Lanostanes and friedolanostanes from the bark of Garcinia speciosa

• Type: Article in International Scientific Journal
• Date: 2004

Authors

Vieira, L.M.M . (Author) ICBAS; Kijjoa, A. (Author) ICBAS; Silva, A.M.S. (Author) Other; Mondranondra, I.-O. (Author) Other; Kengthong, S. (Author) Other; Gales, L. (Author) ICBAS; Damas, A.M. (Author) ICBAS; Werner, H. (Author) Other

Journal

Title: Phytochemistry

Vol. 65 No. 4

Pages: 393-398

ISSN: 0031-9422

Publisher: Elsevier

Indexing

ISI Web of Science

Scopus

Pubmed / Medline

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

DOI: 10.1016/j.phytochem.2003.10.024

Abstract (EN): The CHCl3 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 (24E)-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 25R 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 23R, identical with the absolute configuration at C-23 of mariesiic acids A and B.

Language: English

Type (Professor's evaluation): Scientific