Constituents of the Zingiberaceae. XI. Structures of (+)-(1R,2S,3R,4S)-2-Benzoyloxymethylcyclohex-5-ene-1,2,3,4-tetrol 4-benzoate [(+)-Zeylenol] and (+)-(1R,2R,4R,5S,6R,7R)-4-Benzoyloxymethyl-3,8-dioxatricyclo-[5.1.0.02,4]octane-5,6-diol 5-Acetate 6-Benzoate (Boesenboxide) Isolated From a New Boesenbergia Species

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Abstract
A new Boesenbergia species (Zingiberaceae) has been found to contain (+)- (1R,2S,3R,4S)-2-benzoyloxymethylcyclohex-5-ene-1,2,3,4-terol 4-benzoate [(+)-zeylenol] (2) and the crotepoxide-related substance, (+)-(1R,2R,4R,5S,6R,7R R)-4-benzoyloxymethyl-3,8-dioxatricyclo[5.1.0.02,4]octane-5,6-diol 5-acetate 6-benzoate (boesenboxide) (8). The structure (8) was determined by spectroscopic, chemical, and X-ray crystallographic studies. Boesenboxide forms monoclinic crystals P21, a 12.cntdot.722(2), b 5 .cntdot. 230(1), c 16.cntdot.139(3) .ANG., .beta. 106 .cntdot. 57(1).degree.; the crystal structure was refined to a residual of 0.cntdot.029 for 1281 independent observed reflections.