The Highly Regioselective Synthesis of Novel Imidazolidin-2-Ones via the Intramolecular Cyclization/Electrophilic Substitution of Urea Derivatives and the Evaluation of Their Anticancer Activity

被引：11

作者：

Gazizov, Almir S. ^{[1
]}

Smolobochkin, Andrey V. ^{[1
]}

Kuznetsova, Elizaveta A. ^{[1
]}

Abdullaeva, Dinara S. ^{[2
]}

Burilov, Alexander R. ^{[1
]}

Pudovik, Michail A. ^{[1
]}

Voloshina, Alexandra D. ^{[1
]}

Syakaev, Victor V. ^{[1
]}

Lyubina, Anna P. ^{[1
]}

Amerhanova, Syumbelya K. ^{[1
]}

Voronina, Julia K. ^{[3
,4
]}

机构：

[1] Russian Acad Sci, Arbuzov Inst Organ & Phys Chem, FRC Kazan Sci Ctr, Arbuzova Str 8, Kazan 420088, Russia

[2] Kazan Fed Univ, Chem Dept, Kremlyovskaya Str 18, Kazan 420008, Russia

[3] Russian Acad Sci, NS Kurnakov Inst Gen & Inorgan Chem, Leninsky Ave 31, Moscow 119991, Russia

[4] GV Plekhanov Russian Univ Econ, Stremyanny Per 36, Moscow 117997, Russia

来源：

MOLECULES | 2021年 / 26卷 / 15期

基金：

俄罗斯科学基金会;

关键词：

imidazolidine-2-one; regioselectivity; urea; cyclization; anti-tumor activity; anti-cancer activity; cytotoxicity; C-H AMINATION;

D O I：

10.3390/molecules26154432

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of novel 4-(het)arylimidazoldin-2-ones were obtained by the acid-catalyzed reaction of (2,2-diethoxyethyl)ureas with aromatic and heterocyclic C-nucleophiles. The proposed approach to substituted imidazolidinones benefits from excellent regioselectivity, readily available starting materials and a simple procedure. The regioselectivity of the reaction was rationalized by quantum chemistry calculations and control experiments. The anti-cancer activity of the obtained compounds was tested in vitro.

引用

页数：17

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