Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells

作者：Mourad Ahmed Aboul Fotouh; Nakamura Seikou; Ueno Tsubasa; Minami Takahiro; Yagi Takanari; Yasue Haruka; Komatsu Ryoko; Yoshikawa Masayuki; Taye Ashraf Mohamed; El Moselhy Mohamed Ahmed; Khalifa Mohamed Montaser; Matsuda Hisashi^*

来源：Bioorganic & Medicinal Chemistry Letters, 2013, 23(17): 4813-4816.

DOI：10.1016/j.bmcl.2013.06.101

• Retrofractamide A
• Synthesis
• 3T3-L1 cells
• Adipogenesis
• Adiponectin

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 gamma 2 (PPAR gamma 2), glucose transporter 4 (GLUT4), fatty acid-binding protein (aP2), and CCAAT/enhancer-binding protein (C/EBP) alpha and beta in a similar manner as the PPAR gamma agonist troglitazone, although it had less agonistic activity against PPAR gamma.

• 出版日期2013-9-1