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Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol

9-HC≡CCH(2)Me(2)N-nido-7,8-C(2)B(9)H(11), 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 nido-carborane with cholesterol, bearing a 1,2,3-triazol fragment. The con...

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Detalles Bibliográficos
Autores principales: Druzina, Anna A., Zhidkova, Olga B., Dudarova, Nadezhda V., Nekrasova, Natalia A., Suponitsky, Kyrill Yu., Timofeev, Sergey V., Bregadze, Vladimir I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8588508/
https://www.ncbi.nlm.nih.gov/pubmed/34771096
http://dx.doi.org/10.3390/molecules26216687
Descripción
Sumario:9-HC≡CCH(2)Me(2)N-nido-7,8-C(2)B(9)H(11), 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 nido-carborane with cholesterol, bearing a 1,2,3-triazol fragment. The conjugate of nido-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 nido-carborane derivative with the 9-Me(2)N(CH(2))(2)Me(2)N-nido-7,8-C(2)B(9)H(11) terminal dimethylamino group was determined by single-crystal X-ray diffraction.