Synthesis of 6-amino-6-deoxyhyaluronan as an intermediate for conjugation with carboxylate-containing compounds: application to hyaluronan-camptothecin conjugates

Carbohydr Res. 2009 Jan 5;344(1):98-104. doi: 10.1016/j.carres.2008.09.027. Epub 2008 Oct 8.

Abstract

A novel methodology for making drug conjugates using hyaluronan as a carrier was developed. This strategy involves a completely regioselective two-step synthesis of 6-amino-6-deoxyhyaluronan, which is then easily functionalized with drugs through a suitable linker. The case of hyaluronan-camptothecin conjugates is described, making use of a simple succinate linker. The antitumor activity of new hyaluronan derivatives prepared is at present under evaluation.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry*
  • Camptothecin / chemistry*
  • Carboxylic Acids / chemistry*
  • Hyaluronic Acid / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Antineoplastic Agents
  • Carboxylic Acids
  • Hyaluronic Acid
  • Camptothecin