Efficient synthesis and neuroprotective effect of substituted 1,3-diphenyl-2-propen-1-ones

Jae Chul Jung, Soyong Jang, Yongnam Lee, Dongguk Min, Eunyoung Lim, Heyin Jung, Miyeon Oh, Seikwan Oh, Mankil Jung

Research output: Contribution to journalArticlepeer-review

29 Scopus citations

Abstract

An efficient synthesis involving a key aldol reaction and biological properties of 1,3-diphenyl-2-propen-1-ones 8-20 is described. The in vitro activity for 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging of 10 and 11 was 2 times higher than that for resveratrol. Compounds 9 and 11 were the strongest in suppression of in vitro nitric oxide (NO) generation and antiexcitotoxicity. Molecular modeling proposes an electron-donating group at the para position of acetophenones that leads to a dramatic increase in the suppression of NO production.

Original languageEnglish
Pages (from-to)4054-4058
Number of pages5
JournalJournal of Medicinal Chemistry
Volume51
Issue number13
DOIs
StatePublished - 10 Jul 2008

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