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Phytochemical Studies on the Stem Bark of Couroupita guianensis Aubl.
Corresponding Author(s) : C.M. Hasan
Asian Journal of Chemistry,
Vol. 25 No. 8 (2013): Vol 25 Issue 8
Abstract
From the phytochemical investigation of the stem bark of Couroupita guianensis Aubl (Lecythidaceae) a total of ten compounds have been isolated. An unusual polyketide, an alkaloid, two triterpene caffeates, one diunsaturated ketosteroid, three triterpenes, one phenolic compound and a steroid have been isolated from the stem bark of Couroupita guianensis Aubl. The structures of these compounds were elucidated as cis-4-hydroxymellein (1), tryptanthrin (2), betulin-3b-caffeate (3), lupeol caffeate (4), stigmasta-4,22-dien-3-one (5), betulin (6), b-amyrin (7), lupeol (8), methyl gallate (9), stigmasterol (10) by 1H NMR spectra and confirmed by comparison with previously reported values. The polyketide, cis-4-hydroxymellein is the first report from this family as well as lupeol caffeate and stigmasta-4,22-dien-3-one are also the first\ reports from this plant.
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References
A. Takhtajan, Diversity and Classification of Flowering Plants, Columbia University Press, New York, pp. 1-6 (1997).
http://en.wikipedia.org/wiki/Couroupita_guianensis
M.M.G. Pinheiro, S.O. Bessa, C.E. Fingolo, R.M. Kuster, M.E. Matheus, F.S. Menezes and P.D. Fernandes, J. Ethnopharmacol., 127, 407 (2010).
M. Ana, C. Enma, M. Andres, D. Herminia and E. Ramon, J. Nat. Prod. Res., 26, 314 (2012).
S.S. Wankhede, M. Gambhire and A. Juvekar, Pharmacologyonline, 999 (2009).
A.S.R. Anjaneyulu and S.S. Rao, Indian J. Chem., 37B, 382 (1998).
A.K. Sen, S.B. Mahato and N.L. Dutta, Tetrahedron Lett., 7, 609 (1974).
J. Bergman, J.O. Lindstroem and U. Tilstam, Tetrahedron, 41, 2879 (1985).
S.W. Pelletier, H.P. Chokski and H.K. Desai, J. Nat. Prod., 49, 892 (1986).
K.N. Asha, R. Chowdhury, C.M. Hasan and M.A. Rashid, Acta Pharm., 54, 57 (2004).
J.K. Son, J.G. Park and Y. Jahng, Heterocycl. Commun., 9, 621 (2003).
B. Chen, H. Duan and Y. Takaishi, Phytochemistry, 51, 683 (1999).
N. Alvarenga and E.A. Ferro, Fitoterapia, 71, 719 (2000).
Y.C. Chang, F.R. Chang and Y.C. Wu, J. Chin. Chem. Soc., 47, 373 (2000).
D.K. Kim, Y. Nam, J.W. Kim, T.Y. Shin and J.P. Lim, Arch. Pharm. Res., 25, 617 (2002).
M.M. Hasan, S.W. Ahmed, I. Azhar and H. Bano, J. Basic Appl. Sci., 17 (2010).
Y. Aratanechemuge, H. Hibasami, K. Sanpin, H. Katsuzaki, K. Kunio and T. Komiya, Oncol. Rep., 11, 289 (2004).
S.E. Choi, J.H. Yoon, H.K. Choi and M.W. Lee, Chem. Nat. Comp., 45, 893 (2009).
U.U. Pateh, A.K. Haruna, M. Garba, I. Iliya, I.M. Sule, M.S. Abubakar and A.A. Ambi, Nig. J. Pharm. Sci., 7, 19 (2000)