Alkylating agents from sugars. Alkyl hexopyranoside derivatives as carrier systems for chlorambucil

Carbohydr Res. 1999 Mar 31;316(1-4):71-84. doi: 10.1016/s0008-6215(99)00030-0.

Abstract

Chlorambucil derivatives involving alkyl 2-aminodeoxy sugars have been synthesized in good yield by coupling the chlorambucil moiety to positions C-2 or C-3 of the sugar, directly or via a spacer. The starting material was easily available from 2-acetamido-2-deoxy-D-glucose. The final compounds were tested for cytotoxicity, and some of those that presented the best results were studied for inhibition of cell proliferation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adult
  • Amino Sugars / administration & dosage*
  • Amino Sugars / chemistry
  • Amino Sugars / toxicity
  • Animals
  • Antineoplastic Agents, Alkylating / administration & dosage*
  • Antineoplastic Agents, Alkylating / chemistry
  • Antineoplastic Agents, Alkylating / toxicity
  • Carcinoma / pathology
  • Cell Division / drug effects
  • Chlorambucil / administration & dosage*
  • Chlorambucil / chemistry
  • Chlorambucil / toxicity
  • Deoxy Sugars / administration & dosage*
  • Deoxy Sugars / chemistry
  • Deoxy Sugars / toxicity
  • Drug Carriers
  • Ethanolamine / chemistry
  • Female
  • Humans
  • Leukemia, Promyelocytic, Acute / pathology
  • Mice
  • Molecular Structure
  • Nasopharyngeal Neoplasms / pathology
  • Tumor Cells, Cultured / drug effects

Substances

  • Amino Sugars
  • Antineoplastic Agents, Alkylating
  • Deoxy Sugars
  • Drug Carriers
  • Chlorambucil
  • Ethanolamine