Emerging technologies for metabolite generation and structural diversification

Bioorg Med Chem Lett. 2013 Oct 15;23(20):5471-83. doi: 10.1016/j.bmcl.2013.08.003. Epub 2013 Aug 11.

Abstract

Multiple technologies have emerged for structural diversification and efficient production of metabolites of drug molecules. These include expanded use of enzymatic and bioorganic transformations that mimic biological systems, biomimetic catalysis and electrochemical techniques. As this field continues to mature the breadth of transformations is growing beyond simple oxidative processes due in part to parallel development of more efficient catalytic methods for functionalization of unactivated scaffolds. These technologies allow for efficient structural diversification of both aromatic and aliphatic substrates in many cases via single step reactions without the use of protecting groups.

Keywords: Biomimetic oxidation; Catalytic transformation; Cytochrome P450; Electrochemistry; Enzymatic transformation; FXTIYMYTRIFRKL-RFGMYIJVSA-K; Fluorination; LPGJQKSJOQRXJT-YOAFYNBBSA-N; Metabolism; Metalloporphyrin; Microbial metabolism; OETMRHBYSHRNMU-UHFFFAOYSA-N; QAGYKUNXZHXKMR-HKWSIXNMSA-N; SAMJTHBMAUMJNB-UHFFFAOYSA-N; SINGGCIFJHSECQ-PFVZUNBHSA-N; VDBQDONUIAOUOC-SKXVCGILSA-N; WPRSCLYSKGPDBZ-UHFFFAOYSA-N.

MeSH terms

  • Biomimetic Materials / chemistry
  • Biomimetic Materials / metabolism*
  • Catalysis
  • Cytochrome P-450 Enzyme System / genetics
  • Cytochrome P-450 Enzyme System / metabolism*
  • Electrochemical Techniques
  • Humans
  • Recombinant Proteins / biosynthesis
  • Recombinant Proteins / genetics
  • Stereoisomerism

Substances

  • Recombinant Proteins
  • Cytochrome P-450 Enzyme System