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Synthesis and evaluation of the antiinflammatory activity of N-[2-(3,5-di-tert-butyl-4-hydroxyphenyl)-4-oxo-thiazolidin-3-yl]-nicotinamide.

Abstract
A new molecule incorporating nicotinoyl moiety, thiazolidin-4-one ring and 3,5-di-tert-butyl-4-hydroxyphenyl group (a potent antioxidant moiety) was synthesized and evaluated for anti-inflammatory activity in acute as well as chronic phase models of inflammation. The compound exhibited significant anti-inflammatory activity in three experimental models of inflammation, comparable to the positive control drug, ibuprofen (CAS 15687-27-1). It is suggested that besides the hypolipidemic and anti-oxidant potential of the molecule, its anti-inflammatory action could possibly act as an additional mechanism of its hypothesized anti-atherosclerotic activity.
AuthorsRajiv Kalia, Chamallamudi Mallikarjuna Rao, Nampurath Gopalan Kutty
JournalArzneimittel-Forschung (Arzneimittelforschung) Vol. 57 Issue 9 Pg. 616-22 ( 2007) ISSN: 0004-4172 [Print] Germany
PMID17966761 (Publication Type: Journal Article)
Chemical References
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antioxidants
  • Indicators and Reagents
  • N-(2-(3,5-di-tert-butyl-4-hydroxyphenyl)-4-oxo-thiazolidin-3-yl)-nicotinamide
  • Niacinamide
  • Copper
  • Carrageenan
  • Aspartate Aminotransferases
  • Alanine Transaminase
  • Ibuprofen
Topics
  • Alanine Transaminase (blood)
  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal (chemical synthesis, pharmacology, toxicity)
  • Antioxidants (chemical synthesis, pharmacology)
  • Arthritis, Experimental (drug therapy, pathology)
  • Aspartate Aminotransferases (blood)
  • Atherosclerosis (prevention & control)
  • Carrageenan
  • Copper (blood)
  • Dose-Response Relationship, Drug
  • Drug Evaluation, Preclinical
  • Edema (chemically induced, drug therapy, pathology)
  • Granuloma (chemically induced, drug therapy, pathology)
  • Ibuprofen (therapeutic use)
  • Indicators and Reagents
  • Inflammation (chemically induced, drug therapy)
  • Male
  • Niacinamide (analogs & derivatives, chemical synthesis, pharmacology)
  • Rats
  • Rats, Wistar

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