Novel carbonic anhydrase isozymes I, II and IV activators incorporating sulfonyl-histamino moieties

Bioorg Med Chem Lett. 1999 Jul 19;9(14):2043-8. doi: 10.1016/s0960-894x(99)00310-8.

Abstract

Sulfonylamido(ureido) derivatives of histamine were synthesized by an original procedure in order to obtain tight-binding activators of the zinc enzyme carbonic anhydrase (CA), exploiting the binding energy of the alkyl/arylsulfonyl moieties with amino acid residues at the entrance of the active site. In contrast to the lead molecule, histamine, the new derivatives possessed higher affinity for three different CA isozymes, as evidenced by compairing the affinity constants of these compounds for isozyme CA II.

MeSH terms

  • Binding Sites
  • Carbonic Anhydrases / chemistry
  • Carbonic Anhydrases / metabolism*
  • Drug Design
  • Enzyme Activation
  • Histamine / analogs & derivatives*
  • Histamine / metabolism*
  • Imidazoles / chemistry
  • Isoenzymes / metabolism
  • Structure-Activity Relationship
  • Sulfones / chemistry

Substances

  • Imidazoles
  • Isoenzymes
  • Sulfones
  • Histamine
  • Carbonic Anhydrases