Abstract
The CHCl 3 extract of the bark of Garcinia speciosa contained four 17,14-friedolanostanes and five lanostanes as well as friedelin and common plant constituents. The friedolanostanes were the previously known methyl ester of (24 E)-3α,23α-dihydroxy-17,14-friedolanostan-8,14,24-trien-26-oic acid and the methyl esters of three hitherto unknown acids, 3α-hydroxy-16α,23α-epoxy-17,14-friedolanostan-8,14,24-trien-26-oic acid, 3α,23α-dihydroxy-8α,9α-epoxy-17,14-friedolanostan-15-oxo-24-en-26-oic acid and 3α,23α-dihydroxy-17,14-friedolanostan-15-oxo-8(14),24-dien-26-oic acid. New lanostanes were 3β,9α-dihydroxylanost-24-en-26-al and the methyl ester of 3β-hydroxy-23-oxo-9,16-lanostadien-26-oic acid. Structures were established by analysis of spectroscopic data. In the case of the lanostanes the previously unassigned C-25 stereochemistry was shown to be 25 R by X-ray analysis of 3β-hydroxy-23-oxo-9,16-lanostadien-26-oic acid. In the case of the friedolanostanes the configuration at C-23 was established as 23 R, identical with the absolute configuration at C-23 of mariesiic acids A and B.
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