Diverted organic synthesis (DOS): accessing a new, natural product inspired, neurotrophically active scaffold through an intramolecular Pauson-Khand reaction

Org Biomol Chem. 2012 Sep 14;10(34):6830-3. doi: 10.1039/c2ob26107c. Epub 2012 Jul 25.

Abstract

Drawing inspiration from the impressive neurotrophic activity exhibited by the natural product paecilomycine A, we have designed a new natural product-like scaffold employing an intramolecular Pauson-Khand reaction. Several compounds based on the new designer scaffold exhibited promising neurotrophic activity and are worthy of further biological evaluation. Our findings also highlight the importance of a DOS strategy in creating useful therapeutical leads.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Products / chemistry*
  • Biomimetic Materials / chemical synthesis*
  • Biomimetic Materials / chemistry
  • Biomimetic Materials / pharmacology*
  • Cell Line
  • Cell Survival / drug effects
  • Nerve Growth Factors / chemical synthesis*
  • Nerve Growth Factors / chemistry
  • Nerve Growth Factors / pharmacology*
  • Stereoisomerism
  • Terpenes / chemistry*

Substances

  • Biological Products
  • Nerve Growth Factors
  • Terpenes
  • paecilomycine A