Synthesis of some newer analogues of substituted dibenzoyl phenol as potent anti-inflammatory agents

• Published in: Bioorganic & medicinal chemistry letters Vol. 14; no. 21; pp. 5351 - 5355
• Main Authors: KHANUM, Shaukath Ara, VENU, T. D, SHASHIKANTH, Sheena, FIRDOUSE, Aiysha
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier 01-11-2004
• Subjects: Animals; Anti-Inflammatory Agents, Non-Steroidal - chemical synthesis; Anti-Inflammatory Agents, Non-Steroidal - pharmacology; Anti-Inflammatory Agents, Non-Steroidal - toxicity; Benzoates - chemical synthesis; Benzoates - pharmacology; Benzoates - toxicity; Biological and medical sciences; Bones, joints and connective tissue. Antiinflammatory agents; Cyclooxygenase Inhibitors - chemical synthesis; Cyclooxygenase Inhibitors - pharmacology; Cyclooxygenase Inhibitors - toxicity; In Vitro Techniques; Lethal Dose 50; Magnetic Resonance Spectroscopy; Mass Spectrometry; Medical sciences; Mice; Pharmacology. Drug treatments; Phenols - chemical synthesis; Phenols - pharmacology; Phenols - toxicity; Rats; Structure-Activity Relationship; Ulcer - chemically induced; Phenols; Ketophenols; Structure activity relation; Chemical synthesis; Antiinflammatory agent; Benzene derivatives
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2004.08.014

Benzoylation of hydroxybenzophenones 1a-f affords substituted benzoyl phenyl benzoates 3a-f, which on Fries rearrangement using microwave irradiation led to a facile synthesis of solely dibenzoyl phenols 4a-f in excellent yield. The newly synthesized compounds were screened for their anti-inflammatory activity and were compared with standard drugs. Out of the compounds studied, the compound 4e showed more potent activity than the standard drugs at all doses tested.