Synthesis and evaluation of a new class of technetium-99m monocationic radiotracers from dithienyldiazalkanes

N. C. Goomer, P. V. Kulkarni, A. Constantinescu, P. Antich, R. W. Parkey, J. R. Corbett

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Abstract

Monocationic 99mTc complexes, [99mTcO2(THEN)]+ and [99mTcO2(THPN)]+ derived from a new class of N2S2 chelators diethienyldiazalkanes, namely 1,6-di(2-thienyl)-2,5-diazahexane (THEN) and 1 7-di-(2-thienyl)-4,4-dimethyl-2,6-diazaheptane (THPN), have been synthesized using Sn(II) tartrate reduction of [99mTc]pertechnetate at pH 9 and extraction of the complexes as ion pairs with trifluoromethane sulfonate anion (CF3SO3 -) in high radiochemical yield (~90%). Radiochemical analysis of the 99mTc complexes using chromatography (Whatman Cellulose CEL300 DEAE anion exchange strip, MEK) and paper chromatography (Whatman I, acetone) revealed high radiochemical purity (>90%). High octanol-saline partition coefficients (>37) of [99mTcO2THEN)]+ and [99mTcO2(THPN)]+ indicated a lipophilic nature of the complexes. Relative stability of the 99mTc complex was high as measured by DTPA challenge studies. Biodistribution of [99mTcO2(THEN)]+ and [99mTcO2(THPN)]+ in rats at 15 min post-injection showed heart-to-blood activity ratios of 0.26 and 0.46, respectively, with rapid blood clearance. Further studies involving the variation of substituents on the basic core structure of this new class of 99mTc complexes may provide radiotracers suitable for myocardial imaging.

Original languageEnglish (US)
Pages (from-to)657-662
Number of pages6
JournalNuclear Medicine and Biology
Volume21
Issue number4
DOIs
StatePublished - 1994

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Technetium
Anions
Sodium Pertechnetate Tc 99m
Octanols
Paper Chromatography
Pentetic Acid
Mitogen-Activated Protein Kinase Kinases
Chelating Agents
Acetone
Cellulose
Chromatography
Ions
Injections
2-diethylaminoethanol
tartaric acid
fluoroform

ASJC Scopus subject areas

  • Cancer Research
  • Molecular Medicine
  • Radiology Nuclear Medicine and imaging

Cite this

Goomer, N. C., Kulkarni, P. V., Constantinescu, A., Antich, P., Parkey, R. W., & Corbett, J. R. (1994). Synthesis and evaluation of a new class of technetium-99m monocationic radiotracers from dithienyldiazalkanes. Nuclear Medicine and Biology, 21(4), 657-662. https://doi.org/10.1016/0969-8051(94)90032-9

Synthesis and evaluation of a new class of technetium-99m monocationic radiotracers from dithienyldiazalkanes. / Goomer, N. C.; Kulkarni, P. V.; Constantinescu, A.; Antich, P.; Parkey, R. W.; Corbett, J. R.

In: Nuclear Medicine and Biology, Vol. 21, No. 4, 1994, p. 657-662.

Research output: Contribution to journalArticle

Goomer, NC, Kulkarni, PV, Constantinescu, A, Antich, P, Parkey, RW & Corbett, JR 1994, 'Synthesis and evaluation of a new class of technetium-99m monocationic radiotracers from dithienyldiazalkanes', Nuclear Medicine and Biology, vol. 21, no. 4, pp. 657-662. https://doi.org/10.1016/0969-8051(94)90032-9
Goomer, N. C. ; Kulkarni, P. V. ; Constantinescu, A. ; Antich, P. ; Parkey, R. W. ; Corbett, J. R. / Synthesis and evaluation of a new class of technetium-99m monocationic radiotracers from dithienyldiazalkanes. In: Nuclear Medicine and Biology. 1994 ; Vol. 21, No. 4. pp. 657-662.
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abstract = "Monocationic 99mTc complexes, [99mTcO2(THEN)]+ and [99mTcO2(THPN)]+ derived from a new class of N2S2 chelators diethienyldiazalkanes, namely 1,6-di(2-thienyl)-2,5-diazahexane (THEN) and 1 7-di-(2-thienyl)-4,4-dimethyl-2,6-diazaheptane (THPN), have been synthesized using Sn(II) tartrate reduction of [99mTc]pertechnetate at pH 9 and extraction of the complexes as ion pairs with trifluoromethane sulfonate anion (CF3SO3 -) in high radiochemical yield (~90{\%}). Radiochemical analysis of the 99mTc complexes using chromatography (Whatman Cellulose CEL300 DEAE anion exchange strip, MEK) and paper chromatography (Whatman I, acetone) revealed high radiochemical purity (>90{\%}). High octanol-saline partition coefficients (>37) of [99mTcO2THEN)]+ and [99mTcO2(THPN)]+ indicated a lipophilic nature of the complexes. Relative stability of the 99mTc complex was high as measured by DTPA challenge studies. Biodistribution of [99mTcO2(THEN)]+ and [99mTcO2(THPN)]+ in rats at 15 min post-injection showed heart-to-blood activity ratios of 0.26 and 0.46, respectively, with rapid blood clearance. Further studies involving the variation of substituents on the basic core structure of this new class of 99mTc complexes may provide radiotracers suitable for myocardial imaging.",
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