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Isolation of (2S,3R,4S)-4-Hydroxyisoleucine from Trigonella foenum graecum Seeds
Corresponding Author(s) : N. Hari
Asian Journal of Chemistry,
Vol. 26 No. 10 (2014): Vol 26 Issue 10
Abstract
Antidiabetic compositions derived from botanical sources are well known in traditional medicines in India and other parts of the world. Extensive studies have been carried out on screening the compounds isolated from the fenugreek seeds and other parts of the vegetation for their varied activities. One amongst them is an amino acid i.e., 4-hydroxyisoleucine. This molecule has a potential of not only addressing hyperglycemia amongst diabetic patients but also act in a manner to cure hyperlipidemia, diabetic neuropathy and diabetic nephropathy. Many attempts have been made to isolate this amino acid in pure form but none of the methods were seem to be commercially viable since the content of this amino acid is only 0.3 to 0.4 % in the fenugreek seeds. In this study, an attempt was made to develop a method of isolation of pure form of 4- hydroxyisoleucine followed by scale up to yield a level of kilogram quantity. The isolated pure form of 4-hydroxyisoleucine has been subjected to structural characterization.
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- A.R. Gupta and B. Lal, J. Assoc. Physicians India, 49, 1057 (2001).
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- D. Sergent, Q. Wang, N.A. Sasaki and J. Ouazzani, Bioorg. Med. Chem. Lett., 18, 4332 (2008); doi:10.1016/j.bmcl.2008.06.081.
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References
A.R. Gupta and B. Lal, J. Assoc. Physicians India, 49, 1057 (2001).
C. Kulkarni, S.L. Bodhankar, A.E. Ghule, V. Mohan and P.A. Thakurdesai, Diabetol. Croat., 41, 29 (2012).
S. Arora, S. L. Bodhank, V. Mohan and P. A. Thakurd, Int. J. Pharmacology., 8, 321 (2012); doi:10.3923/ijp.2012.321.332.
M. Ikeuchi, K. Yamaguchi, T. Koyama, Y. Sono and K. Yazawa, . Nutr. Sci. Vitamnol. (Tokyo), 52, 287 (2006); doi:10.3177/jnsv.52.287.
A. Mitra and D. Bhattacharya, Int. J. Food Safety, 8, 49 (2006).
Y. Sauvaire and G. Ribes, US Patent No. 5470879 (1995).
N. Jaiswal, C.K. Maurya, K. Venkateswarlu, P. Sukanya, A.K. Srivastava, T. Narender and A.K. Tamrakar, Eur. J. Nutr., 51, 893 (2012);
doi:10.1007/s00394-012-0374-9.
S. Shah, S.L. Bodhankar, R. Bhonde and V. Mohan, Int. J. Diabet. Metab., 14, 104 (2006).
D. Sergent, Q. Wang, N.A. Sasaki and J. Ouazzani, Bioorg. Med. Chem. Lett., 18, 4332 (2008); doi:10.1016/j.bmcl.2008.06.081.
G. Kumaraswamy, N. Jayaprakash and B. Sridhar, J. Org. Chem., 75, 2745 (2010); doi:10.1021/jo100233u.
Y. Sauvaire, P. Petit, C. Broca, M. Manteghetti, Y. Baissac, J. Fernandez-Alvarez, R. Gross, M. Roye, A. Leconte, R. Gomis and G. Ribes, Diabetes, 47, 206 (1998); doi:10.2337/diab.47.2.206.