1064016-68-7Relevant academic research and scientific papers
A stereo-controlled synthesis of 2,4-dimethyl-4-hydroxy-16- phenylhexadecanoic acid 1,4-lactone and its PPAR activities
Ko, Jaeyoung,Hwang, Hoosang,Chin, Jungwook,Hahn, Dongyup,Lee, Jaehwan,Yang, Inho,Shin, Kyoungjin,Ham, Jungyeob,Kang, Heonjoong
body text, p. 6017 - 6019 (2010/11/17)
A novel class of natural PPAR agonists, 2,4-dimethyl-4-hydroxy-16- phenylhexadecanoic acid 1,4-lactone (1), were discovered in marine natural product libraries. The synthesis of 1 was accomplished starting from vinylmethyl ketone. Ring formation of the α,γ dialkyl γ-lactone was achieved via the stereo-controlled reaction of a ketyl radical anion with a chiral methacrylate. In the PPAR agonistic assay, the most potent of the four stereoisomers had EC50 values of 12 μM for mPPARα, 9 μM for mPPARδ and >100 μM for mPPARγ.
