antibioticsАнтибиотики и ХимиотерапияAntibiot Khimioter = Antibiotics and Chemotherapy0235-2990ООО «Издательство ОКИ»antibiotics-62Research ArticleОРИГИНАЛЬНЫЕ СТАТЬИORIGINAL PAPERSСинтез и антибактериальная активность 11-0-(бензоксаборол-аминоалкилкарбамоил) производных макролидного антибиотика азитромицинаSynthesis and Antibacterial Activity of ll-O-(Benzoxaborole-Aminoalkylcarbamoyl) Derivatives of Macrolide Antibiotic AzithromycinПринцевскаяС. С.PrintsevskayaS. S.noemail@neicon.ruКоролевА. М.KorolevA. M.noemail@neicon.ruЛузиковЮ. Н.LuzikovYu. N.noemail@neicon.ruМирчинкЕ. П.MirchinkE. P.noemail@neicon.ruИсаковаЕ. Б.IsakovaE. B.hulis@mail.ruТевяшоваА. Н.TevyashovaA. N.noemail@neicon.ruНИИ по изысканию новых антибиотиков им. Г. Ф. ГаузеРоссияGause Institute of New AntibioticsRussian FederationНИИ по изысканию новых антибиотиков им. Г. Ф. Гаузе; Российский химико-технологический университет им. Д. И. МенделееваРоссияGause Institute of New Antibiotics; D. Mendeleev University of Chemical Technology of RussiaRussian Federation201806052020631-237Copyright © ООО «Издательство ОКИ», 20202020ООО «Издательство ОКИ»ООО «Издательство ОКИ»https://www.antibiotics-chemotherapy.ru/jour/about/submissions#copyrightNoticehttps://www.antibiotics-chemotherapy.ru/jour/article/view/62

Бензоксаборол, привилегированная структура в медицинский химии благодаря своим физико-химическим и биологическим свойствам, был использован для синтеза гибридных антибиотиков на основе азитромицина, в который бензокосаборол был присоединен к 11-гидроксильной группе азитромицина через аминоалкилкарбамоильный спейсер. Полученные новые гибридные антибиотики 5-7 продемонстрировали широкий спектр антибактериальной активности, особенно в отношении чувствительного штамма S.pneumonia, однако исследованная модификация не привела к преодолению устойчивости к антибиотикам у штаммов MRSA.

Benzoxaborole, a structure in medicinal chemistry privileged due to its desirable physicochemical and drug-like properties, was used for the synthesis of azithromycin-benzoxaborole conjugates in which benzoxaborole fragment was attached to the 11-hydroxy group of the antibiotic via aminoalkylcarbomoyl spacer. The obtained hybrids 5-7 demonstrated wide spectrum of antibacterial activity, especially against susceptible S.pneumonia strain although the investigated modification didn't result in overcoming bacterial resistance in MRSA.

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The authors declare that there are no conflicts of interest present.