Stereochemistry of a triterpenoid trisaccharide from Centella asiatica. X-Ray determination of the structure of asiaticoside

Abstract
The molecular geometry of asiaticoside (1), a trisaccharide triterpene isolated from Centella asiatica, has been determined by a single-crystal X-ray analysis. The glycoside, C48H78O19, is prismatic with space group monoclinic, C2 and lattice constants a= 41.46 (1), b= 7.563 (4), c= 17.988 (5)Å, β= 99.66(5)°, cell volume V= 5 602.3 Å3, and Z= 4. Diffractometer intensity measurements were made with Cu-Kα radiation and least-squares adjustment of the atomic parameters converged to a final R value of 0.073. 13C N.m.r. and f.a.b.-m.s. are satisfactorily interpreted within terms of the structure.

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