SYNTHESIS AND BIOLOGICAL EVALUATION OF CHALCONE DERIVATIVES LINKED TRIAZOLES
Abstract
In this work, an attempt was made to synthesize chalcone 3-(Substitutedphenyl)-N-(4H-1, 2, 4-triazol-4-yl) acrylamide by condensation of substituted benzaldehyde with N-(4H-1,2,4-triazol-4-yl) acetamide under basic conditions. A simple condensation reaction of substituted benzaldehyde and N-(4H-1, 2, 4-triazol-4-yl) acetamide using Sodium hydroxide as a base was carried out for the study. The synthesized chalcone derivative was characterized by FTIR, 1H-NMR & 13C-NMR and studied for their Antimicrobial and Antifungal activities and compared with the standard drugs, some compound of the series exhibited promising anti-microbial and anti-fungal activity compared to standard drugs.
Keywords:
Triazole, Chalcone, Antibacterial, Antifungal.DOI
https://doi.org/10.25004/IJPSDR.2011.030412References
Yang HM, Shin HR, Cho SH, Bang SC, Song GY, Ju JH. Structural requirement of chalcones for the inhibitory activity of interleukin-5. Bioorg. Med. Chem. 2007; 15: 104-11.
Svetaz L, Tapia A, Lopez SN, Furlan RLE, Petenatt E, Pioli R. Antifungal Chalcones and New Caffeic Acid Esters from Zuccagnia punctata Acting against Soybean Infecting Fungi. J. Agric. Food. Chem. 2004; 52: 3297-300.
Sortino M, Delgado P, Juarez S, Quiroga J, Abonia R, Insuasty B. Synthesis and antifungal activity of (Z)-5-arylidenerhodanines. Bioorg. Med. Chem. 2007; 15: 484-94.
Dominguez JN, Leon C, Rodrigues J, Gut J, Rosenthal PJ. Synthesis and Evaluation of New Antimalarial Phenylurenyl Chalcone Derivatives. J. Med. Chem. 2005; 48: 3654-8.
Valla A, Valla B, Cartier D, Guillou RL, Labia R, Florent L. New syntheses and potential antimalarial activities of new ‘retinoid-like chalcones. Eur. J. Med. Chem. 2006; 41: 142-6.
Seo WD, Ryu YB, Curtis-Long MJ, Lee CW, Ryu HW, Jang KC. Evaluation of anti-pigmentary effect of synthetic sulfonylamino Chalcone. Eur. J. Med. Chem. 2010, 45, 2010-7.
Heindel ND, Reid JR. 4-Amino-3-mercapto-4H-1,2,4-triazoles and propargyl aldehydes: A new route to 3-R-8-aryl-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazepines. J. Heterocycl. Chem. 1980; 17(5): 1087.
Holla BS, Kalluraya B, Sridhar KR, Drake E, Thomas LM, Bhandary KK, Levine MS. Synthesis, structural characterization, crystallographic analysis and antibacterial properties of some nitrofuryl triazolo[3,4-b]-1,3,4-thiadiazines. Eur. J. Med. Chem. 1994; 29: 301.
Mathew V, Keshavayya J, Vidya VP, Acharya, Reddy BM. Heterocyclic system containing bridgehead nitrogen atom: synthesis and pharmacological activities of some substituted 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles. Eur. J. Med. Chem. 2006; 41: 1048.
The Merck Index, Merck Co. Inc., twelfth ed., USA. 1996.
Haber J. Present status and perspectives on antimycoties with systematic effects. Cas. Lek. Cesk. 2001; 140: 596.
Brucato A, Coppola A, Gianguzza S, Provenzano PM. Triazolam: characteristics of its depressive action. Boll. Soc. Ital. Biol. Sper. 1978; 54: 1051.
Coffen DL, Fryer RI. U.S. Patent, Process for preparing triazolobenzodiazepines. 3,849,434, 1974; Chem. Abstr. 1975; 82: 73044v.
Shiroki M, Tahara T, Araki K. Jap. Patent, 75100096, 1975; Chem. Abstr. 1976; 84: 59588k.
Povelitsa FD, Gural AG. Antibiotiki Moscow 18, 1973, 71; Chem. Abstr. 1973; 78: 93044.
Barry AL. The antimicrobic susceptibility test: principles and practices. Lea & Febiger Philadelphia, 1976; In A. L. Barry (ed.): 163–218.
Cooper KE. Analytical microbiology II. Academic Press Inc. New York, 1972; In F. Kavanagh (ed.): 13–30.
Mallette MF, Norris JR, Ribbons DW. Methods in Microbiology, Academic Press, London, 1969; 1: 521-566.
Alade PI, Irobi ON. Antimicrobial activities of crude leaf extracts of Acalypha wilkesiana. Journal of Ethnopharmacology. 1993; 39(3): 171-174.
Published

