Prenylated flavonoids with PTP1B inhibitory activity from the root bark of Erythrina mildbraedii.
Phytochemical study on an EtOAc-soluble extract of the root bark of Erythrina mildbraedii resulted in the isolation of six prenylated flavonoids 1-6. Based on physicochemical and spectroscopic analyses, their structures were determined to be new natural products licoflavanone-4'-O-methyl ether (1), 2',7-dihydroxy-4'-methoxy-5'-(3-methylbut-2-enyl)isoflavone (2), and (3R)-2',7-dihydroxy-3'-(3-methylbut-2-enyl)-2''',2'''-dimethylpyrano[5''',6''' :4',5']isoflavan (3), along with three known compounds erythrinin B (4), abyssinin II (5), and parvisoflavone B (6). All the isolates, except for compound 4, inhibited PTP1B activity in vitro with IC(50) values ranging from 5.3 to 42.6 microM. This result further suggests that the prenyl group on the B ring of flavonoids plays an important role in suppressing the enzyme PTP1B.
Jang
JunPil
J
Korea Research Institute of Bioscience and Biotechnology, Korea.
Na
Minkyun
M
Thuong
Phuong Thien
PT
Njamen
Dieudonné
D
Mbafor
Joseph Tanyi
JT
Fomum
Zacharias Tanee
ZT
Woo
Eun-Rhan
ER
Oh
Won Keun
WK
D002163:Cameroon; D004895:Erythrina / Q000737:chemistry*; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors*
D005419:Flavonoids; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1