Triamide mercaptide (N/sub 3/S) ligands for Tc-99m as potential Tc-99m renal function agents
A number of diamide dimercaptide (N/sub 2/S/sub 2/) complexes of Tc-99m have shown potential as renal tubular function radiopharmaceuticals that could replace radioiodinated hippurate (OIH). Evaluation of such ligands suggested that maximum efficiency for tubular secretion and specificity resulted from addition of a carboxylate group. However, such derivatives resulted in chelate ring stereoisomers that were differently transported by the renal tubular system. The problem of stereoisomers was obviated by replacing one sulfur with an effectively planar amido nitrogen. Groups on the nitrogen then result in diastereomers only when an additional asymetric center is present. A series of triamide mercaptide compounds have been synthesized to evaluate this class as ligands for Tc-99m. One of the simplest of the series, mercaptoacetylglycylglycylglycine (MAG/sub 3/), formed a single Tc-99m product in high yield as determined by HPLC. Preliminary results with pmr and ms of the Tc-99 complex indicate a structure consistent with a 1:1 metal to ligand ratio and monooxo technetium group. Biological evaluation of Tc-99m MAG/sub 3/ showed high renal specificity and rate of excretion exceeding OIH in several species including humans. Members of the N/sub 3/S series studied include mercaptoacetylglycylglycyl-amino acids. In some cases with second asymmetric centers, two components were seen on HPLC. In mice several dianionic Tc-99m complexes were excreted faster than OIH, Tc-99m MAG/sub 2/-ala, -asn, and -gln. Trianionic Tc-99m MAG/sub 2/-asp and -glu were excreted more slowly, and Tc-99m MAG/sub 2/-phe showed hepatobiliary excretion. Triamide mercaptides represent a new ligand class for Tc-99m.
- Research Organization:
- Univ. of Utah Medical Center, Salt Lake City, UT
- OSTI ID:
- 6795742
- Report Number(s):
- CONF-850611-; TRN: 87-010629
- Journal Information:
- J. Nucl. Med.; (United States), Vol. 26:5; Conference: 32. annual meeting of the Society of Nuclear Medicine, Houston, TX, USA, 2 Jun 1985
- Country of Publication:
- United States
- Language:
- English
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Development of animal models for evaluation of technetium-99m renal tubular function agents
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Related Subjects
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
59 BASIC BIOLOGICAL SCIENCES
GLYCYLGLYCINE
CHEMICAL PREPARATION
LABELLING
KIDNEYS
DYNAMIC FUNCTION STUDIES
SCINTISCANNING
RADIOPHARMACEUTICALS
EVALUATION
TISSUE DISTRIBUTION
AMIDES
BIOLOGICAL LOCALIZATION
EFFICIENCY
EXCRETION
ISOMERS
LIGANDS
LIQUID COLUMN CHROMATOGRAPHY
RENAL CLEARANCE
RETENTION FUNCTIONS
STEREOCHEMISTRY
TECHNETIUM 99
TECHNETIUM COMPLEXES
THIOLS
THIONALIDE
UPTAKE
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
BODY
CHROMATOGRAPHY
CLEARANCE
COMPLEXES
COUNTING TECHNIQUES
DIAGNOSTIC TECHNIQUES
DISTRIBUTION
DRUGS
FUNCTIONS
HOURS LIVING RADIOISOTOPES
INTERMEDIATE MASS NUCLEI
ISOMERIC TRANSITION ISOTOPES
ISOTOPES
LABELLED COMPOUNDS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
ORGANS
PEPTIDES
PROTEINS
RADIOISOTOPE SCANNING
RADIOISOTOPES
REAGENTS
SEPARATION PROCESSES
SYNTHESIS
TECHNETIUM ISOTOPES
TRANSITION ELEMENT COMPLEXES
YEARS LIVING RADIOISOTOPES
550601* - Medicine- Unsealed Radionuclides in Diagnostics
400201 - Chemical & Physicochemical Properties
550501 - Metabolism- Tracer Techniques