Primary pH degradation products of doramectin

Alexander F. Moore, Heather J. Lacey, Andrew Crombie, Ernest Lacey, Andrew M. Piggott*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Downloads (Pure)

Abstract

Herein, we report the preparation and characterisation of the primary pH degradation products of doramectin, a potent second-generation endectocide. Under mildly acidic conditions, doramectin underwent sequential deglycosylation to yield doramectin monosaccharide and doramectin aglycone respectively. Under basic conditions, doramectin isomerised reversibly to give 2-epidoramectin and irreversibly to give Δ2,3-doramectin. The isomerisation of doramectin to Δ2,3-doramectin proceeded stereoselectively, exclusively yielding the 4S epimer.

Original languageEnglish
Pages (from-to)4224-4227
Number of pages4
JournalTetrahedron Letters
Volume57
Issue number37
DOIs
Publication statusPublished - 14 Sep 2016

Keywords

  • doramectin
  • avermectin
  • degradation
  • endectocide

Fingerprint Dive into the research topics of 'Primary pH degradation products of doramectin'. Together they form a unique fingerprint.

Cite this