Protein tyrosine phosphatase 1B inhibitory effects of depsidone and pseudodepsidone metabolites from the Antarctic lichen Stereocaulon alpinum.
Seven phenolic lichen metabolites (1-7) have been isolated from a methanol extract of the Antarctic lichen Stereocaulon alpinum by various chromatographic methods. The structures of these compounds were determined mainly by analysis of NMR spectroscopic data. A depsidone-type compound, lobaric acid (1) and two pseudodepsidone-type compounds, 2 and 3, exhibited potent inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) with IC(50) values of 0.87microM, 6.86microM, and 2.48microM, respectively. Kinetic analyses of PTP1B inhibition by compounds 1 and 2 suggested that these compounds inhibited PTP1B activity in a non-competitive manner.
Seo
Changon
C
Silla University, San Gwaebeop-dong, Sasang-gu, Busan, Republic of Korea.
Sohn
Jae Hak
JH
Ahn
Jong Seog
JS
Yim
Joung Han
JH
Lee
Hong Kum
HK
Oh
Hyuncheol
H
D053630:Depsides / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism* / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D007700:Kinetics; D007783:Lactones / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism* / Q000494:pharmacology; D008011:Lichens / Q000737:chemistry* / Q000378:metabolism; D010936:Plant Extracts / Q000737:chemistry; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors* / Q000378:metabolism; D012459:Salicylates / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology
D053630:Depsides; D004791:Enzyme Inhibitors; D007783:Lactones; D010936:Plant Extracts; D012459:Salicylates; C000875:depsidone; C104417:lobaric acid; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1