Protein tyrosine phosphatase 1B inhibitory activity of 24-norursane triterpenes isolated from Weigela subsessilis.
During the screening effort to discover new types of protein tyrosine phosphatase 1B (PTP1B) inhibitors, it was found that a MeOH extract of the leaves and stems of Weigela subsessilis (Caprifoliaceae) inhibited the enzyme activity. By means of an in vitro bioassay-guided fractionation on the MeOH extract, two 24-norursane triterpenes, ilekudinol A (1) and ilekudinol B (2), were isolated as active metabolites. Compounds 1 and 2 inhibited PTP1B with IC(50) values of 29.1 ± 2.8 and 5.3 ± 0.5 μM, respectively. Kinetic studies suggest that both 1 and 2 are non-competitive inhibitors of PTP1B. The findings indicate that the free carboxyl group at C-28 in this type of triterpenes plays a critical role in the inhibition of PTP1B.
Na
MinKyun
M
College of Pharmacy, Yeungnam University, Gyeongsan, Gyeongbuk 712-749, Korea. mkna@ynu.ac.kr
Thuong
Phuong Thien
PT
Hwang
In Hyun
IH
Bae
KiHwan
K
Kim
Bo Yeon
BY
Osada
Hiroyuki
H
Ahn
Jong Seog
JS
D027922:Caprifoliaceae / Q000737:chemistry*; D015394:Molecular Structure; D010936:Plant Extracts / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors*; D014315:Triterpenes / Q000302:isolation & purification / Q000494:pharmacology*
D010936:Plant Extracts; D014315:Triterpenes; C554977:ilekudinol A; C547257:ilekudinol B; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1