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Complete 1H and 13C NMR Spectral Assignment of Cabraleadiol, a Dammarane Triterpene from Dysoxylum malabaricum Bedd

✍ Scribed by A. Hisham; M. D. Ajitha Bai; Y. Fujimoto; N. Hara; H. Shimada

Publisher: John Wiley and Sons
Year: 1996
Tongue: English
Weight: 384 KB
Volume: 34
Category: Article
ISSN: 0749-1581
DOI: 10.1002/(sici)1097-458x(199602)34:2<146::aid-omr850>3.0.co;2-u

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✦ Synopsis

Three dammarane triterpenoids, cabraleone (20S,24S-eopxy-25-hydroxydammaran-3-one), cabraleadiol (20S,24Sepoxydammarane-3a,25-diol) and shoreic acid (20S,24~-epoxy-25-hydroxy-3,4-secodammar~(28)-en-3-oic acid), were isolated for the first time from the stem bark of Dysoxylum malabaricum Bedd. (Meliaceae). The complete 'H and "C NMR spectral assignment of one of these compounds, namely cabraleadiol, and its 3-0acetyl derivative were achieved by 2D NMR spectroscopy and NOE difference spectroscopy. The C-20 and C-24 configurations in these compounds are discussed on the basis of the present NMR spectroscopic data.

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