ScienceAsia 3 (1977): 014-026 |doi: 10.2306/scienceasia1513-1874.1977.03.014

CONSTITUENTS OF CLINACANTHUS NUTANS AND THE CRYSTAL STRUCTURE OF LUP-20(29)-ENE-3-ONE

PIMCHIT DAMPAWAN,^a CHARUS HUNTRAKUL,^a VICHAI REUTRAKUL,^a COLIN L. RASTON^b and ALLAN H. WHITE^b

Summary: Lupeol and "-sitosterol" have been isolated from the stems of Clinacanthus nutans( Burn) Lindau (C. siamensis Bremek.) The crystal structure of lup-20(29)-ene-3-one, prepared by oxidation of lupeol, has been determined by X-ray diffraction at 295 K and refined by least squares to a residual of 0.075 for 1507 "observed" reflections. Crystals are orthorhombic P2₁2₁2₁, a=17.318(9), b=13.999(7), c=10.602(4)A, Z=4. The geometry of the polycyclic skeleton is closely akin to those previously reported for methyl melateucate iodoacetate and 3--acetoxy-20-hydroxylupane.

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a Department of Chemistry, Faculty of Science, Mahidol University, Bangkok, Thailand
b School of Chemistry, The University of Western Australia, Nedlands, W.A. 6009, Australia

Received 6 January 1977