Potent anti-inflammatory and analgesic activities of new derivatives of chalcone, pyridine, pyrazole, and isoxazole incorporated into 5,6,7,8-tetrahydronaphthalene

Hamdy, Nehal A.; Kamel, Gehan M.

doi:10.7123/01.EPJ.0000416046.32749.90

Potent anti-inflammatory and analgesic activities of new derivatives of chalcone, pyridine, pyrazole, and isoxazole incorporated into 5,6,7,8-tetrahydronaphthalene

Authors

10.7123/01.EPJ.0000416046.32749.90

Abstract

Objective
Synthesis of new series of 5,6,7,8-tetrahydronaphthalene derivatives conjugated with chalcone, pyridine, pyrazole and isoxazole functionalities hoping to circumvent the unwanted ulcerogenic and other side effects of the already used nonsteroidal anti-inflammatory drugs.
Background
Most currently used nonsteroidal anti-inflammatory drugs (NSAIDs) suffer from limitation in their therapeutic uses, since they cause gastrointestinal and renal side effects related to inhibition of cyclooxygenase1 (Cox1) in tissues where prostaglandins exert physiological effects.
Methodology
Reaction of 2-acetyl tetralin () with some aromatic aldehydes in the presence of malononitrile yielded 2-amino-3-cyanopyridine derivatives . Condensation of compound with aromatic aldehydes afforded the chalcone derivatives . Then, compound reacted with hydrazine hydrate or phenyl hydrazine and yielded pyrazoline derivatives or , respectively. Also, the reaction of compound with hydroxylamine hydrochloride afforded the isoxazole derivative . Anti-inflammatory properties of the synthesized compounds were evaluated in vivo utilizing formalin induced paw edema method in rats, analgesic activities were tested via both hot plate and writhing methods.
Results
Derivatives and revealed promising results when the anti-inflammatory, analgesic, and ulcerogenic activities of the synthesized compounds were evaluated. All of the compounds induced significant central and peripheral analgesia. The derivatives , , , , , , and showed higher activity than the standard ibuprofen.

Keywords