Large-scale isolation of flavonolignans from Silybum marianum extract affords new minor constituents and preliminary structure-activity relationships.

Abstract

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.

• Authors: Arlene Sy-Cordero, Tyler N Graf, Yuka Nakanishi, Mansukh C Wani, Rajesh Agarwal, David J Kroll, Nicholas H Oberlies
• Journal: Planta medica (Planta Med) Vol. 76 Issue 6 Pg. 644-7 (Apr 2010) ISSN: 1439-0221 [Electronic] Germany
• PMID: 19941262 (Publication Type: Journal Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov't)
• Copyright: Georg Thieme Verlag KG Stuttgart.New York.

Chemical References

• Antineoplastic Agents, Phytogenic
• Flavonolignans
• Plant Extracts
• Silymarin
• isosilybin A

Topics

• Antineoplastic Agents, Phytogenic (chemistry, pharmacology)
• Cell Line, Tumor
• Flavonolignans (chemistry)
• Humans
• Male
• Milk Thistle (chemistry)
• Molecular Structure
• Plant Extracts (chemistry)
• Prostatic Neoplasms
• Silymarin (analogs & derivatives, chemistry)
• Structure-Activity Relationship