Lipophilic hexadentate gallium, indium and iron complexes of new phenolate-derivatized cyclohexanetriamines as potential in vivo metal-transfer reagents
- 1 January 1995
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in J. Chem. Soc., Dalton Trans.
- No. 10,p. 1677-1688
- https://doi.org/10.1039/dt9950001677
Abstract
1,3,5-Tris(5-substituted salicylamino)cyclohexanes (H3L; R = H, NO2 or OMe) have been synthesized by Schiff-base condensation between cis-1,3,5-triaminocyclohexane and a substituted salicylaldehyde, followed by reduction with KBH4. Reaction of these compounds with gallium(III), indium(III) and iron(III) salts gave neutral six-co-ordinate N3O3 complexes of type [ML](M = Ga, In or Fe). The complexes have been characterized by a combination of infrared, 1H and 13C-{1H} NMR and mass spectroscopy. The distribution coefficients between octan-1-ol and water indicate that the complexes are lipophilic. The electronic absorption spectra of the high-spin iron(III) complexes show ligand-to-metal charge-transfer bands in the 450–500 nm range. The structures of five of the complexes have been confirmed by single-crystal X-ray crystallography.Keywords
This publication has 38 references indexed in Scilit:
- Molecular Recognition of Phosphite and Phosphate by the Cobalt(II)-OBISDIEN System and Oxidation of Phosphite to Phosphate by Coordinated Molecular OxygenInorganic Chemistry, 1994
- Coordination compounds in nuclear medicineChemical Reviews, 1993
- Coordination chemistry of 2-(2'-hydroxyphenyl)-2-oxazolines with aluminum, gallium, and indium: first tris(ligand)metal(III) complexes of this naturally occurring binding groupInorganic Chemistry, 1992
- Hepatobiliary delivery of polyaminopolycarboxylate chelates: synthesis and characterization of a cholic acid conjugate of EDTA and biodistribution and imaging studies with its indium-111 chelateBioconjugate Chemistry, 1991
- 2 Clinically Useful Chelators of Tripositive ElementsProgress in Medicinal Chemistry, 1991
- Tumour targeting with radiolabelled macrocycle–antibody conjugatesChemical Society Reviews, 1990
- Synthesis, characterization, and solid-state structure of a new hexachelating ligand and its complex with gallium(III)Inorganic Chemistry, 1989
- Preparation of 67Ga-labeled antibodies using deferoxamine as a bifunctional chelate an improved methodJournal of Immunological Methods, 1987
- Synthesis of 1-(p-isothiocyanatobenzyl) derivatives of DTPA and EDTA. Antibody labeling and tumor-imaging studiesInorganic Chemistry, 1986
- Critical survey of stability constants of complexes of indiumPublished by Walter de Gruyter GmbH ,1983