Phloroglucinol Derivatives from Leaves of Bosistoa pentacocca.

Abstract Leaves from four collections of Bosistoa pentacocca , two of the variety connaricarpa and one each of the type variety and var. dryanderensis , have been examined. In each, the major metabolite isolated was characterized as 2-(3,7-dimethyloct-2.5-dienyl)-6-(3-methylbut-2-enyl)phloroglucinol-1-acetate (trivial name pentacoccol). Four other pentacoccol derivatives were obtained as minor components, pentacoccol-5-methyl ether(from var. pentacocca and var. dryanderesis , 2,2-dimethyl-3ξ, 7-dihydroxy-5-acetoxy-6-(3,7-dimethyloct-2,5-dienyl-3,4-dihydrobenzo-[2 H ]-pyran (3′-hydroxydihydropyranopentacoccol from var. connaricarpa ), 2′-(1 -hydroxy-1-methylethyl)-4-acetoxy-5-(3,7-dimethyloct-2,5-dienyl)-6-hydroxybenzo-[2 H ]-furan (2′-(1-hydroxyosopropyl) furanopentacoccol from var. pentacocca and 4-acetoxy-5-(3,7-dimethyloct-2,5-dienyl)-6-hydroxybenzo-[2 H ]-furan (furanopentacoccol from var. dryanderensis . All compounds were identified on the basis of their spectroscopic data. © 1997 Elsevier Science Ltd. All rights reserved