Bioactive constituents of the roots of Licania intrapetiolaris.
Fractionation of a methanol extract of the roots of Licania intrapetiolaris, as directed by activity against the KB assay, has led to the isolation of two novel clerodane diterpenoids, intrapetacins A (1) and B (2), and the known triterpenoid cucurbitacin B (3). The structures of 1 and 2 were deduced from one- and two-dimensional NMR experiments, including relative stereochemical assignments based on NOESY correlations and COSY coupling constants. Compound 3 was the most potent against the KB assay, but both 1 and 2 displayed moderate cytotoxicity. When evaluated against an antifungal assay using Aspergillus niger, 2 caused a significant zone of inhibition of fungal growth, while 1 was completely inactive. To the best of our knowledge, this is the first report of the isolation of bioactive compounds from the genus Licania.
Oberlies
N H
NH
Chemistry and Life Sciences, Research Triangle Institute, P.O. Box 12194, Research Triangle Park, North Carolina 27709-2194, USA.
Burgess
J P
JP
Navarro
H A
HA
Pinos
R E
RE
Soejarto
D D
DD
Farnsworth
N R
NR
Kinghorn
A D
AD
Wani
M C
MC
Wall
M E
ME
D001234:Aspergillus niger / Q000187:drug effects / Q000254:growth & development; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry; D019685:Rosales / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured
D004224:Diterpenes; D014315:Triterpenes; C430166:intrapetacin A; C430167:intrapetacin B; C041246:cucurbitacin B