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Antifungal Properties of Phenyl Fatty Hydroxamic Acids and Their Copper Complexes Synthesized Based on Canola and Palm Kernel Oils
Corresponding Author(s) : Md Jelas Haron
Asian Journal of Chemistry,
Vol. 25 No. 8 (2013): Vol 25 Issue 8
Abstract
Phenyl fatty hydroxamic acids (PFHAs) were synthesized by phenyl hydroxylaminolysis of canola or palm kernel oils using lipozyme TL IM as catalyst. Copper complexes of phenyl fatty hydroxamic acids (copper phenyl fatty hydroxamate (Cu-PFHs)) acids were prepared by stirring the phenyl fatty hydroxamic acids which were dissolved in hexane and copper(II) nitrate solution. The antifungal properties of phenyl fatty hydroxamic acids and its copper(II) complex Cu-PFHs based on canola and palm kernel oils were separately investigated against Candida parapsilosis, Candida albicans and Aspergillus fumigatus by the disc diffusion method using Mueller-Hinton agar. The results showed that antifungal activity of Cu-PFHs is higher than phenyl fatty hydroxamic acids do and also the activity of phenyl fatty hydroxamic acids and Cu-PFHs increase while their concentrations increase. The antifungal activity of phenyl fatty hydroxamic acids and Cu-PFHs are significantly higher than nystatin while use against the A. fumigatus, C. parapsilosis and C. albicans and also are significantly higher than ketoconazole while use against the A. fumigatus.
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- B.R. Byers, M.V. Powell and C.E. Lankford, J. Bacteriol., 93, 286 (1967).
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References
B.R. Byers, M.V. Powell and C.E. Lankford, J. Bacteriol., 93, 286 (1967).
J. Holms, K. Mast, P. Marcotte, I. Elmore, J. Li, L. Pease, K. Glaser, D. Morgan, M. Michaelides and S. Davidsen, Bioorg. Med. Chem. Lett., 11, 2907 (2001).
A. Tsafack, J. Golenser, J. Libman, A. Shanzer and Z.I. Cabantchik, Mol. Pharmacol., 47, 403 (1995).
G.A. Snow, Bacteriol. Rev., 34, 99 (1970).
C. Xue, X. He, L.R. Corbett, J. Roderick, R.Z. Wasserman, R. Liu, D.B. Jaffee, B.M. Covington, M. Qian, M.J. Trzaskos, C.R. Newton, LR. Magolda, R.R. Wexler and P.C. Decicco, J. Med. Chem., 44, 3351
(2001).
C. Apfel, D.W. Banner, D. Bur, M. Dietz, T. Hirata, C. Hubschwerlen, H. Locher, M.G.P. Page, W. Pirson, G. Rossé and J. Specklin, J. Med. Chem., 43, 2324 (2000).
W.F. Dudman, Appl. Microbiol., 11, 362 (1963).
M.J. Rao, B. Sethuram and T.N. Rao, J. Inorg. Biochem., 24, 155 (1985).
M.J. Rao, J. Inorg. Biochem., 46, 207 (1992).
H.R. Bravo and W. Lazo, Phytochemistry, 33, 569 (1993).
H.R. Bravo and W. Lazo, J. Agric. Food Chem., 44, 1569 (1996).
H. Agarwal, O.P. Agarwal, R. Karnawat and I.K.P.S. Sharma, Int. J. Appl. Biol. Pharm. Technol., 1, 1293 (2010).
A.I. Vogel,A.R. Tatchell, B.S. Furnis,A.J. Hannaford and P.W.G. Smith, Text Book of Practical Organic Chemistry, Longman; London and New York, p. 722 (1978).
H. Jahangirian, M.J. Haron, S. Silong and N.A. Yusof, J. Oleo Sci., 60, 281 (2011).
D.L. Pavia, G.M. Lampman and G.S. Kriz, Introduction to Spectroscopy, Tomson Learning Inc.: Washington, USA, edn. 3, p. 71 (2001).
D. Suhendra, W.M.Z. Wan Yunus, M.J. Haron, M. Basri and S. Silong, J. Oleo Sci., 54, 33 (2005).
H. Jahangirian, M.J. Haron, S. Silong and N.A. Yusof, Asian J. Chem., 23, 3371 (2011).
M.S.F. Lie, K. Jie, M.K. Pasha and M.S. Alam, Lipids, 32, 1041 (1997).
M.S.F. Lie and K. Jie, Eur. J. Lipid Sci. Technol., 103, 628 (2001).
Y. Takenaka, T. Kiyosu, J. Choi, T. Sakakura and H. Yasuda, Green Chem., 11, 1385 (2009).