GLUCOSIDES OF 2,5-DIHYDROXYBENZYL ALCOHOL FROM HOMALIUM-LONGIFOLIUM

The stems and leaves of Homalium longifolium have yielded eight novel glucosides based on a 2-(beta-glucopyranosyloxy)-5-hydroxybenzyl alcoh ol skeleton. These have been characterized as 2-(beta-glucopyranosylox y) {2-[(2-oxo-2-phenyl)ethyl]benzoyl}-5-hydroxybenzyl alcohol, (6-benz oyl-beta-glucopyranosyloxy)-7-[{2-(2-oxo-2- phenyl)ethyl]benzoyl}-5-hy droxybenzyl alcohol, -6-benzoyl-beta-glucopyranosyloxy)-5-hydroxybenzy l alcohol, -dibenzoyl-beta-glucopyranosyloxy)-5-hydroxybenzyl alcohol, (rel)-2-(6-benzoyl-beta-glucopyranosyloxy)-7-(1 alpha, 2 alpha, 6 -tr ihydroxy-5-oxocyclohex-3-enoyl)-5-hydroxybenzyl alcohol, (rel)-2-(6-be nzoyl-beta-glucopyranosyloxy)-7-(6 alpha-benzoyloxy-1 alpha, 2 a-dihyd roxy-5-oxocyclohex-3-enoyl)-5-hydroxybenzyl alcohol, rel)-2-(4,6-diben zoyl-beta-glucopyranosyloxy)-7-(1 alpha, 2 alpha, 6 -trihydroxy-5-oxoc yclohex-3-enoyl)-5-hydroxybenzyl alcohol and rel)-2-(4,6-dibenzoyl-bet a-glucopyranosyloxy)-7-(6 alpha-benzoyloxy-1 alpha, 2 alpha- dihydroxy -5-oxocyclohex-3-enoyl)-5-hydroxybenzyl alcohol. All compounds were ch aracterized primarily by extensive use of 2D homonuclear and heteronuc lear NMR experiments.