Suslov E V, Ponomarev K Yu, Volcho K P, Salakhutdinov N F
Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090 Novosibirsk, Russia.
Russ J Bioorg Chem. 2021;47(6):1133-1154. doi: 10.1134/S1068162021060236. Epub 2021 Dec 16.
Azaadamantanes are nitrogen-containing analogs of adamantane, which contain one or more nitrogen atoms instead of carbon atoms. This substitution leads to several specific chemical and physical properties. The azaadamantane derivatives have less lipophilicity compared to their adamantane analogs, which affects both their interaction with biological targets and bioavailability. The significant increase in the number of publications during the last decade (2009-2020) concerning the study of reactivity and biological activity of azaadamantanes and their derivatives indicates a great theoretical and practical interest in these compounds. Compounds with pronounced biological activity have been already discovered among azaadamantane derivatives. The review is devoted to the biological activity of azaadamantanes and their derivatives. It presents the main methods for the synthesis of di- and triazaadamantanes and summarizes the accumulated data on studying the biological activity of these compounds. The prospects for the use of azaadamantanes in medical chemistry and pharmacology are discussed.
氮杂金刚烷是金刚烷的含氮类似物,其中含有一个或多个氮原子而非碳原子。这种取代导致了几种特定的化学和物理性质。与它们的金刚烷类似物相比,氮杂金刚烷衍生物的亲脂性较低,这会影响它们与生物靶点的相互作用以及生物利用度。在过去十年(2009 - 2020年)中,关于氮杂金刚烷及其衍生物的反应性和生物活性研究的出版物数量显著增加,这表明人们对这些化合物具有浓厚的理论和实际兴趣。在氮杂金刚烷衍生物中已经发现了具有显著生物活性的化合物。这篇综述致力于氮杂金刚烷及其衍生物的生物活性。它介绍了二氮杂金刚烷和三氮杂金刚烷的主要合成方法,并总结了关于这些化合物生物活性研究的积累数据。还讨论了氮杂金刚烷在药物化学和药理学中的应用前景。