Synthesis, characterization, radiolabeling and biodistribution of a novel cyclohexane dioxime derivative as a potential candidate for tumor imaging

Abstract

Purpose: Dioxime derivative is reported to exhibit high affinity towards tumor cells. The objective of the present study is to synthesize a new dioxime derivative to be labeled with technetium-99m for using as a solid tumor marker.

Materials and methods: ((2E,2′,3E,3′)-3,3′-(cyclohexane-1,2-diylbis (azanylylidene)) bis-(butan-2-one)dioxime) was synthesized by condensation of Butan-2,3-dione monooxime and diaminocyclohexane and labeled with ^99mTc. The in-vivo distribution of the agent was studied by carrying out biodistribution in tumor bearing Albino mice.

Results: A new cyclohexane dioxime derivative was synthesized with a good yield of 93 ± 2% and its complexation with ^99mTc was prepared with 85 ± 4% radiochemical yield under the optimized conditions and the preparation exhibited in-vitro stability up to 6 h. Biodistribution studies showed high uptake in tumor cells with T/NT (target to non-target ratio) = 3.4 ± 0.2 after 0.5 h post injection.

Conclusion: As a result of biodistribution studies, the newly synthesized cyclohexane dioxime derivative showed its good uptake in tumor cells, which affords a potential radiopharmaceutical that could be used as a good tumor imaging agent.

Keywords:

• Cyclohexane
• dioxime
• synthesis
• technetium-99m
• tumor imaging

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Notes on contributors

M. A. Motaleb

M. A. Motaleb is a professor of radio-chemistry and ahead of Labeled Compounds Department, Hot Laboratories Center, Atomic Energy Authority, Cairo, Egypt. He is interested in all fields of nuclear medicine.

Adli A. Selim

Adli A. Selim is an assistant lecture in Labeled Compounds Department, Hot Laboratories Center, Atomic Energy Authority, Cairo, Egypt. He works in cancer treatment using nuclear medicine technique.

M. El-Tawoosy

M. El-Tawoosy is a professor of radio-chemistry working in Labeled Compounds Department, Hot Laboratories Center, Atomic Energy Authority, Cairo, Egypt. He interested in labeling of pharmaceutical compounds especially radioiodinated compounds.

M. H. Sanad

M. H. Sanad is an assistant professor of radio-chemistry in Labeled Compounds Department, Hot Laboratories Center, Atomic Energy Authority, Cairo, Egypt. He is working for improving labeling technique with radioisotopes.

M. A. El-Hashash

M. A. El-Hashash is a professor of organic chemistry in Chemistry Department, Faculty of Science, Ain Shams University, Cairo, Egypt. He obtained a doctoral of science (D.Sc). He interested in organic synthesis especially hetero-cyclic compounds.