Synthesis and cellular effects of cycloterpenals: Cyclohexadienal-based activators of neurite outgrowth Academic Article uri icon

abstract

  • 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 beta-ionylidineacetaldehyde. Here, we generate a synthetic library of these molecules where we detail reaction conditions required to effect cross condensation of alpha,beta-unsaturated aldehydes as opposed to homodimerization. The ability of this class of molecules to activate neurite outgrowth activity is reported.

altmetric score

  • 9

author list (cited authors)

  • Bench, B. J., Tichy, S. E., Perez, L. M., Benson, J., & Watanabe, C.

citation count

  • 9

publication date

  • July 2008