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2008
Eighth Annual Beckman Scholars Symposium
Thursday
Poster Session - July 27, 2006
Scott
Bresler
Department
of Chemistry
Miami University |
Synthetic
Studies of Several Bioactive, Naturally Occurring Polyacetylenes |
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Various
polyacetylenic compounds, in addition to possessing fascinating chemical
properties, have also been shown to be active in a wide range of biological
systems. Here, the synthesis of 1,3R,8R-trihydroxydec-9-en-4,6-yne,
a Polyacetylenic 12-lipoxygenase inhibitor from Artemisia monosperma,
as well as an outline for the synthesis of its glucoside, are presented.
Furthermore, an attempt of the total synthesis of trideca-3,5,7,9,11-pentayne-1,2-diol,
a naturally occurring pentayne from Microglossa pyrifolia is detailed.
Experimental procedures and spectroscopic data were recorded for each
novel compound synthesized. Although the true configuration of naturally
occurring 1,3R,8R-trihydroxydec-9-en-4,6-yne was not established,
all possible stereoisomers were synthesized and their optical activities
were measured. |
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