84755-36-2Relevant academic research and scientific papers
Design and synthesis of novel arctigenin analogues for the amelioration of metabolic disorders
Duan, Shudong,Huang, Suling,Gong, Jian,Shen, Yu,Zeng, Limin,Feng, Ying,Ren, Wenming,Leng, Ying,Hu, Youhong
, p. 386 - 391 (2015/04/27)
Analogues of the natural product (-)-arctigenin, an activator of adenosine monophosphate activated protein kinase, were prepared in order to evaluate their effects on 2-deoxyglucose uptake in L6 myotubes and possible use in ameliorating metabolic disorders. Racemic arctigenin 2a was found to display a similar uptake enhancement as does (-)-arctigenin. As a result, the SAR study was conducted utilizing racemic compounds. The structure-activity relationship study led to the discovery of key substitution patterns on the lactone motif that govern 2-deoxyglucose uptake activities. The results show that replacement of the para-hydroxyl group of the C-2 benzyl moiety of arctigenin by Cl has a pronounced effect on uptake activity. Specifically, analogue 2p, which contains the p-Cl substituent, stimulates glucose uptake and fatty acid oxidation in L6 myotubes.
Synthesis of dibenzylbutyrolactone lignans: Total synthesis of arctigenin, pluviatolide and haplomyrfolin by tandem conjugate addition
Mitra, Jayati,Mitra, Alok Kumar
, p. 953 - 956 (2007/10/02)
The total synthesis of three dibenzylbutyrolactone lignans, arctigenin, pluviatolide and haplomyrfolin has been carried out by tandem cnjugate addition of dithiane carbanions to but-2-en-4-olide and substituted benzyl bromides leading to the formation of key intermediates which subsequently underwent debenzylation and desulphurisation.
