Solid phase synthesis of a metronidazole oligonucleotide conjugate

Molecules. 2006 Jun 23;11(6):486-95. doi: 10.3390/11060486.

Abstract

Direct, solid phase synthesis of an oligonucleotide conjugate of the antibiotic drug metronidazole was accomplished by the phosphoramidite method. Removal of protecting groups and cleavage from the controlled pore glass (CPG) solid support was successful using mild conditions (20% Et(3)N in pyridine, then conc. NH(3) (aq) at rt for 30 min) whereas standard conditions (conc. NH(3) (aq) at 55 degrees C for 16 h) cleaved the drug.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Glass
  • Metronidazole / chemical synthesis*
  • Nitroimidazoles / chemistry
  • Oligonucleotides / chemical synthesis*
  • Organophosphorus Compounds / chemistry

Substances

  • Nitroimidazoles
  • Oligonucleotides
  • Organophosphorus Compounds
  • phosphoramidite
  • Metronidazole