Heptadeca-1,9 -diene-4,6-diyn

The roots of Saposhnikovia divaricata ("Bou-hu" in Japan and "Fang-Feng" in China) have been traditionally used as an antiphlogistic, an antipyretic and an analgesic in China and Japan. We isolated three polyacetylene compounds, i.e., falcarindiol, panaxynol and (8E)-heptadeca-l,8-dien-4,6-diyn-3,10-diol "Fig. (32)", from Saposhnikoviae Radix. As shown in "Fig. (33)", these polyacetylene compounds inhibited the formation of cyclooxygenase products HHT and TXB2dose-dependently in human platelets. 

From the ether-soluble fraction, Takahashi etal. 134, 135) isolated sitosterol-P-D-glucoside, sitosterol, p-elemene (96), eremophilene (97) and a new polyacetylenic alcohol named panaxynol (98), the structure of which was elucidated as heptadeca-l,9(Z)-diene-4,6-diyn-3-ol by degradative and synthetic procedures. It is identical with carotatoxin from carrots 136) and falcarinol from Falcaria vulgaris 137). Recently two other polyacetylenic alcohols, 9,10-epoxy-3-hydroxyheptadeca-l-en-4,6-diyne [(99), panaxydol] 138) and heptadeca-l-en-4,6-diyn-3,9-diol (100) 139) were isolated from Ginseng roots by Wrobel et al. 

E. pallida root essential oil (0.2-2.0%) contains a series of ketoalkynes and ketoalkenes, including tetradeca-8Z-en-11,13-diyn-2-one pentadeca-8Z-en,l l,13-diyn-2-one pentade-ca-8Z,13Z-dien-1 l-yn-2-one pentadeca-8Z, 1 lZ,13i -trien-2-one pentadeca-8Z,l 1 ,13Z-trien-2-one pentadeca-8Z,l lZ-dien-2-one pentadeca-8Z-en-2-one and heptadeca-8Z,... 

Garrod, B., Lewis, B.G. and Coxon, D.T. (1978) C s-heptadeca-l,9-diene-4,6-diyne-3,8-diol, an antifungal polyacetylene from carrot root tissue. Physiol Plant Pathol 13,241-246. 

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