title: Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
abstract: In a previous study, retrofractamide A from the fruit of Piper chaba was shown to promote adipogenesis in 3T3-L1 cells. In the present study, retrofractamide A and its derivatives were synthesized, and their adipogenetic effects in 3T3-L1 cells were examined. Among the tested compounds, an amide composed of 9-(3',4'-methylenedioxyphenyl)-nona-2E,4E,8E-trienoic acid and an n-butyl or n-pentyl amine showed strongest activity. Moreover, the amide with the n-pentyl amine moiety significantly increased the uptake of 2-deoxyglucose into the cells, and also increased the mRNA levels of adiponectin, peroxisome proliferator-activated receptor γ2 (PPARγ2), glucose transporter 4 (GLUT4), fatty acid-binding protein (aP2), and CCAAT/enhancer-binding protein (C/EBP) α and β in a similar manner as the PPARγ agonist troglitazone, although it had less agonistic activity against PPARγ.
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan.
authors.forename: Ahmed Aboul-Fotouh
authors.initials: AA
authors.lastname: Mourad
authors.forename: Seikou
authors.initials: S
authors.lastname: Nakamura
authors.forename: Tsubasa
authors.initials: T
authors.lastname: Ueno
authors.forename: Takahiro
authors.initials: T
authors.lastname: Minami
authors.forename: Takanari
authors.initials: T
authors.lastname: Yagi
authors.forename: Haruka
authors.initials: H
authors.lastname: Yasue
authors.forename: Ryoko
authors.initials: R
authors.lastname: Komatsu
authors.forename: Masayuki
authors.initials: M
authors.lastname: Yoshikawa
authors.forename: Ashraf Mohamed
authors.initials: AM
authors.lastname: Taye
authors.forename: Mohamed Ahmed
authors.initials: MA
authors.lastname: El-Moselhy
authors.forename: Mohamed Montaser
authors.initials: MM
authors.lastname: Khalifa
authors.forename: Hisashi
authors.initials: H
authors.lastname: Matsuda
mesh_terms: D041721:3T3-L1 Cells; D050156:Adipogenesis / Q000187:drug effects*; D052242:Adiponectin / Q000235:genetics; D000577:Amides / Q000138:chemical synthesis / Q000494:pharmacology*; D000818:Animals; D052117:Benzodioxoles / Q000138:chemical synthesis / Q000494:pharmacology*; D022763:CCAAT-Enhancer-Binding Protein-alpha / Q000235:genetics; D003847:Deoxyglucose / Q000378:metabolism; D050556:Fatty Acid-Binding Proteins / Q000235:genetics; D051275:Glucose Transporter Type 4 / Q000235:genetics; D051379:Mice; D047495:PPAR gamma / Q000235:genetics; D031701:Piper / Q000737:chemistry; D012333:RNA, Messenger / Q000032:analysis / Q000235:genetics
chemical_list: D052242:Adiponectin; D000577:Amides; D052117:Benzodioxoles; D022763:CCAAT-Enhancer-Binding Protein-alpha; D050556:Fatty Acid-Binding Proteins; D051275:Glucose Transporter Type 4; D047495:PPAR gamma; D012333:RNA, Messenger; C454279:retrofractamide A; D003847:Deoxyglucose
keywords: 3T3-L1 cells; Adipogenesis; Adiponectin; Retrofractamide A; Synthesis