Title
Potential cancer chemopreventive constituents of the seeds of Dipteryx odorata (tonka bean)
Date Issued
01 May 2003
Access level
metadata only access
Resource Type
journal article
Author(s)
Jang D.S.
Park E.J.
Hawthorne M.E.
Graham J.G.
Santarsiero B.D.
Mesecar A.D.
Fong H.H.S.
Mehta R.G.
Pezzuto J.M.
Kinghorn A.D.
Publisher(s)
American Chemical Society
Abstract
A new cassane diterpene, dipteryxic acid (1), and a new isoflavonolignan, 5-methoxyxanthocercin A (2), as well as four known active compounds, isoliquiritigenin (3), 6,4′-dihydroxy-3′-methoxyaurone (4), sulfuretin (5), and (±)-balanophonin (6), and five known inactive compounds, butin, eriodictyol, 7-hydroxychromone, 7,3′-dihydroxy-8,4′-dimethoxyisoflavone, and (-)-lariciresinol, were isolated from an ethyl acetate-soluble extract of the seeds of Dipteryx odorata, using a bioassay based on the induction of quinone reductase (QR) in cultured Hepa 1c1c7 mouse hepatoma cells to monitor chromatographic fractionation. The structures of compounds 1 and 2 were elucidated by spectroscopic data interpretation. Single-crystal X-ray diffraction analysis was used to confirm the relative stereochemistry of compound 1. Selected compounds (3-5) were evaluated in a mouse mammary organ culture assay, with isoliquiritigenin (3) found to exhibit 76% inhibition at a dose of 10 μg/mL.
Start page
583
End page
587
Volume
66
Issue
5
Language
English
OCDE Knowledge area
Farmacología, Farmacia
Scopus EID
2-s2.0-0038188723
PubMed ID
Source
Journal of Natural Products
ISSN of the container
0163-3864
Sponsor(s)
National Cancer Institute P01CA048112 NCI
Sources of information:
Directorio de Producción Científica
Scopus