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SYNTHESIS OF SUBSTITUTED FLUORO INDOLE DERIVATIVES AS ANTI-INFLAMMATORY AGENTS

Journal Name:

  • Advance Research in Pharmaceuticals and Biologicals

Publication Year:

  • 2013

Key Words:

Author Name
Abstract (2. Language): 
The indole unit is the core structure in a number of natural products. Many indole derivatives are known to exhibit a wide range of biological activity. In the present study, attention has been paid to the synthesis of hetero-cyclic compounds bearing a fluoro indole moiety. 3-Chloro-4-fluoro-benzenediazonium chloride was synthesized in good yield by diazotization of fluoro chloro aniline in presence of sodium nitrite and conc. HCl. 3-Chloro-4-fluorobenzenediazonium chloride was then treated with 2-Benzyl-3-oxo-butyric acid ethyl ester, sodium acetate and ethanol to give 3-[(3-Chloro-4-fluoro-phenyl)-hydrazono]-4-phenyl-butan-2-one which was then cyclized to get 1-(6-Chloro-5- fluoro-3-phenyl-1H-indol-2-yl)-ethanone (7). Five compounds (7, 9d,9f, 9i and 9j) were evaluated for anti- inflammatory activity using bovine serum albumin denaturation (in vitro) model. Among them 9d and 9f demonstrated good antiinflammatory activity. Here it shows that the synthesized compound possessing electron withdrawing group at ortho or para position showed better anti-inflammatory activity.
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