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

Bioorganic & Medicinal Chemistry Letters
2015.0

Abstract

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 3h 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 6.25μg/mL) against both Gram positive bacteria comparable with the reference drug ciprofloxacin (MIC 6.25μg/mL).

Knowledge Graph

Similar Paper

Synthesis and biological evaluation of pyrazolylthiazole carboxylic acids as potent anti-inflammatory–antimicrobial agents
Bioorganic & Medicinal Chemistry Letters 2015.0
Synthesis and biological evaluation of some pyrazole derivatives as anti-inflammatory–antibacterial agents
Medicinal Chemistry Research 2012.0
Synthesis and biological evaluation of some thiazolyl and thiadiazolyl derivatives of 1H-pyrazole as anti-inflammatory antimicrobial agents
European Journal of Medicinal Chemistry 2008.0
Synthesis and pharmacological evaluation of a novel series of 3-aryl-2-(2-substituted-4-methylthiazole-5-yl)thiazolidin-4-one as possible anti-inflammatory and antimicrobial agents
Bioorganic & Medicinal Chemistry Letters 2012.0
Synthesis and biological evaluation of some pyrazolylpyrazolines as anti-inflammatory–antimicrobial agents
European Journal of Medicinal Chemistry 2010.0
Synthesis and anti-inflammatory activity of some pyrazole derivatives
Medicinal Chemistry Research 2012.0
Synthesis and biological evaluation of some 5-arylidene-2-(1,3-thiazol-2-ylimino)-1,3-thiazolidin-4-ones as dual anti-inflammatory/antimicrobial agents
Bioorganic & Medicinal Chemistry 2013.0
Synthesis and anti-inflammatory evaluation of some new acyl-hydrazones bearing 2-aryl-thiazole
European Journal of Medicinal Chemistry 2011.0
Synthesis and biological evaluation of 1,3-diaryl pyrazole derivatives as potential antibacterial and anti-inflammatory agents
Bioorganic & Medicinal Chemistry Letters 2015.0
Synthesis and biological evaluation of some thiazolylpyrazole derivatives as dual anti-inflammatory antimicrobial agents
European Journal of Medicinal Chemistry 2010.0