Pterocarpans with inhibitory effects on protein tyrosine phosphatase 1B from Erythrina lysistemon Hutch.
Bioassay-guided fractionation of the MeOH extract of the stem bark of Erythrina lysistemon Hutch. resulted in isolation of pterocarpans (1-3), named erylysins A-C, along with nine known pterocarpans (4-12). Their structures were determined to be 3''-hydroxy-2',2'-dimethylpyrano[6',5':3,4]-2'',2''-dimethyldihydropyrano[6'',5'':9,10]pterocarpan (1), furano[5',4':3,4]-9-hydroxy-10-prenylpterocarpan (2), and 8-formyl-3,9-dihydroxy-4,10-diprenylpterocarpan (3), based on spectroscopic analyses. All the isolates, with the exception of 3, 6, and 11, strongly inhibited protein tyrosine phosphatase 1B (PTP1B) activity in an in vitro assay, with IC(50) values ranging from 1.01+/-0.3 to 18.1+/-0.9 microg/mL. This is the first report showing the potential of prenylated pterocarpans as a class of natural PTP1B inhibitors.
Dao
Trong Tuan
TT
College of Pharmacy, Chosun University, 375 Seosuk-dong, Gwangju 501-759, Republic of Korea.
Nguyen
Phi Hung
PH
Thuong
Phuong Thien
PT
Kang
Keon Wook
KW
Na
MinKyun
M
Ndinteh
Derek Tantoh
DT
Mbafor
Joseph Tanyi
JT
Oh
Won Keun
WK
D004791:Enzyme Inhibitors / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*; D004895:Erythrina / Q000737:chemistry*; D024301:Plant Bark; D010936:Plant Extracts / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D018547:Plant Stems; D054876:Prenylation; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors*; D036343:Pterocarpans / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*
D004791:Enzyme Inhibitors; D010936:Plant Extracts; D036343:Pterocarpans; C548520:erylysin A; C548521:erylysin B; C548522:erylysin C; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1