Large-scale isolation of flavonolignans from Silybum marianum extract affords new minor constituents and preliminary structure-activity relationships.
The gram-scale isolation of the major flavonolignan diastereoisomers from milk thistle ( Silybum marianum) extract provided an entree into the isolation of two related analogues that are present in extremely minute quantities. The isolation and structure elucidation of these two new compounds, which we have termed isosilybin C and isosilybin D due to their structural similarities to isosilybin A and isosilybin B, respectively, afforded a preliminary analysis of structure-activity relationships toward prostate cancer growth, survival, and apoptotic endpoints.
Sy-Cordero
Arlene
A
Natural Products Laboratory, Research Triangle Institute, Research Triangle Park, North Carolina, USA.
Graf
Tyler N
TN
Nakanishi
Yuka
Y
Wani
Mansukh C
MC
Agarwal
Rajesh
R
Kroll
David J
DJ
Oberlies
Nicholas H
NH
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D044947:Flavonolignans / Q000737:chemistry*; D006801:Humans; D008297:Male; D020944:Silybum marianum / Q000737:chemistry*; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry*; D011471:Prostatic Neoplasms; D012838:Silymarin / Q000031:analogs & derivatives* / Q000737:chemistry; D013329:Structure-Activity Relationship
D000972:Antineoplastic Agents, Phytogenic; D044947:Flavonolignans; D010936:Plant Extracts; D012838:Silymarin; C523198:isosilybin A