Biopolym. Cell. 2021; 37(5):389-399.
Биоорганическая химия
Синтез и оценка биологической активности 1-[2-амино-4-метилтиазол-5-ил]-3-арилпропенонов
Лозинский А. В., Юшын И. М., Конечный Ю. Т., Роман А. М., Матийкив О. В., Смалюх О. В., Мосула Л. М., Половкович С. В., Лесык Р. Б.

Abstract

Цель. Осуществить синтез и провести скрининг противомикробной и противоопухолевой активности производных 3-арилиден-1-(2-амино-4-метилтиазол-5-ил)-етанона. Методы. Противораковая активность in vitro соединений 4, 6, 8-10 была оценена в рамках программы DTP Национального института рака. Изучение антибактериальной и противогрибковой активности синтезированных производных на основе тиазола проведено in vitro методом диффузии в агар и микрометодом серийных разведений относительно грамположительных, грамотрицательных бактерий и дрожжей. Для синтезированных соединений произведен in silico скрининг сходства с лекарственными средствами с использованием онлайн-сервера SwissADME. Результаты. Новые 1- [2-амино-4-метилтиазол-5-ил]-3-арилпропеноны были синтезированы исходя из 1-[2-амино-4-метилтиазол-5-ил]-этанонов и различных ароматических альдегидов в условиях конденсации Кляйзена-Шмидта. Синтезированное соединение 9 было умеренно активным в отношении клеточных линий лейкемии CCRF-CEM и HL-60 (TB), рака почки линии UO-31 и рака груди линии MCF7. Скрининг антимикробной активности позволил идентифицировать соединение 10 с активностью в отношении Staphylococcus aureus, Pseudomonas aeruginosa и Candida albicans. Выводы. Полученные в процессе исследований результаты могут стать платформой для дальнейшей структурной оптимизации идентифицированных соединений на основе тиазола в разработке современных противоопухолевых и антибактериальных лекарственных средств.
Keywords: тиазолы, конденсация Кляйзена-Шмидта, противоопухолевая активность, противовоспалительная активность, SwissADME

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