title: Macrocyclic triamine derived glucose analogues for99mTc(CO)3labeling: synthesis and biological evaluation as potential tumor-imaging agents.
abstract: [99mTc(CO)3(H2O)3]+has attracted great attention among99mTc-labeling techniques, due to its ease of preparation, readily substituted water molecules of the precursor fac-[99mTc(CO)3(H2O)3]+by a variety of functional groups, small size and inertness. Bifunctional chelator based on a macrocyclic polyamine framework shows easy complexation with [99mTc(CO)3(H2O)3]+to produce stable complex. In this study, two novel 1, 5, 9-triazacyclododecane derivatives containing a glucose group (6 and 7) were successfully synthesized by reacting different glucose-azides with alkyne-[12]aneN3via the so-called click chemistry and radiolabeled with [99mTc(CO)3(H2O)3]+to form99mTc(CO)3-6 (C-1-substituted complex) and99mTc(CO)3-7 (C-2-substituted complex) in high yields. The complexes were stable in vitro over 6 h when incubated in saline at room temperature and in mouse serum at 37 °C. The partition coefficient results showed that they were hydrophilic. The biodistribution studies in Kunming mice bearing S 180 tumor showed both complexes showed accumulation in the tumor. Between them,99mTc(CO)3-7 had the advantages of much higher tumor uptake and tumor/muscle ratio. Compared with other reported99mTc-radiolabeled glucose derivatives,99mTc(CO)3-7 also showed a higher tumor uptake and tumor/muscle ratio, suggesting it would be a potential candidate for further development as a tumor-imaging agent.
authors.affiliation: Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry, Beijing Normal University, Beijing, China.
authors.forename: Teli
authors.initials: T
authors.lastname: Liu
authors.affiliation: Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry, Beijing Normal University, Beijing, China.
authors.forename: Qianqian
authors.initials: Q
authors.lastname: Gan
authors.affiliation: Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry, Beijing Normal University, Beijing, China.
authors.forename: Junbo
authors.initials: J
authors.lastname: Zhang
mesh_terms: D000818:Animals; D057930:Click Chemistry; D003287:Contrast Media / Q000737:chemistry*; D005947:Glucose / Q000031:analogs & derivatives* / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D047028:Macrocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D051379:Mice; D009369:Neoplasms / Q000000981:diagnostic imaging*; D012709:Serum Albumin / Q000737:chemistry; D017556:Technetium Compounds / Q000737:chemistry*; D014018:Tissue Distribution
chemical_list: D003287:Contrast Media; D047028:Macrocyclic Compounds; D012709:Serum Albumin; D017556:Technetium Compounds; C543202:triaquatricarbonyltechnetium(I); D005947:Glucose
keywords: 99mTc(CO)3; biodistribution; click chemistry; glucose analogue; macrocyclic triamine; tumor-imaging agent