Synthesis and evaluation of antiproliferative activity of a geldanamycin-Herceptin immunoconjugate

Bioorg Med Chem Lett. 2000 May 15;10(10):1025-8. doi: 10.1016/s0960-894x(00)00155-4.

Abstract

Geldanamycin was modified with 1,4-diaminobutane to introduce a primary amine that was subsequently employed to provide a maleimide for protein linkage. Monoclonal antibody Herceptin was then derivatized to generate thiol groups that reacted with the maleimide derivative to produce the immunoconjugate. The product showed antiproliferative activity greater than native Herceptin.

MeSH terms

  • Antibodies, Monoclonal / chemistry
  • Antibodies, Monoclonal / pharmacology*
  • Antibodies, Monoclonal, Humanized
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Benzoquinones
  • Breast Neoplasms / drug therapy
  • Breast Neoplasms / metabolism
  • Carcinoma / drug therapy
  • Carcinoma / metabolism
  • Drug Screening Assays, Antitumor
  • Female
  • Humans
  • Lactams, Macrocyclic
  • Quinones / chemical synthesis*
  • Quinones / pharmacology*
  • Receptor, ErbB-2 / immunology
  • Receptor, ErbB-2 / metabolism
  • Trastuzumab
  • Tumor Cells, Cultured

Substances

  • Antibodies, Monoclonal
  • Antibodies, Monoclonal, Humanized
  • Antineoplastic Agents
  • Benzoquinones
  • Lactams, Macrocyclic
  • Quinones
  • Receptor, ErbB-2
  • Trastuzumab
  • geldanamycin