Synthesis and cellular effects of cycloterpenals: Cyclohexadienal-based activators of neurite outgrowth

Autor: Bennie J. Bench, Lisa M. Pérez, Shane E. Tichy, Coran M. H. Watanabe, Jenna Benson
Rok vydání: 2008
Předmět:
Zdroj: Bioorganic & Medicinal Chemistry. 16:7573-7581
ISSN: 0968-0896
Popis: An unusual class of diterpenoid natural products, ‘cycloterpenals’ (with a central cyclohexadienal core), that arise in nature by condensation of retinoids and other isoprenes, have been isolated from a variety of organisms including marine sponges as well as from the human eye. A milk whey protein has also demonstrated the formation of a cycloterpenal derived from β-ionylidineacetaldehyde. Here, we generate a synthetic library of these molecules where we detail reaction conditions required to effect cross condensation of α,β-unsaturated aldehydes as opposed to homodimerization. The ability of this class of molecules to activate neurite outgrowth activity is reported.
Databáze: OpenAIRE