TRICATECHOLAMIDE ANALOGS OF ENTEROBACTIN AS GALLIUM-BINDING AND INDIUM-BINDING RADIOPHARMACEUTICALS

  • 1 January 1981
    • journal article
    • research article
    • Vol. 22  (8) , 710-719
Abstract
Isopropyl N-substituted tricatecholamide analogs of enterobactin form gallium and indium complexes with very high stability constants and exhibit in vivo [in rats] characteristics significantly different from gallium- or indium-transferrin and EDTA. The 3,4-DiP-LICAMS [N,N"-bis(isopropyl)N,N'',N"-tris-(5-sulfo-2,3-dihydroxybenzoyl)-1,5,10-triazadecane] and TiP-MECAMS [1,3,5-N,N'',N"-tris(isopropyl)-N,N'',N"-tris-(5-sulfo-2,3-dihydroxybenzoyl)triaminomethylbenzene] complexes clear primarily through the kidneys, but the less polar 3,4-DiP-LICAM [N,N"-bis(isopropyl)-N,N'',N"-tris-(2,3-dihydroxybenzoyl)-1,5,10-triazadecane] complex was eliminated through the liver. The rationale for developing new metal-binding analogs with larger organic groups attached to the amide nitrogens is discussed.