Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol |
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| Authors: | Anna A Druzina Olga B Zhidkova Nadezhda V Dudarova Natalia A Nekrasova Kyrill Yu Suponitsky Sergey V Timofeev Vladimir I Bregadze |
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| Institution: | 1.A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119991 Moscow, Russia; (O.B.Z.); (N.V.D.); (N.A.N.); (K.Y.S.); (S.V.T.); (V.I.B.);2.M.V. Lomonosov Institute of Fine Chemical Technology, MIREA—Russian Technological University, 86 Vernadsky Av., 119571 Moscow, Russia;3.Basic Department of Chemistry of Innovative Materials and Technologies, G.V. Plekhanov Russian University of Economics, 36 Stremyannyi Line, 117997 Moscow, Russia |
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| Abstract: | 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. |
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| Keywords: | nido-carborane “ click” reaction cholesterol X-ray diffraction |
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