Preparation of 10B-enriched nitroimidazole derivative by click reaction as a functional drug for hypoxia-targeting boron-neutron capture therapy

We report a novel drug that can be used for the treatment of tumor hypoxic cells by boron neutron capture therapy. We attempted to modify p‑boronophenylalanine, a agent for this therapy in practical use, with a hypoxia-accumulating functional group, 2-nitroimidazole derivative to form p‑boronophenyl...

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Bibliographic Details
Main Authors: Tatsuya Ozasa, Miu Mizutani, Tatsuya Nishihara, Minoru Suzuki, Kazuhito Tanabe
Format: Article
Language:English
Published: Elsevier 2025-05-01
Series:Results in Chemistry
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Online Access:http://www.sciencedirect.com/science/article/pii/S2211715625002280
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Summary:We report a novel drug that can be used for the treatment of tumor hypoxic cells by boron neutron capture therapy. We attempted to modify p‑boronophenylalanine, a agent for this therapy in practical use, with a hypoxia-accumulating functional group, 2-nitroimidazole derivative to form p‑boronophenylalanine with nitroimidazole group (BPA-NI). We successfully prepared 10B-enriched BPA-NI by using click chemistry between azide-modified p‑boronophenylalanine and alkyne-modified nitroimidazole in the presence of copper catalysis. This functional molecule showed selective accumulation in hypoxic cells, and therefore showed robust cytotoxic effects toward hypoxic cells upon thermal neutron irradiation.
ISSN:2211-7156