Americanin, a bioactive dibenzylbutyrolactone lignan, from the seeds of Centaurea americana.
The reversed-phase preparative HPLC analysis of the methanol (MeOH) extract of the seeds of Centaurea americana afforded a dibenzylbutyrolactone lignan, 3''-O-caffeoyl arctiin (named americanin), together with five known lignans, arctiin, arctigenin, matairesinol, matairesinoside and lappaol A, and two known phytoecdysteroids, 20-hydroxyecdysone and makisterone A. While the structures of the known compounds were determined by direct comparison of the spectral data with published data, the structure of americanin was elucidated by UV, MS and a combination of 1D and 2D NMR spectral analyses. The antioxidant properties and toxicity of the extracts and the isolated compounds were determined by the DPPH and the brine shrimp lethality assays, respectively.
Shoeb
Mohammad
M
Department of Chemistry, University of Dhaka, Dhaka 1000, Bangladesh.
MacManus
Stephen M
SM
Kumarasamy
Yashodharan
Y
Jaspars
Marcel
M
Nahar
Lutfun
L
Thoo-Lin
Paul Kong
PK
Nazemiyeh
Hossein
H
Sarker
Satyajit D
SD
D031179:Centaurea / Q000737:chemistry* / Q000378:metabolism; D004147:Dioxins / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure; D012639:Seeds / Q000737:chemistry* / Q000378:metabolism
D004147:Dioxins; C055021:americanin A