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Antibody conjugates with morpholinodoxorubicin and acid-cleavable linkers.

Abstract
Antibody-morpholinodoxorubicin conjugates were prepared for targeted immunotherapy of human melanoma. Spacer molecules that differ in hydrolytic stability were employed between the C-13 of the drug and amino residue of lysine on the monoclonal antibody. Antibody-drug conjugates were made with five structurally different morpholinodoxorubicin derivatives including oxime, phenylhydrazone, (sulfonylphenyl)hydrazone, and acylhydrazone moieties. Hydrolytic stability of the antibody conjugates directly correlated with their in vitro cytotoxicity against melanoma cells. Derivatives or conjugates with the greatest hydrolytic stability showed the least cytotoxicity.
AuthorsB M Mueller, W A Wrasidlo, R A Reisfeld
JournalBioconjugate chemistry (Bioconjug Chem) 1990 Sep-Oct Vol. 1 Issue 5 Pg. 325-30 ISSN: 1043-1802 [Print] UNITED STATES
PMID1711377 (Publication Type: Comparative Study, Journal Article, Research Support, U.S. Gov't, P.H.S.)
Chemical References
  • Antibodies, Monoclonal
  • Hydrazones
  • Immunotoxins
  • Morpholines
  • Oximes
  • Receptors, Immunologic
  • Receptors, Vitronectin
  • phenylhydrazone
  • Doxorubicin
Topics
  • Antibodies, Monoclonal
  • Doxorubicin (administration & dosage, analogs & derivatives, chemistry, therapeutic use)
  • Drug Stability
  • Humans
  • Hydrazones
  • Hydrolysis
  • Immunotoxins (chemical synthesis)
  • Melanoma (drug therapy, immunology)
  • Molecular Structure
  • Morpholines (administration & dosage, chemistry, therapeutic use)
  • Oximes
  • Receptors, Immunologic (immunology)
  • Receptors, Vitronectin
  • Structure-Activity Relationship
  • Tumor Cells, Cultured

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