title: N-(3-(4-Hydroxyphenyl)-propenoyl)-amino acid tryptamides as SIRT2 inhibitors.
abstract: A series of N-(3-(4-hydroxyphenyl)-propenoyl)-amino acid tryptamides was based on a previously reported new SIRT2 inhibitor from our group, and it was designed to study if the molecular size of the compound could be reduced. The most potent compounds, N-(3-(4-hydroxyphenyl)-propenoyl)-2-aminoisobutyric acid tryptamide and N-(3-(4-hydroxyphenyl)-propenoyl)-L-alanine tryptamide, were equipotent, 30% smaller in molecular weight, and slightly more selective (SIRT2/SIRT1) than the parent compound.
authors.affiliation: Department of Pharmaceutical Chemistry, University of Kuopio, PO Box 1627, 70211 Kuopio, Finland. paivi.kiviranta@uku.fi
authors.forename: Päivi H
authors.initials: PH
authors.lastname: Kiviranta
authors.forename: Jukka
authors.initials: J
authors.lastname: Leppänen
authors.forename: Valtteri M
authors.initials: VM
authors.lastname: Rinne
authors.forename: Tiina
authors.initials: T
authors.lastname: Suuronen
authors.forename: Olga
authors.initials: O
authors.lastname: Kyrylenko
authors.forename: Sergiy
authors.initials: S
authors.lastname: Kyrylenko
authors.forename: Erkki
authors.initials: E
authors.lastname: Kuusisto
authors.forename: Anu J
authors.initials: AJ
authors.lastname: Tervo
authors.forename: Tomi
authors.initials: T
authors.lastname: Järvinen
authors.forename: Antero
authors.initials: A
authors.lastname: Salminen
authors.forename: Antti
authors.initials: A
authors.lastname: Poso
authors.forename: Erik A A
authors.initials: EA
authors.lastname: Wallén
mesh_terms: D002384:Catalysis; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D006801:Humans; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D015394:Molecular Structure; D008970:Molecular Weight; D009536:Niacinamide / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D056564:Sirtuin 1; D056565:Sirtuin 2; D037761:Sirtuins / Q000037:antagonists & inhibitors*; D014363:Tryptamines / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D014363:Tryptamines; D009536:Niacinamide; C057564:tryptamide; C447939:SIRT1 protein, human; C474199:SIRT2 protein, human; D056564:Sirtuin 1; D056565:Sirtuin 2; D037761:Sirtuins