51796-03-3Relevant academic research and scientific papers
Synthesis and PGE2 inhibitory activity of novel diarylheptanoids
McLane, Richard D.,Le Cozannet-Laidin, Léon,Boyle, Maxwell S.,Lanzillotta, Lindsey,Taylor, Zachary L.,Anthony, Sarah R.,Tranter, Michael,Onorato, Amber J.
, p. 334 - 338 (2018/02/15)
Prostaglandin E2 (PGE2) is a lipid mediator of inflammation and its inhibition has become a popular drug target due to its harmful physiological roles. Diarylheptanoids are one class of compounds that have shown successful inhibition of PGE2. This paper reports the synthesis and PGE2 inhibitory activity of a series of analogues of a naturally occurring diarylheptanoid. The most efficacious compounds were examined for dose-dependent PGE2 inhibition. Among several promising compounds, the lead candidate exhibited an IC50 value of 0.56 ng/μL or 1.7 μM with no detectable toxicity at the highest dose of 10 ng/μL.
Additions of Allylic Grignard Reagents to o-Allylphenol
Richey, Herman G.,Domalski, Martin S.
, p. 3780 - 3783 (2007/10/02)
Reactions of o-allylphenol (1a) with allylmagnesium chloride or bromide furnished 6-(o-hydroxyphenyl)-1-hexene (2a) and 4-methyl-5-(o-hydroxyphenyl)-1-pentene (3a), products resulting from both possible orientations of addition.A reaction of 1a and (2-methyl-2-propenyl)magnesium chloride gave only 6-(o-hydroxyphenyl)-2-methyl-1-hexene (2b).From comparisons with reactions of allylmagnesium chloride with o-allylanisole and allylbenzene, it is concluded that the metalated phenolic hydroxyl group, even though relatively remote from the double bond, assists the additions to 1a.
