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Synthesis, labeling, and biological evaluation of 2-{[benzyl(cyanomethyl)amino]methyl}-3-(ethoxycarbonyl)-quinoxaline 1,4-dioxide in ascites bearing mice

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Abstract

Quinoxaline 1,4-dioxide derivative, 2-{[benzyl(cyanomethyl)amino]methyl}-3-(ethoxycarbonyl) quinoxaline 1,4-dioxide (Q3D), was synthesized and labeled with radioiodine via direct electrophilic substitution giving labeling yield above 90%. The product was examined by paper electrophoresis. 125I-Q3D was prepared using Chloramine T as oxidizing agent. 125I-Q3D was stable for up to 72 h post labeling, in contrast to 99mTc-AQCD which is stable only for a short time. Biodistribution study of 125I-Q3D in ascites tumor bearing mice revealed large uptake of the labeled compound in tumor sites. In addition, in vitro incubation of the labeled compound with Ehrlich cells indicated incorporation of these compounds in DNA of tumor cells. This uptake of 125I-Q3D in DNA of tumor cells may be helpful in tumor diagnosis and therapy.

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Authors and Affiliations

  1. Labelled Compounds Department, Radioisotopes Production and Radioactive Sources Division, Hot Laboratories Center, Atomic Energy Authority, P.O. Box 13759, Cairo, Egypt

    I. T. Ibrahim & M. El-Tawoosy

  2. Chemistry Department, Faculty of Science (Damiatta), Mansoura University, Mansoura, Egypt

    M. A. Waly

Authors
  1. I. T. Ibrahim
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  2. M. A. Waly
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  3. M. El-Tawoosy
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Corresponding author

Correspondence to I. T. Ibrahim.

Additional information

Published in Russian in Radiokhimiya, 2012, Vol. 54, No. 4, pp. 364–368.

The text was submitted by the authors in English.

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Ibrahim, I.T., Waly, M.A. & El-Tawoosy, M. Synthesis, labeling, and biological evaluation of 2-{[benzyl(cyanomethyl)amino]methyl}-3-(ethoxycarbonyl)-quinoxaline 1,4-dioxide in ascites bearing mice. Radiochemistry 54, 395–400 (2012). https://doi.org/10.1134/S1066362212040157

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  • DOI: https://doi.org/10.1134/S1066362212040157

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