Synthesis, characterization and in vivo evaluation of [62Zn]–benzo-δ-sultam complex as a possible pet imaging agent

• Published in: Annals of nuclear medicine Vol. 28; no. 9; pp. 880 - 890
• Main Authors: Ghandi, Mehdi, Feizi, Shahzad, Ziaie, Farhood, Fazaeli, Yousef, Notash, Behrooz
• Format: Journal Article
• Language: English
• Published: Tokyo Springer Japan 01.11.2014
• Subjects: Animals; Chromatography, High Pressure Liquid; Chromatography, Paper; Humans; Imaging; Medicine; Medicine & Public Health; Molecular Structure; Naphthalenesulfonates - chemical synthesis; Naphthalenesulfonates - chemistry; Naphthalenesulfonates - pharmacokinetics; Neoplasms, Experimental - diagnostic imaging; Nuclear Medicine; Original Article; Positron-Emission Tomography - instrumentation; Positron-Emission Tomography - methods; Radiology; Radiopharmaceuticals - chemical synthesis; Radiopharmaceuticals - chemistry; Radiopharmaceuticals - pharmacokinetics; Rats, Sprague-Dawley; Sarcoma - diagnostic imaging; Serum - chemistry; Spectroscopy, Fourier Transform Infrared; Zinc Radioisotopes - chemistry; Zinc Radioisotopes - pharmacokinetics; Benzo-δ-sultam; Bio distribution; Zn production; Coincidence imaging
• ISSN: 0914-7187; 1864-6433
• DOI: 10.1007/s12149-014-0885-y

Objective The development of a new tracer based on the cyclic sulfonamides (sultams) was investigated. Methods 3-(Methoxy-phenyl-methyl)-1,6-dimethyl-1H benzo[c][1,2] thiazine 2,2-dioxide (benzo-δ-sultam) was synthesized and characterized by elemental analysis, FT-IR spectroscopy and single crystal X-ray structure determination. The prepared cyclic sulfonamide was labeled with non-commercial 62 Zn radioisotope for fast in vivo targeting and Coincidence imaging purposes (radiochemical purity 97 % ITLC, 96 % HPLC, specific activity 20–23 GBq/mmol). In vivo biodistribution of the final complex was investigated in Sprague Dawley ® rats bearing fibro sarcoma tumor after 2, 4 and 8 h post injection and compared with free Zn +2 cation. Results Using instant paper chromatography method, the physicochemical properties of labeled compounds were found sufficiently stable in organic phases, e.g. a human serum, to be reliably used in bioapplications. Conclusions The complex exhibited a rapid as well as high tumor uptake (tumor to blood ratio 4.38 and tumor to muscle ratio 9.63) resulting in an efficient tumor targeting agent.