In a search for new leads towards potent antifungal agents against candidiasis, a series of novel (2E)-ethyl-2(2-(2,4-dinitrophenyl)hydrazono)-4-(naphthalen-2-yl)-6-arylcyclohex-3-ene carboxylates 17–24 is synthesized and characterized by their physical and analytical data. In vitro microbiological evaluations for all the newly synthesized compounds against clinically isolated Candida sp. are carried out, and their structure-activity effect is discussed.
Similar content being viewed by others
References
S. Arctander, Perfume and flavour chemicals (Aroma chemicals), Published by the Author, Monclair, NJ, USA (1969).
S. Sevim Rollas and Guniz Kucukguzel, Molecules, 12, 1910 (2007).
A. Nayyar and R. Jain, Curr. Med. Chem., 12, 1873 (2005).
T. Scior and S. J. Garcés-Eisele, Curr. Med. Chem., 13, 2205 (2006).
Y. Janin, Bioorg. Med. Chem., 15, 2479 (2007).
J. R. Dimmock, S. C. Vashishtha, and J. P. Stables, Eur. J. Med. Chem., 35, 241 (2000).
N. Ergenc and N. S. Gunay, Eur. J. Med. Chem., 33, 143 (1998).
A. R. Todeschini, A. L. Miranda, C. M. Silva, et al., Eur. J. Med. Chem., 33, 189 (1998).
P. C. Lima, L. M. Lima, K. C. Silva, et al., Eur. J. Med. Chem., 35, 187 (2000).
A. G. M. Fraga, C. R. Rodrigues, A. L. P. Miranda, et al., Eur. J. Pharm. Sci., 11, 285 (2000).
A. Walcourt, M. Loyevsky, D. B. Lovejoy, et al. Int. J. Biochem. Cell. Biol., 36, 401 (2004).
S. G. Kucukguzel, S. Rollas, H. Erdeniz, and M. Kiraz, Eur. J. Med. Chem., 34, 153 (1999).
A. G. Silva, G. Zapata-Suto, A. E. Kummerle, et al., Bioorg. Med. Chem., 13, 3431 (2005).
J. Pandey, R. Pal, A. Dwivedi, and K. Hajela, Arzneimittelforschung, 52, 39 (2002).
M. Gopalakrishnan, H. Manikandan, P. Sureshkumar, et al., J. Korean Chem. Soc., 51, 356 (2007).
M. Gopalakrishnan, J. Thanusu, and V. Kanagarajan, J. Korean Chem. Soc., 52, 523 (2008).
M. Gopalakrishnan, J. Thanusu, and V. Kanagarajan, J. Korean Chem. Soc. , 52, 47 (2008).
M. Gopalakrishnan, P. Sureshkumar, J. Thanusu, and V. Kanagarajan, J. Sulfur Chem., 28, 383 (2007).
M. Gopalakrishnan, J. Thanusu, V. Kanagarajan, and R. Govindaraju, J. Enz. Inhib. Med. Chem., 24, 406 (2009).
M. Gopalakrishnan, J. Thanusu, and V. Kanagarajan, Med. Chem. Res., 16, 392 (2007).
W. Guthrie and X. P. Wang, Can. J. Chem., 69, 339 (1991).
M. Balasubramanian and A. D’souza, Tetrahedron, 24, 5399 (1968).
M. H. Dhar, M. M. Dhar, B. N. Dhawan, et al., Indian J. Exp. Biol., 6, 238 (1968).
C. A. Lipinski, F. Lombardo, B. W. Dominy, and P. J. Feeney, Adv. Drug. Deliver. Rev. 23, 3 (1997).
S. Purser, P. R. Moore, S. Swallow, and V. Gouverneur, Chem. Soc. Rev., 37, 320 (2008).
Acknowledgements
The authors are thankful to NMR Research Centre, Indian Institute of Science, Bangalore for recording spectra. One of the authors, V. Kanagarajan, is grateful to the Council of Scientific and Industrial Research (CSIR), New Delhi, Republic of India for providing financial support in the form of a CSIR-Senior Research Fellowship (SRF) in Organic Chemistry.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Kanagarajan, V., Gopalakrishnan, M. Synthesis and anticandidiasis activity of novel (2E)-ethyl-2-(2-(2,4-dinitrophenyl)hydrazono)-4(naphthalen-2-yl)-6-arylcyclohex-3-ene carboxylates. Pharm Chem J 44, 228–235 (2010). https://doi.org/10.1007/s11094-010-0437-2
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11094-010-0437-2