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Cовременные направления в биомедицине

2025 Том 1 №2

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Гордунов Г. А. Минеева И. В.
Hardunou R. A Mineyeva I. V.

Синтез новых 3,4-дигидропиримидин-2(1H)-­онов: оптимизация условий синтеза и анализ биоактивности полученных соединений

Synthesis of new 3,4-dihydropyrimidin-2(1h)-ones: optimisation of synthesis conditions and analysis of antifungal activity of the obtained compounds
DOI
10.5922/ATB-2025-1-2-6
Страницы / Pages
89-105
3,4-дигидропиримидин-2(1H)-оны муль­тикомпонентная реакция Биджинелли алифатические и циклопропансодержащие альдегиды хлорид европия (III) хлорид индия (III) хлорид иттрия (III) хлорид иттербия (III) сервис PerMM сервис Pass Online; анализ in silico Yarrowia lipolytica 3,4-dihydropyrimidin-2(1H)-ones Biginelli multi­component reaction aliphatic and cyclopropane-containing al­dehydes europium (III) chloride indium (III) chloride ytt­rium (III) chloride ytterbium (III) chloride PerMM service Pass Online service in silico analysis Yarrowia lipolytica

Аннотация

Впервые разработан эффективный метод получе­ния 3,4-дигидропиримидин-2(1Н)-онов (3,4-ДГП), содержа­щих остаток алифатических и циклопропан содержащих альдегидов с применением гексагидрата хлорид евро­­пия(III) как катализатора для мультикомпонентной реакции (МКР) Биджинелли. Проведена комплексная оценка возможных биологических свойств полученных соедине­ний методами in silico. Расчитана высокая проницаемость через фосфолипидные бислой и возможность пассивной диффузии для участия во внутриклеточных взаимодействиях. Опыты по влиянию 3,4-дигидропиримидинонов на рост дрожжей Yarrowia lipolytica показали отсутствие острой токсичности у протестированных соединений в микромолярном диапазоне концентраций. Расчеты показывают, что 3,4-ДГП-ы могут обладать цитотоксическими свойствами относительно многих линий раковых клеток, что перспективно для биомедицинских исследований.

Abstract

This paper for the first time presents an efficient method for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones (3,4-DHPMs) bearing aliphatic and cyclopropane-containing aldehyde residues, using europium(III) chloride hexahydrate as a catalyst in the Biginelli multicomponent reaction (MCR). A high permeability through the phospholipid bilayer and the potential for passive diffusion facilitating participation in in­tracellular interactions were determined. A preliminary eva­luation of the antifungal properties of the obtained compounds against a range of fungal species was carried out using in silico methods. Experiments on the effect of 3,4-dihydropyrimi­dinones on the growth of Yarrowia lipolytica yeast showed no acute toxicity of the tested compounds within the micromolar concentration range.

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