{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Duan S"],"funding":["Ministry of Science and Technology of the People's Republic of China","National Natural Science Foundation of China"],"pagination":["386-91"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC4416425"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["6(4)"],"pubmed_abstract":["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, sti"],"journal":["ACS medicinal chemistry letters"],"pubmed_title":["Design and synthesis of novel arctigenin analogues for the amelioration of metabolic disorders."],"pmcid":["PMC4416425"],"funding_grant_id":["2102ZX09103101-062","81202570","81225022"],"pubmed_authors":["Ren W","Huang S","Hu Y","Zeng L","Feng Y","Leng Y","Duan S","Gong J","Shen Y"],"additional_accession":[]},"is_claimable":false,"name":"Design and synthesis of novel arctigenin analogues for the amelioration of metabolic disorders.","description":"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, sti","dates":{"release":"2015-01-01T00:00:00Z","publication":"2015 Apr","modification":"2025-04-26T07:55:25.901Z","creation":"2019-03-27T01:50:49Z"},"accession":"S-EPMC4416425","cross_references":{"pubmed":["25941553"],"doi":["10.1021/acsmedchemlett.5b00007"]}}