Polyacetylene compounds from panax ginseng C. A.meyer

Abstract

Four polyacetylene compounds, heptadeca-1,9-dien-4,6-diyn-3-ol (A-1), heptadeca-1-en-4,6-diyn-9,10-epoxy-3-ol(B-1), heptadeca-1,8-dien-4,6-diyn-3,10-diol (C-1) and heptadeca-1,16-dien-4,6-diyn-9,10-epoxy-3-ol, were isolated from Panax ginseng C. A. Meyer and identified by various spectral data. Epoxy groups in B-1 and D-1 polyacetylene compounds were hydrolyzed to yield corresponding diols. When A-1, B-1, D-1 polyacetylene compounds were irradiated with 300 nm UV light, allylic hydroxyl groups were oxidized to carbonyl group yielding heptadeca-1,9-dien-4,6-diyn-3-one, heptadeca-1-en-4,6-diyn-9,10-epoxy-3-one and heptadeca-1,16-dien-4,6-diyn-9,10-epoxy-3-one. Polyacetylene B-1 and D-1 compounds were synthesized and identified by various spectral data. The spectral data of synthesized and natural polyacetylenes were in good agreement.