BATO complexes derived from dimethoxy dioximes: synthesis, characterization and biodistribution.
To prepare less lipophilic BATO complexes, two new methoxy-substituted dioximes were synthesized: cis-4,5-dimethoxycyclohexane-1,2-dione dioxime (DMCDO) and 1,4-dimethoxybutane-2,3-dione dioxime (DMDMG). 99mTcCl(DMCDO)3BMe (BMe = methylboronic acid) was prepared and characterized. Reversed-phase HPLC analyses of 99mTcCl(DMCDO)3BMe and 99mTcCl(DMCDO)3-p-TBA (p-TBA = p - tolylboronic acid) indicated that both of these complexes were mixtures of four enantiomeric pairs of diastereomers. Attempted preparation of a BATO complex from DMDMG gave a mixture of products. In rats, 99mTcCl(DMCDO)3BMe displayed more rapid liver and renal clearance than 99mTcCl(CDO)3BMe, but 99mTcCl(DMCDO)3BMe and 99mTcCl(DMCDO)3-p-TBA displayed low uptake in both heart and brain.
Ramalingam
K
K
Bristol-Myers Squibb Pharmaceutical Research Institute, Princeton, NJ 08543, USA.
Jurisson
S S
SS
Kuczynski
B L
BL
Di Rocco
R
R
Narra
R K
RK
Nowotnik
D P
DP
Nunn
A D
AD
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D015902:Gamma Cameras; D007553:Isotope Labeling; D008297:Male; D015609:Organotechnetium Compounds / Q000138:chemical synthesis / Q000737:chemistry; D010091:Oximes / Q000138:chemical synthesis / Q000737:chemistry; D051381:Rats; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D014018:Tissue Distribution
D015609:Organotechnetium Compounds; D010091:Oximes