Abstract
Tetradecyl ferulate and a new n-alkyl ester of 3-hydroxy-4-methoxy-trans-cinnamate (hexacosanylisoferulate) have been isolated from Cedrelinga catenaeformis Duke (Leguminoseae). The structures were determined by 1D- and 2D-NMR spectroscopy, mass spectrometry, chemical transformations and finally from unambiguous synthesis. This is the first report of long chained cinnamic acid ester derivative from the genus.
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References
R. E. Schultes and R. F. Raffauf, The Healing Forest Medicinal and Toxic plants of Northwest Amazonia, Dioscorides Press, Portland, Oregon, 1990, p. 229.
H. Achenbach, M. Stocker, and M. A. Constenla, Z. Naturforsch., 41c, 164 (1986).
M. Mizuno, T. Tanaka, N. Matsuura, M. Iinuma, and C. Cheih, Phytochemistry, 29, 2738 (1989).
J. Wandji, A. E. Nkengfack, and Z. T. Fomum, J. Nat. Prod., 53, 1425 (1990).
K. Ezaki, M. Satake, T. Kusumi, and H. Kakisawa, Tetrahedron Lett., 32, 2793 (1991).
H. R. El-Seedi, Nat. Prod. Res., 19, 197 (2005).
H. R. El-Seedi, P. A. G. M. De Smet, O. Beck, G. Possnert, and J. G. Bruhn, J. Ethnopharmacol., 101, 238 (2005).
B. Das and A. Kashinatham, Indian J. Chem., 36B, 1077 (1997).
I. A. Pearl and D. L. Beyer, J. Org. Chem., 216 (1951).
Z. T. Fomum, J. F. Ayafor, J. Wandji, W. G. Fomban, and A. E. Nkengfack, Phytochemistry, 25, 757 (1986).
A. M. Balde, M. Claeys, L. A. Pieters, V. Wray, and A. J. Vlietinck, Phytochemistry, 30, 1024 (1991).
P. Malgaard and H. Ravn, Phytochemistry, 27, 2411 (1988).
S. Gibbons, K. T. Mathew, and A. I. Gray, Phytochemistry, 51, 465 (1999).
Z. Jiron, Approaching Optimal Conditions for Running Liquid Adsorption Column Chromatography Using Simple Computational Models. Licentiate Thesis, Department of Chemistry, Organic Chemistry, Royal Institute of Technology: Stockholm, 1996.
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Dedicated to Profs. S. El-Kousy, E. E. A. El-Khrisy, and K. B. G. Torssell on the occasion of their 60th, 65th, and 75th birthdays.
Published in Khimiya Prirodnykh Soedinenii, No. 3, pp. 214–216, May–June, 2007.
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El-Seedi, H.R. New long-chained feruloyl ester from the bark of Cedrelinga catenaeformis . Chem Nat Compd 43, 256–258 (2007). https://doi.org/10.1007/s10600-007-0099-9
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DOI: https://doi.org/10.1007/s10600-007-0099-9