Molecules (Nov 2021)

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

  • Anna A. Druzina,
  • Olga B. Zhidkova,
  • Nadezhda V. Dudarova,
  • Natalia A. Nekrasova,
  • Kyrill Yu. Suponitsky,
  • Sergey V. Timofeev,
  • Vladimir I. Bregadze

DOI
https://doi.org/10.3390/molecules26216687
Journal volume & issue
Vol. 26, no. 21
p. 6687

Abstract

Read online

9-HC≡CCH2Me2N-nido-7,8-C2B9H11, 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-Me2N(CH2)2Me2N-nido-7,8-C2B9H11 terminal dimethylamino group was determined by single-crystal X-ray diffraction.

Keywords