2-(penta-1,3-diynyl)-5-(3,4-dihydroxybut-1-ynyl)thiophene, a novel NQO1 inducing agent from Echinops grijsii Hance.
A natural alkynol group-substituted thiophene, 2-(penta-1,3-diynyl)-5-(3,4-dihydroxybut-1-ynyl)-thiophene (PDDYT), was isolated from the roots of Echinops grijsii Hance. It possessed potent NAD(P)H: quinone oxidoreductase1 (NQO1) inducing activity and could activate Keap1-Nrf2 pathway effectively in murine hepatoma Hepa 1c1c7 cells. Further investigations indicated that the activation of Keap1-Nrf2 pathway by PDDYT might be attributed to the activation of Akt and depleting the cellular glutathione (GSH).
Shi
Jing
J
Department of Pharmacy, Zhejiang Medical College, Hangzhou, China. shij136@hotmail.com
Zhang
Xiaoyu
X
Jiang
Hai
H
D048868:Adaptor Proteins, Signal Transducing / Q000378:metabolism; D000818:Animals; D045744:Cell Line, Tumor; D002853:Chromatography, Liquid; D003598:Cytoskeletal Proteins / Q000378:metabolism; D031182:Echinops Plant / Q000737:chemistry*; D004789:Enzyme Activation / Q000187:drug effects; D004790:Enzyme Induction / Q000187:drug effects; D005978:Glutathione / Q000737:chemistry / Q000378:metabolism; D038362:Glycogen Synthase Kinase 3 / Q000378:metabolism; D000071679:Glycogen Synthase Kinase 3 beta; D000072019:Kelch-Like ECH-Associated Protein 1; D013058:Mass Spectrometry; D051379:Mice; D016660:NAD(P)H Dehydrogenase (Quinone) / Q000096:biosynthesis*; D051267:NF-E2-Related Factor 2 / Q000378:metabolism; D051057:Proto-Oncogene Proteins c-akt / Q000378:metabolism; D013876:Thiophenes / Q000737:chemistry / Q000494:pharmacology*
C553802:2-(penta-1,3-diynyl)-5-(3,4-dihydroxybut-1-ynyl)thiophene; D048868:Adaptor Proteins, Signal Transducing; D003598:Cytoskeletal Proteins; C117301:Keap1 protein, mouse; D000072019:Kelch-Like ECH-Associated Protein 1; D051267:NF-E2-Related Factor 2; D013876:Thiophenes; D016660:NAD(P)H Dehydrogenase (Quinone); C491732:Nqo1 protein, mouse; D000071679:Glycogen Synthase Kinase 3 beta; D051057:Proto-Oncogene Proteins c-akt; D038362:Glycogen Synthase Kinase 3; D005978:Glutathione