The flavanolignan silybin and its hemisynthetic derivatives, a novel series of potential modulators of P-glycoprotein.
A new series of potential flavonoidic modulators of P-glycoprotein activity has been prepared. The flavanolignan silybin was first oxidised to dehydrosilybin and then C-alkylated with either prenyl or geranyl bromide. The resulting isoprenoid dehydrosilybins were shown to display high in vitro affinities for direct binding to P-glycoprotein, which ranged them among the best flavonoids ever tested.
Maitrejean
M
M
Laboratoire des Produits Naturels, UPRESA 5013, Université Claude Bernard-Lyon 1, Villeurbanne, France.
Comte
G
G
Barron
D
D
El Kirat
K
K
Conseil
G
G
Di Pietro
A
A
D020168:ATP Binding Cassette Transporter, Subfamily B, Member 1 / Q000737:chemistry*; D018432:Drug Resistance, Multiple; D005419:Flavonoids / Q000138:chemical synthesis*; D044948:Flavonols; D009682:Magnetic Resonance Spectroscopy; D020944:Silybum marianum / Q000737:chemistry; D015394:Molecular Structure; D010946:Plants, Medicinal; D011485:Protein Binding; D011794:Quercetin / Q000031:analogs & derivatives / Q000737:chemistry; D012838:Silymarin / Q000031:analogs & derivatives*
D020168:ATP Binding Cassette Transporter, Subfamily B, Member 1; D005419:Flavonoids; D044948:Flavonols; D012838:Silymarin; D011794:Quercetin; C003377:taxifolin