PMID: 9182834Jan 1, 1997Paper

Chemical characterization and comparative cellular effects of meta-iodobenzyl guanidine and benzyl guanidine

Cancer Chemotherapy and Pharmacology
J D Van den BergH van Rooij

Abstract

meta-Iodobenzyl guanidine (MIBG) combines the structural properties of the neuron-blocking agents bretylium and guanethidine and is being used increasingly for various clinical applications. Different samples of MIBG were assayed for possible contamination with benzyl guanidine (BG). Fast-atom-bombardment mass spectrometry (FAB-MS) analysis showed a prominent but variable m/z 150 signal, corresponding to a protonated BG. The MS/MS fragmentation pattern of these [M + H]+ ions was similar to that obtained from FAB-MS-generated, protonated BG, confirming the proposed molecule and associated structures. RP-HPLC analysis of both guanidines, however, excluded the possibility of contamination of MIBG with BG. It was therefore concluded that the BG signal was an artifact of the FAB-MS procedure. In addition, the importance of the meta-substituted iodine for the biological activity of MIBG was investigated. Three different biochemical and cell-biological properties of MIBG were compared with those of its precursor MIBA and BG. The assays used were: inhibition of the catecholamine "Uptake I" system in SK-N-SH neuroblastoma and PC-12 pheochromocytoma cells, inhibition of mitochondrial respiration, and general cytotoxicity in L1210 leukemi...Continue Reading

Citations

Dec 5, 2000·Journal of Chromatography. B, Biomedical Sciences and Applications·T HanaiS Inamoto
Aug 17, 1999·Journal of Chromatography. B, Biomedical Sciences and Applications·R W SparidansJ H Beijnen
Mar 15, 2014·Journal of Nuclear Medicine : Official Publication, Society of Nuclear Medicine·Bennett B ChinJohn W Babich

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