Synthetic multivalent ligands for cholera & cholera-like toxins: Protected cyclic neoglycopeptides.
Synthesis of a set of novel glycopeptide analogues as potential cholera/cholera-like toxin inhibitors in their protected form is described. They include di-, tri-, tetra- and pentavalent scaffolds. The synthetic steps were achieved using a combination of solvent-free mechanochemical as well as the conventional solution-phase reactions. During the conventional DIC-HOBt-mediated peptide coupling followed for the preparation of certain glycopeptide analogues an interesting in situ Fmoc deprotection was observed which has been demonstrated to hold potential for synthesiszing glycopeptides/neoglycopeptides with extended polyamide chains.
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar, Punjab 160062, India.
Vajinder
V
Kumar
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar, Punjab 160062, India.
Narender
N
Yadav
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar, Punjab 160062, India. Electronic address: rkartha@niper.ac.in.
K P Ravindranathan
KP
Kartha
D000992:Antitoxins / Q000737:chemistry / Q000494:pharmacology; D002772:Cholera Toxin / Q000037:antagonists & inhibitors; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure
D000992:Antitoxins; D006020:Glycopeptides; D006571:Heterocyclic Compounds; D002772:Cholera Toxin
Cholera toxin; Diarrhoea; Glycoconjugates; Multivalent inhibitors; Neoglycopeptides