title compounds were screened for in vivo acute anti-inflammatory activity using the carrageenan-induced rat paw edema assay model. Among the compounds tested, 3-[3-(diethylamino)propanoyl]-2H-chromen-2-one (3a)and 3-[3-(piperidine-1-yl) propanoyl]-2H-chromen-2-one (3c) showed 63.1 and 66.7% inhibition, respectively, as compared to the standard drug diclofenac (CAS 15307-86-5, 68.8%). These potent compounds showed encouraging analgesic andantipyretic activities.

Synthesis and pharmacological evaluation of a novel series of 5-(substituted)aryl-3-(3-coumarinyl)-1-phenyl-2-pyrazolines as novel anti-inflammatory and analgesic agents

“…On this basis, Levai et al [19] have recently described only the synthesis of 1-substituted-5-aryl-3-(3-coumarinyl)-2-pyrazolines by the reaction of (3-coumarinyl)-chalcones and hydrazines. In view of these observations and in continuation of our research programme on the synthesis of heterocyclic compounds [20][21][22][23], we report herein the synthesis of some new 2-pyrazoline derivatives, which have been found to possess an interesting profile of anti-inflammatory, analgesic and antipyretic activities along with significantly less ulcerogenic potential.…”

Antinociceptive properties of new coumarin derivatives bearing substituted 3,4-dihydro-2H-benzothiazines

“…Several coumarin derivatives have been synthesized with diverse biological activities [5-9] especially analgesic/anti-inflammatory activity [10-13]. Recently, the synthesis and anti-inflammatory/analgesic activities of several coumarin derivatives with various substitutions on 3-position of coumarin nucleus have been reported [14-16]. On the other hand, benzothiazine derivatives are also important heterocyclic compounds with wide spectrum of biological activities [17,18].…”

Synthesis and Antibacterial Activity of a New Series of 3‐[3‐(Substituted Phenyl)‐1‐Isonicotinoyl‐1H‐Pyrazol‐5‐yl]‐2H‐Chromen‐2‐one Derivatives

“…The purity of compounds was examined by TLC on silica gel plate using chloroform and methanol (10 : 1) as mobile phase and iodine vapours as visualizing agent. The starting material 3-acetyl coumarin 1 was synthesized by a method reported earlier [21].…”