Synthesis of Zwitter-Ionic Conjugate of <i>Nido</i>-Carborane with Cholesterol

9-HC≡CCH<sub>2</sub>Me<sub>2</sub>N-<i>nido</i>-7,8-C<sub>2</sub>B<sub>9</sub>H<sub>11</sub>, a previously described carboranyl terminal alkyne, was used for the copper(I)-catalyzed azide-alkyne cycloaddition with azido-3β-chole...

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Autores principales: Anna A. Druzina, Olga B. Zhidkova, Nadezhda V. Dudarova, Natalia A. Nekrasova, Kyrill Yu. Suponitsky, Sergey V. Timofeev, Vladimir I. Bregadze
Formato: article
Lenguaje:EN
Publicado: MDPI AG 2021
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Acceso en línea:https://doaj.org/article/8fe313b0f0764fba97c4271776152df6
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Sumario:9-HC≡CCH<sub>2</sub>Me<sub>2</sub>N-<i>nido</i>-7,8-C<sub>2</sub>B<sub>9</sub>H<sub>11</sub>, a previously described carboranyl terminal alkyne, was used for the copper(I)-catalyzed azide-alkyne cycloaddition with azido-3β-cholesterol to form a novel zwitter-ionic conjugate of <i>nido</i>-carborane with cholesterol, bearing a 1,2,3-triazol fragment. The conjugate of <i>nido</i>-carborane with cholesterol, containing a charge-compensated group in the linker, can be used as a precursor for the preparation of liposomes for BNCT (Boron Neutron Capture Therapy). The solid-state molecular structure of a <i>nido</i>-carborane derivative with the 9-Me<sub>2</sub>N(CH<sub>2</sub>)<sub>2</sub>Me<sub>2</sub>N-<i>nido</i>-7,8-C<sub>2</sub>B<sub>9</sub>H<sub>11</sub> terminal dimethylamino group was determined by single-crystal X-ray diffraction.