Lanostanes and friedolanostanes from the bark of Garcinia speciosa
| Autor: | Anake Kijjoa, Ing-On Mondranondra, Werner Herz, Surapong Kengthong, Luís Gales, Artur M. S. Silva, Ana M. Damas, Luis M.M. Vieira |
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| Rok vydání: | 2003 |
| Předmět: |
Molecular Structure
Stereochemistry Plant Extracts Friedelin Absolute configuration Molecular Conformation Stereoisomerism Plant Science General Medicine Horticulture Biochemistry Triterpenes chemistry.chemical_compound chemistry X-Ray Diffraction visual_art Garcinia speciosa visual_art.visual_art_medium Plant Bark Organic chemistry Bark Garcinia Molecular Biology Nuclear Magnetic Resonance Biomolecular |
| Zdroj: | Phytochemistry. 65(4) |
| ISSN: | 0031-9422 |
| Popis: | 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 (24E)-3 alpha,23 alpha-dihydroxy-17,14-friedolanostan-8,14,24-trien-26-oic acid and the methyl esters of three hitherto unknown acids, 3 alpha-hydroxy-16 alpha,23 alpha-epoxy-17,14-friedolanostan-8,14,24-trien-26-oic acid, 3 alpha,23 alpha-dihydroxy-8 alpha,9 alpha-epoxy-17,14-friedolanostan-15-oxo-24-en-26-oic acid and 3 alpha,23 alpha-dihydroxy-17,14-friedolanostan-15-oxo-8(14),24-dien-26-oic acid. New lanostanes were 3 beta,9 alpha-dihydroxylanost-24-en-26-al and the methyl ester of 3 beta-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 3 beta-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. |
| Databáze: | OpenAIRE |
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