Synthesis of Charge-Compensated nido-Carboranyl Derivatives of Sulfur-Containing Amino Acids and Biotin

被引：4

作者：

Gruzdev, Dmitry A. ^{[1
]}

Telegina, Angelina A. ^{[1
]}

Levit, Galina L. ^{[1
]}

Ezhikova, Marina A. ^{[1
]}

Kodess, Mikhail I. ^{[1
]}

Krasnov, Victor P. ^{[1
]}

机构：

[1] Russian Acad Sci, Postovsky Inst Organ Synth, Ural Branch, Ekaterinburg 620108, Russia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 19期

基金：

俄罗斯科学基金会;

关键词：

CYCLIC OXONIUM DERIVATIVES; CARBONYL SIGMA-COMPLEXES; FUNCTIONAL-DERIVATIVES; HYDROGEN; THERAPY; ANION; SUBSTITUTION; ZWITTERIONS; REACTIVITY; CHEMISTRY;

D O I：

10.1021/acs.joc.3c01569

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：14022 / 14032

页数：11

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