Synthesis and biological evaluation of pyrazolylthiazole carboxylic acids as potent anti-inflammatory-antimicrobial agents

Current Letter presents design, synthesis and biological evaluation of a novel series of pyrazolylthiazole carboxylates 1a-1p and corresponding acid derivatives 2a-2p. All 32 novel compounds were tested for their in vivo anti-inflammatory activity by carrageenan-induced rat paw edema method as well as for in vitro antimicrobial activity. All the tested compounds exhibited excellent AI activity profile. Three compounds 1p (R = Cl, R-1 = Cl), 2c (R = H, R-1 = F) and 2n (R = Cl, R-1 = OCH3) were identified as potent anti-inflammatory agents exhibiting edema inhibition of 93.06-89.59% which is comparable to the reference drug indomethacin (91.32%) after 3 h of carrageenan injection while most of the other compounds displayed inhibition >= 80%. In addition, pyrazolylthiazole carboxylic acids (2a-2p) also showed good antimicrobial profile. Compound 2h (R = OCH3, R-1 = Cl) showed excellent antimicrobial activity (MIC 6.25 mu g/mL) against both Gram positive bacteria comparable with the reference drug ciprofloxacin (MIC 6.25 mu g/mL). (C) 2015 Elsevier Ltd. All rights reserved.