Document Type

Article

Publication Date

2-19-2009

Publication Title

Phytochemistry Letters

Abstract

The hexane- and ethyl acetate-soluble extracts of the leaves of Brassaiopsis glomerulata (Blume) Regel (Araliaceae), collected in Indonesia, were found to inhibit aromatase, the rate-limiting enzyme in the production of estrogens from androgens, in both enzyme- and cell-based aromatase inhibition (AI) assays. Bioassay-guided fractionation led to the isolation of six known compounds of the steroid and triterpenoid classes (1–6) from the hexane extract, of which 6β-hydroxystimasta-4-en-3-one (5), was moderately active in the cell-based AI assay. Fractionation of the ethyl acetate extract afforded seven pure isolates (7–13) of the modified peptide, fatty acid, monoterpenoid, and benzenoid types, including six known compounds and the new natural product, N-benzoyl-l-phenylalanine methyl ester (9). The absolute stereochemistry of 9 and the other two peptides, 7 and 8, was determined by Marfey’s analysis. Linoleic acid (10) was found to be active in the enzyme-based AI assay, while 9 and (−)-dehydrololiolide (12) showed activity in the cell-based AI assay.

Comments

This research was supported by NIH grant P01 CA48112 (P.I., J.M. Pezzuto), R01 CA73698 (P.I., R.W. Brueggemeier), The Ohio State University Comprehensive Cancer Center (OSUCCC) Breast Cancer Research Fund (to R.W. Brueggemeier), OSUCCC Molecular Carcinogenesis and Chemoprevention Program (to A.D. Kinghorn), and a Dean’s Scholar Award and University Fellowship from the University of Illinois at Chicago (to M.J. Balunas).

DOI

10.1016/j.phytol.2008.10.009

Version

Postprint

Volume

2

Issue

1

Download

Included in

Chemistry Commons

Share

COinS