Browse > Article
http://dx.doi.org/10.4489/MYCO.2008.36.1.066

Simple Method of Preparation and Characterization of New Antifungal Active Biginelli Type Heterocyclic Compounds  

Pothiraj, C. (Department of Microbiology, VHNSN College)
Velan, A. Senthilkumara (Department of Microbiology, VHNSN College)
Joseph, J. (Department of Chemistry, VHNSN College)
Raman, N. (Department of Chemistry, VHNSN College)
Publication Information
Mycobiology / v.36, no.1, 2008 , pp. 66-69 More about this Journal
Abstract
A simple, efficient and cost effective method is described for the synthesis of Biginelli type heterocyclic compounds of dihydropyrimidinones analogous. They were prepared from a reaction mixture consisting of substituted benzaldehydes, thiourea and ethylacetoacetate using ammonium dihydrogenphosphate as catalyst. The procedure for the preparation of the compounds is environmentally benign and safe which is advantageous in terms of experimentation, catalyst reusability, yields of the products, shorter reaction times and preclusion of toxic solvents. The four new synthesised compounds were tested for their antifungal activity. They have good antifungal activity comparing to the standard (Fluconazole).
Keywords
Antifungal; Biginelli reaction; Dihydropyrimidinones; Ethylacetoacetate; Heterocyclic compounds; Thiourea;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Vaghasia, S. J. and Shah, V. H. 2007. Microwave assisted synthesis and antimicrobial activity of some novel pyrimidine derivatives. J. Serb. Chem. Soc. 72:109-117   DOI   ScienceOn
2 Kumar, D., Mishra, B. G. and Rao, V. S. 2006. An environmentally benign protocol for the synthesis of 3,4-dihydropyrimidin- 2(1H)-ones using solid acid catalysts under solvent free conditions. Indian. J. Chem. 45B:2325-2329
3 Kappe, C. O. 2000. Biologically active dihydropyrimidones of the Biginelli-type - a literature survey. Eur. J. Med. Chem. 35: 1043-1052   DOI   ScienceOn
4 Kumar, S., Saini, A. and Sandhu, J. S. 2005. Cobalt (II) chloride or manganese (II) chloride or tin (II) chloride promoted one pot synthesis of dihydropyrimidin-2(1H)-ones using microwave irradiation. Indian J. Chem. 44B:762-767
5 Kappe, C. O. 1993. 100 years of the Biginelli dihydropyrimidine synthesis. Tetrahedron. 49:6937-6963   DOI   ScienceOn
6 Anjaneyula, Y. and Rao, R. P. 1986. Preparation, characterization and antimicrobial activity studies on some ternary complexes of Cu(II) with acetylacetone and various salicylic acids. Synth. React. Inorg. Met.-Org. Chem. 16:257-272   DOI
7 Kaim, W. and Schwederski, B. 1991. Bioinorganic Chemistry: Inorganic Elements in the Chemistry of Life: An Introduction and Guide, p. 185. Wiley, Sussex
8 Muniz, O. M. and Juaristi, E. 2003. An enantioselective approach to the Biginelli dihydropyrimidinone condensation reaction using CeCl3 and InCl3 in the presence of chiral ligands. ARKIVOC (XI):16-26
9 Reddy, Y. T., Reddy, P. N., Kumar, B. S., Rao, G. V. P. and Rajitha, B. 2006. Bismuth oxide perchlorate catalyzed efficient synthesis of 3,4-dihydropyrimidin-2(1H)-ones:An improved high yielding protocol for the Biginelli reaction. Ind. J. Chem. 44B:1304-1306