Abstract
The following novel ketones of the extended tricyclic terpane series (cleistanthane skeleton) were identified in the ketone fraction of a Permian tasmanite bitumen from Tasmania, Australia by HRGC—MS—C and HRGC—MS—MS—C—SRM:C 20; the C 23 13,14-stereoisomers ββ, αβ, βα, αα; the C 28 and C 33 diastereomers R/S βα and R/S αα; and higher homologs in lower relative abundance. These tricyclic terpane ketones may be derived from oxidation of the side chain of a tricyclooctaisoprene. The proposed biological precursor for these series is tricyclooctaprenol (C 40), derived from cyclization of octaprenol in the tasmanites algae.
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