Synthesis of Novel 3-Subtituted-2-Thioxo-2,3-Dihydroquinazolin-4(1H)-One Derivatives Via the Cascade Reaction and Investigation of Their In Situ Antimicrobial Activity on Candida albicans

被引：0

作者：

Dao, N. T. ^{[1
]}

Van, B. L. ^{[1
]}

Polyakova, E. I. ^{[2
]}

Le, T. A. ^{[1
,3
]}

机构：

[1] Vietnam Natl Univ, VNU Univ Sci, Fac Chem, 19 Thanh Tong, Hanoi 10000, Vietnam

[2] PeoplesFriendship Univ Russia, Dept Gen Chem, Miklukho Maklaya str 6, Moscow 117198, Russia

[3] VNU Univ Engn & Technol, Fac Agr Technol, 144 Xuan Thuy, Hanoi 100000, Vietnam

来源：

PHARMACEUTICAL CHEMISTRY JOURNAL | 2023年 / 57卷 / 09期

关键词：

quinazoline; cascade reaction; isothiocyanate; microwave irradiation; antimicrobial activities; THYMIDYLATE SYNTHASE; DESIGN; INHIBITORS; ANALOGS;

D O I：

10.1007/s11094-023-03003-y

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

In the present study, we report a facile synthesis of a new series of 3-subtituted-2-thioxo-2,3-dihydroquinazolin-4(1H)-one derivatives via the cascade reaction of various isothiocyanate derivatives and anthranilic acid. The reaction was assisted by microwave irradiation and finished after 1 h affording the target products with the yield within the range 40-72%. The synthetic compounds were characterized by spectroscopic methods including IR, NMR (H-1, 2D, and( 13)C), and mass spectrometry. All spectral data indicated good accordance with expected structures. In addition, the complex of quinazoline derivatives with Candida albicans dihydrofolate reductase (C. albicans DHFR) were studied in silico. The results showed that all quinazoline compounds (2a-f) have a greater ability to inhibit C. albicans DHFR than 5-(phenylsulfanyl)-2,4-quinazolinediamine. Therefore, they are promising candidates for further studies in finding the lead structure for antimicrobial activity.

引用

页码：1401 / 1409

页数：9

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