Cationic technetium and rhenium complexes with pendant carbohydrates.
Three carbohydrate conjugated dipicolylamine chelators, 2-bis(2-pyridinylmethyl)amino)ethyl 1-deoxy-1-thio-beta-D-glucopyranoside (L(1)), 2-bis(2-pyridinylmethyl)amino)ethyl-beta-D-glucopyranoside (L(2)), and 2-bis(2-pyridinylmethyl)amino)carboxamide-N-(2-amino-2-deoxy-D-glucopyranose) (L(3)) were complexed to the [M(CO)(3)](+) core (M=Tc, Re) and the properties of the resulting complexes were investigated. Synthesis and characterization of the chelator 2-bis(2-pyridinylmethyl)amino)ethyl 1-deoxy-1-thio-beta-D-glucopyranoside (L(1)) and the corresponding Re complex are reported. All chelators were radiolabeled in high yield with [(99m)Tc(CO)(3)(H(2)O)(3)](+) (>98%) and [(186)Re(CO)(3)(H(2)O)(3)](+) (>80%). The chelators and Re-complexes were determined to not be substrates for the glucose metabolism enzyme hexokinase. However, the biodistribution of each of the (99m)Tc complexes demonstrated fast clearance from most background tissue, including >75% clearance of the activity in the kidneys and the liver within 2h post-injection.
Medicinal Inorganic Chemistry Group, Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC, Canada.
Cara L
CL
Ferreira
Fabio L N
FL
Marques
Miriam R Y
MR
Okamoto
Andréia H
AH
Otake
Yuko
Y
Sugai
Yuji
Y
Mikata
Tim
T
Storr
Meryn
M
Bowen
Shigenobu
S
Yano
Michael J
MJ
Adam
Roger
R
Chammas
Chris
C
Orvig
D000818:Animals; D002614:Chelating Agents / Q000138:chemical synthesis*; D005960:Glucosides / Q000737:chemistry*; D006593:Hexokinase / Q000378:metabolism; D007553:Isotope Labeling; D051379:Mice; D008810:Mice, Inbred C57BL; D015609:Organotechnetium Compounds; D011725:Pyridines / Q000737:chemistry*; D019275:Radiopharmaceuticals; D012211:Rhenium / Q000737:chemistry*; D013667:Technetium / Q000737:chemistry*; D014018:Tissue Distribution
D002614:Chelating Agents; D005960:Glucosides; D015609:Organotechnetium Compounds; D011725:Pyridines; D019275:Radiopharmaceuticals; D012211:Rhenium; D013667:Technetium; D006593:Hexokinase