Synthesis of Charge-Compensated nido -Carboranyl Derivatives of Sulfur-Containing Amino Acids and Biotin.
| Autor: | Gruzdev DA; Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 22/20, S. Kovalevskoy St., Ekaterinburg 620108, Russia., Telegina AA; Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 22/20, S. Kovalevskoy St., Ekaterinburg 620108, Russia., Levit GL; Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 22/20, S. Kovalevskoy St., Ekaterinburg 620108, Russia., Ezhikova MA; Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 22/20, S. Kovalevskoy St., Ekaterinburg 620108, Russia., Kodess MI; Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 22/20, S. Kovalevskoy St., Ekaterinburg 620108, Russia., Krasnov VP; Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 22/20, S. Kovalevskoy St., Ekaterinburg 620108, Russia. |
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| Jazyk: | angličtina |
| Zdroj: | The Journal of organic chemistry [J Org Chem] 2023 Oct 06; Vol. 88 (19), pp. 14022-14032. Date of Electronic Publication: 2023 Sep 22. |
| DOI: | 10.1021/acs.joc.3c01569 |
| Abstrakt: | A new group of charge-compensated nido -carboranyl derivatives of sulfur-containing amino acids and biotin has been synthesized in which the boron atom in position 9 or 10 of carborane is attached to a positively charged sulfur atom. The possibilities of obtaining symmetrical B(10)-substituted and asymmetric B(9)-substituted nido -carboranes were studied. Using the example of ( S )-methionine and D-biotin derivatives, water-soluble S-substituted charge-compensated nido -carboranes with free functional groups were prepared. The results obtained open up prospects for the development of potential boron delivery agents for BNCT as well as new bioactive compounds containing a negatively charged nido -carboranyl fragment bearing a positive charge on the sulfur atom associated with the boron cluster. |
| Databáze: | MEDLINE |
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