Cassane diterpenoids of Caesalpinia pulcherrima

Five new cassane diterpenoids (1-5) were isolated from the roots of Caesalpinia pulcherrima, along with the known isovouacapenol C (6), pulcherrimin A (11), and 6beta-cinnamoyl-7beta-hydroxyvouacapen-5alpha-ol (12). Compounds 3-5 possess the alpha,beta-butenolide moiety, whereas compounds 1 and 2 co...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2003-10, Vol.66 (10), p.1378-1381
Main Authors: Roach, Joy S, McLean, Stewart, Reynolds, William F, Tinto, Winston F
Format: Article
Language:English
Subjects:
Barbados
Caesalpinia - chemistry
Diterpenes - chemistry
Diterpenes - isolation & purification
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Plant Roots - chemistry
Plants, Medicinal - chemistry
Stereoisomerism
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Summary:Five new cassane diterpenoids (1-5) were isolated from the roots of Caesalpinia pulcherrima, along with the known isovouacapenol C (6), pulcherrimin A (11), and 6beta-cinnamoyl-7beta-hydroxyvouacapen-5alpha-ol (12). Compounds 3-5 possess the alpha,beta-butenolide moiety, whereas compounds 1 and 2 contain a more usual 2,3-disubstituted furan unit. Compounds 7 and 8 were derived from hydrolysis of 6, while 9 and 10 were derived from acetylation and oxidation of 6, respectively. The (1)H and (13)C NMR spectra of all compounds were completely assigned using a combination of 2D NMR experiments, including (1)H-(1)H COSY, HSQC, HMBC, and T-ROESY sequences.
ISSN:0163-3864
DOI:10.1021/np0302955