Synthesis, antimicrobial, and anti-inflammatory activities of acetamido pyrrolyl azoles
- 284 Downloads
The acetamido pyrrolyl oxazoles/thiazoles/imidazoles were prepared and tested for their antimicrobial and anti-inflammatory activities. The nitro substituted acetamido pyrrolyl thiazole (11f) and pyrrolyl imidazole (12f) exhibited promising antibacterial activity against K. pneumoniae. The compound 12f showed good antifungal activity against P. chrysogenum. The methoxy acetamido pyrrolyl oxazole (10c) displayed potential anti-inflammatory activity.
KeywordsPyrrole Oxazole Thiazole Imidazole Antimicrobial activity Anti-inflammatory activity
The authors are grateful to BRNS (Board of Research in Nuclear Sciences) Trombay, Mumbai - 400085 for financial assistance under major research project.
Compliance with ethical standards
Conflict of interest
The authors declare that they have no competing interests.
- Amarnath Reddy L, Chakraborty S, Swapna R, Dinesh B, China Malakondaiah G, Ravikumar M, Kumar A, Srinivas Reddy G, Jyothirmayi N, Dwivedi N, Roy A, Himabindu V, Babu B, Bhattacharya A, Bandichhor R (2010) Synthesis and process optimization of amtolmetin: an antiinflammatory agent. Org Process Res Dev 14:362–368CrossRefGoogle Scholar
- Azoro C (2002) Antibacterial activity of crude aqeous extracts of Azadirachta indica on Salmonella typhi. World J Biotechnol 3:347–357Google Scholar
- Bell FW, Cantrell AS, Hoberg M, Richard Jaskunas S, Gunnar Johansson N, Jordan CL, Kinnick MD, Lind P, Morin Jr JM, Noreen R, Oberg B, Palkowitz JA, Parrish CA, Pranc P, Sahlberg C, Ternansky RJ, Vasileff RT, Vrang L, West SJ, Zhang H, Zhou XX (1995) Phenethylthiazolethiourea (PETT) compounds, a new class of HIV- 1 reverse transcriptase inhibitors. 1. Synthesis and basic structure-activity relationship studies of PETT analogs. J Med Chem 38:4929–4936CrossRefPubMedGoogle Scholar
- Bishnu J, Sunil L, Anuja S (2009) Antibacterial property of different medicinal plants: Ocimum sanctum, Cinnamomum zeylanicum, Xanthoxylum armatum and Origanum majorana. J Sci Eng Technol 5:143–150 Google Scholar
- Boyd RE, Press JB, Royce Rasmussen C, Raffa RB, Codd EE, Connelly CD, Bennett DJ, Kirifides AL, Gardocki JF, Reynolds B, Hortenstein JT, Reitz AB (1999) α2 Adrenoceptor agonists as potential analgesic agents. 1.(Imidazolylmethyl)oxazoles and thiazoles. J Med Chem 42:5064–5071 CrossRefPubMedGoogle Scholar
- Clinical and Laboratory Standards Institute (CLSI) (2006) Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically, approved standard—seventh edition. CLSI document M7-A7, Wayne, PAGoogle Scholar
- Clinical and Laboratory Standards Institute (CLSI) (2008) Reference method for broth dilution antifungal susceptibility testing of yeasts, approved standard—second edition. CLSI document M27-A2, Wayne, PAGoogle Scholar
- Janovska D, Kubikova K, Kokoska L (2003) Screening for antimicrobial activity of some medicinal plants species of traditional chinese medicine. Czech J Food Sci 21:107–110Google Scholar
- Patt WC, Hamilton HW, Taylor MD, Ryan MJ, Taylor Jr DG, Connolly CJC, Doherty AM, Klutchko SR, Sircar I, Steinbaugh BA, Batley BL, Painchaud CA, Rapundalo ST, Michniewicz BM, Olson SC (1992) Structure-activity relationships of a series of 2-amino-4-thiazole-containing renin inhibitors. J Med Chem 35:2562–2572CrossRefPubMedGoogle Scholar
- Unangst PC, Connor DT, Cetenko WA, Sorenson RJ, Kostlan CR, Sircar JC, Wright CD, Schrier DJ, Dyer RD (1994) Synthesis and biological evaluation of 5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]oxazoles, -thiazoles, and -imidazoles: novel dual 5-lipoxygenase and cyclooxygenase inhibitors with antiinflammatory activity. J Med Chem 37:322–328CrossRefPubMedGoogle Scholar