title: Constituents of the Leaves and Stem Bark of Aglaia foveolata.
abstract: The previously known potent cytotoxic agent silvestrol (1) (0.002% w/w yield) and five new flavagline derivatives (2-6) were isolated from the leaves of Aglaia foveolata collected in Indonesia. The new compound 5 has an unprecedented cyclic amide moiety in its cyclopenta[b]benzopyran skeleton, while compound 6 is a novel benzo[b]oxepine derivative in which the oxepine ring is cleaved. Pyramidatine (7), a biogenetic precursor of the new flavaglines 2-6, was isolated from the leaf extract investigated. Silvestrol was also isolated from the stem bark of A. foveolata (yield of 0.02% w/w) along with a new baccharane-type triterpenoid (8). The structures of the new compounds were elucidated on the basis of their NMR and mass spectrometric data. All new compounds isolated were tested against a panel of cancer cell lines, but only compound 2 was cytotoxic (IC(50) range = 1.4-1.8 muM), and is the first member of the cyclopenta[b]benzopyran class found to exhibit this type of activity. Compound 2 also showed significant NF-kappaB inhibitory activity in an Elisa assay (IC(50) = 0.37 muM).
authors.affiliation: Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210.
authors.forename: Angela A
authors.initials: AA
authors.lastname: Salim
authors.forename: Hee-Byung
authors.initials: HB
authors.lastname: Chai
authors.forename: Ismail
authors.initials: I
authors.lastname: Rachman
authors.forename: Soedarsono
authors.initials: S
authors.lastname: Riswan
authors.forename: Leonardus B S
authors.initials: LB
authors.lastname: Kardono
authors.forename: Norman R
authors.initials: NR
authors.lastname: Farnsworth
authors.forename: Esperanza J
authors.initials: EJ
authors.lastname: Carcache-Blanco
authors.forename: A Douglas
authors.initials: AD
authors.lastname: Kinghorn