Acta Cryst. (2004). E60, o334-o336  [ doi:10.1107/S1600536804002181 ]

A peracetylated glucosyl ester of kaurenic acid

A. J. Mora, G. E. Delgado, G. B. M. Vaughan, P. Martin, T. Visbal and A. Usubillaga

Abstract: The crystal structure of a peracetylated glucosyl ester of kaurenic acid, (4)-kaur-16-en-18-carbonyl 2,3,4,6-tetra-O-acetyl--D-glucopyranoside, C₃₄H₄₈O₁₁, is reported. The synchrotron X-ray diffraction experiment showed that the glucosyl moiety adopts an -perpendicular orientation with respect to the plane of the kaurenic acid. This conformation would allow the sugar hydroxyl groups, one unprotected, to interact with solvent or with biological membranes, enhancing its in vitro activity against murine melanoma in mice.

Online 7 February 2004

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