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Synthesis Neutral Rare Earth Complexes of Diethylenetriamine-N,N'-bis(acetyl-isoniazid)-N,N',N'-triacetic Acid as Potential Contrast Enhancement Agents for Magnetic Resonance Imaging
- Source :
- Chemical and Pharmaceutical Bulletin. 54:1203-1206
- Publication Year :
- 2006
- Publisher :
- Pharmaceutical Society of Japan, 2006.
-
Abstract
- A novel ligand, diethylenetriamine-N,N''-bis(acetyl-isoniazid)-N,N',N''-triacetic acid (H(3)L) has been synthesized from diethylene triamine pentaacetic acid (DTPA) and isoniazid. Ligand and its five neutral rare earth (RE=La, Sm, Eu, Gd, Tb) complexes holding promise of magnetic resonance imaging (MRI) were characterized on the basis of elemental analysis, molar conductivity, (1)H-NMR spectrum, FAB-MS, TG-DTA analysis and IR spectrum. The relaxivity (R(1)) of complexes and Gd(DTPA)(2-) used as a control were determined. The relaxivity of LaL, SmL, EuL, GdL, TbL and Gd(DTPA)(2-) were 0.14, 1.66, 3.14, 6.08, 2.79 and 4.34 l.mmol(-1).s(-1), respectively. The spin-lattice relaxivity of GdL was larger than that of Gd(DTPA)(2-). The relaxivity of GdL had also been investigated in human serum albumin (HSA) solution, the relaxivity of GdL was enhanced from 6.08 l.mmol(-1).s(-1) in water solution to 9.09 l.mmol(-1).s(-1) in HSA solution. In addition, thermodynamics stability constant of GdL complex was determined, the thermodynamic stability constant of GdL complex (K(GdL)=10(20.84)) was a few larger than that of Gd(DTPA)(2-) (K(Gd-DTPA)=10(20.73)). The results showed that complex of GdL may be a prospective MRI contrast agent with low osmotic pressure due to non-ion complex, high spin-lattice relaxivity, good stability and binding affinity for the serum protein.
- Subjects :
- MRI contrast agent
Analytical chemistry
Contrast Media
Infrared spectroscopy
Molar conductivity
Ligands
chemistry.chemical_compound
Drug Discovery
Isoniazid
Organometallic Compounds
medicine
Humans
Serum Albumin
Water
General Chemistry
General Medicine
Pentetic Acid
Human serum albumin
Ligand (biochemistry)
Magnetic Resonance Imaging
Solutions
chemistry
Stability constants of complexes
Diethylenetriamine
Thermodynamics
Metals, Rare Earth
Chemical stability
Nuclear chemistry
medicine.drug
Subjects
Details
- ISSN :
- 13475223 and 00092363
- Volume :
- 54
- Database :
- OpenAIRE
- Journal :
- Chemical and Pharmaceutical Bulletin
- Accession number :
- edsair.doi.dedup.....94ba5b2f96ff12b5959757e6ba7cc61e