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Stigmasterol from Eichhornia crassipes (Water Hyacinth): Isolation, Characterization and X-ray Structure
Corresponding Author(s) : Keisham S. Singh
Asian Journal of Chemistry,
Vol. 27 No. 8 (2015): Vol 27 Issue 8
Abstract
Chemical investigation of Eichhornia crassipes (water hyacinth) collected from the back waters of Kochin, southern India lead to isolation of an oxygenated sterol, stigmasterol (1). The molecular formula of 1 was determined to be C29H48O by combination of NMR and mass spectroscopic data. The sterol was fully characterized by FTIR, NMR (1H and 13C) and mass spectral data. Solid state structure of the sterol was determined by single crystal X-ray diffraction. The compound crystalizes in the chiral monoclinic space group P21 with a solution optical rotation [a]D = -35° (c 0.16, CHCl3).
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References
S.C.H. Barrett and I.W. Forno, Aquat. Bot., 13, 299 (1982); doi:10.1016/0304-3770(82)90065-1.
(a) S. Dixit and S. Dhote, Environ. Monit. Assess., 169, 367 (2010); doi:10.1007/s10661-009-1179-z; (b) J.S.Weis and P.Weis, Environ. Int., 30, 685 (2004); doi:10.1016/j.envint.2003.11.002.
(a) S.M.M. Shanab, E.A. Shalaby, D.A. Lightfoot and H.A. El-Shemy, Plus One, 5, e13200 (2010); doi:10.1371/journal.pone.0013200; (b) C.C. Liu, G.L. Zhao, Y.N. Li, Z.P. Ding, Q.G. Liu and J.L. Li, Adv. Mater. Res., 156-157, 1372 (2010); doi:10.4028/www.scientific.net/AMR.156-157.1372; (c) H. Ali and N. Lata, Drug Invention Today, 2, 212 (2010).
(a) S. Panda, M. Jafri, A. Kar and B.K. Meheta, Fitoterapia, 80, 123 (2009); doi:10.1016/j.fitote.2008.12.002; (b) T. Ghosh, T.K. Maity and J. Singh, Orient. Pharm. Exp. Med., 11, 41 (2011); doi:10.1007/s13596-011-0001-y.
M.D. Greca, P. Monaco and L. Previtera, Tetrahedron Lett., 47, 7129 (1991); doi:10.1016/S0040-4020(01)96166-6.
M.D. Greca, L. Previtera and A. Zarrelli, Tetrahedron, 65, 8206 (2009); doi:10.1016/j.tet.2009.07.069.
(a) P. Jayanthi, P. Lalitha and K.S. Shubasini, J. Pharm. Res., 3, 1240 (2011); (b) P.C. Goswami, B. Nag, A.K. Sharma and A. Borthakur, Curr. Sci., 52, 806 (1983).
(a) L.J. Farrugia, J. Appl. Cryst., 30, 565 (1997); doi:10.1107/S0021889897003117; (b) Bruker:APEX2 Version 2.1-4, SAINT version 7.34A, SADABS version 2007/4, Bruker AXS Inc, Madison, Wisconsin, USA (2007); (c) A. Altomare, C. Burla, M. Camalli, L. Cascarano, C. Giacovazzo, A. Guagliardi, A.G.G. Moliterni, G. Polidori and R. Spagna, J. Appl. Cryst., 32, 115 (1999); doi:10.1107/S0021889898007717; (d) G.M. Sheldrick, SHELXL-97: Program for the Refinement of Crystal Structures, University of Göttingen, Germany(1997).
K.S. Singh and W.H. Kaminsky, Nat. Prod. Commun., 6, 1237 (2011).