ChemInform Abstract: Synthesis of Substituted Benzoyl Acrylic Acids as Potential Inhibitors of Phospholipase A2.

✍ Scribed by Peter Nuhn; A. Herrmann; M. Radman

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 34 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199919102

✦ Synopsis

Synthesis of Substituted Benzoyl Acrylic Acids as Potential Inhibitors of Phospholipase A 2 . -Acylation of long-chain alkylbenzenes with maleic anhydride derivatives under Friedel-Crafts conditions provides access to benzoylacrylic acids [cf. (III)/(IV), (VIII)], which are evaluated for their ability to inhibit phospholipase A. A few of the obtained benzoylacrylic acids cyclize under the conditions employed to furnish hydroxybutenolids [cf. (VI)]. Related tetrahydronaphthalene-2-acetic acids are synthesized by an aldol-type reaction of the tertralone derivatives (X) with glyoxalic acid. -(NUHN, PETER;