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Synthesis and Antibacterial Activity Studies of the Conjugates of Curcumin with closo-Dodecaborate and Cobalt Bis(Dicarbollide) Boron Clusters
Authors:Anna A. Druzina  Natalia E. Grammatikova  Olga B. Zhidkova  Natalia A. Nekrasova  Nadezhda V. Dudarova  Irina D. Kosenko  Mikhail A. Grin  Vladimir I. Bregadze
Affiliation:1.A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119991 Moscow, Russia; (O.B.Z.); (N.A.N.); (N.V.D.); (I.D.K.); (V.I.B.);2.G.F. Gause Institute of New Antibiotics, 11 B. Pirogovskaya, 119021 Moscow, Russia;3.M.V. Lomonosov Institute of Fine Chemical Technology, MIREA—Russian Technological University, 86 Vernadsky Av., 119571 Moscow, Russia;
Abstract:A series of novel conjugates of cobalt bis(dicarbollide) and closo-dodecaborate with curcumin were synthesized by copper(I)-catalyzed azide-alkyne cycloaddition. These conjugates were tested for antibacterial activity. It was shown that all derivatives are active when exposed to Bacillus cereus ATCC 10702 and are not active against Gram-negative microorganisms and Candida albicans at the maximum studied concentration of 1000 mg/L. The conjugate of alkynyl-curcumin with azide synthesized from the tetrahydropyran derivative of cobalt bis(dicarbollide) exhibited activity against Gram-positive microorganisms: Staphylococcus aureus ATCC 29213, Enterococcus faecalis ATCC 29212 and the clinical isolate MRSA 17, that surpassed curcumin by 2–4 times.
Keywords:polyhedral boron hydrides, closo-dodecaborate, cobalt bis(dicarbollide), curcumin, “  click”   reaction, antibacterial activity, Staphylococcus aureus, Enterococcus faecalis
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