An efficient and practical preparation of 2-arylbenzo[b]furan molecules including natural egonol, XH-14, ailanthoidol, and unnatural derivatives is demonstrated using Sonogashira coupling, iodine induced cyclization and Wittig reaction. Anti-inflammatory effects of the prepared benzo[b]furans were examined in lipopolysaccharide (LPS)-stimulated RAW 264-7 macrophages. The results showed that ailanthoidol, XH-14 and three other unnatural derivatives (9-10, 13) inhibited significantly the production of inflammatory mediator nitric oxide without showing cytotoxicity.

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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Other bioactive products U 1300 Efficient Total Synthesis of Piceatannol via (E)-Selective Wittig-HornerReaction. -Key step in the given sequence is an optimized Wittig-Horner reaction with excellent (E)-selectivity. The synthesized piceatannol (V) is described as quite stable while frozen with light protection. -(HAN, S. Y.; LEE, H. S.; CHOI, D. H.; HWANG,

A high yielding synthetic route to XH-14 derivatives is described using a Sonogashira reaction as a key step. Introduction of iodine into the structure and optimization of the synthetic sequence were essential for the successful syntheses of XH-14 derivatives. The nine-step reaction sequence gave 2 and 3 in 30% and 55% overall yields, respectively.