| Literature DB >> 31957223 |
Xingui Liu1,2, Saikat Poddar3, Lin Song1, Howard Hendrickson1,4, Xuan Zhang1,3, Yaxia Yuan2, Daohong Zhou1,2, Guangrong Zheng1,3.
Abstract
A fluoro-substituted δ-tocotrienol derivative, DT3-F2, was synthesized. This compound was designed to stabilize the metabolically labile terminal methyl groups of δ-tocotrienol by replacing one C-H bond on each of the two methyl groups with a C-F bond. However, in vitro metabolic stability studies using mouse liver microsomes revealed an unexpected rapid enzymatic C-F bond hydrolysis of DT3-F2. To the best of our knowledge, this is the first report of an unusual metabolic hydrolysis of allylic C-F bonds.Entities:
Keywords: C−F bond hydrolysis; fluorination; metabolic stability; synthesis; tocotrienol
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Year: 2020 PMID： 31957223 PMCID： PMC7117802 DOI： 10.1002/cmdc.201900676
Source DB: PubMed Journal: ChemMedChem ISSN： 1860-7179 Impact factor: 3.466