Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 959, Issue -, Pages -Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2021.122186
Keywords
Closo-dodecaborate; Nido-carborane; 3-nitro-1; 8-naphthalimide; Mitonafide; DNA intercalators
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Funding
- Russian Science Foundation [19-72-30005]
- Ministry of Science and Higher Education of the Russian Federation
- Russian Science Foundation [19-72-30005] Funding Source: Russian Science Foundation
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Methodologies for synthesizing the first generation of 3-nitro-1,8-naphthalimides containing nido and closo moieties are reported. Boron-containing compounds were synthesized by reacting 3-nitro-1,8-naphthalic anhydride with ammonium derivatives of nido and closo ions. A novel boron-enriched mitonafide was obtained through nucleophilic ring-breakdown reaction. These synthesized compounds have potential as agents for boron neutron capture therapy for cancer.
Methodologies for the synthesis of the first 3-nitro-1,8-naphthalimides bearing the nido -carborane and closo -dodecaborate moieties are reported. Series of boron containing 3-nitro-1,8-naphthalimides were synthesized by the reaction of 3-nitro-1,8-naphthalic anhydride with ammonium derivatives of nido- carborane and closo -dodecaborate anions. The nucleophilic ring-breakdown reaction of cyclic oxonium derivatives of nido -carborane with the tertiary dimethylamino group of mitonafide led to the novel boron-enriched mitonafides. The synthesized compounds are of interest as potential agents for boron neutron capture therapy for cancer.(c) 2021 Elsevier B.V. All rights reserved.
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