Synthesis and antimicrobial evaluation of new quinazolinone derivatives containing thiourea and thiazolidine moieties

IF 1.6 4区化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-02-01 Epub Date: 2025-01-31 DOI:10.1080/10426507.2025.2461044

Farzaneh Yazdan Kushkoo , Hojatollah Khabazzadeh , Moj Khaleghi

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Abstract

With the aim of finding novel compounds with good antimicrobial activity to counteract drug resistance, a new series of quinazolinones featuring thiourea and thiazole groups was synthesized through the reaction of 4-amino-N-(4-oxo-2-phenyl-1, 2-dihydroquinazolin-3(4H)-yl)benzamide with methyl isothiocyanate and subsequent treatment with dialkyl acetylene dicarboxylate. All synthesized compounds were characterized by spectroscopic data and elemental analysis. The antimicrobial activity of synthesized compounds was evaluated against two bacteria strains (Escherichia coli PTCC1330; Staphylococcus aureus PTCC 1431) and two fungi strains (Aspergillus niger PTCC5010; Candida albicans ATCC 10231). Almost all products exhibited good antibacterial and antifungal activities which indicated that insertion of thiourea and thiazolidine moieties considerably increased the antimicrobial properties of quinazolinones. Therefore, these compounds can be good candidates for clinical treatments, avoiding possible drug resistance problems in humans.

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含硫脲和噻唑烷的新型喹唑啉酮衍生物的合成及抗菌性能评价

以4-氨基- n-（4-氧-2-苯基- 1,2 -二氢喹唑啉-3(4H)-基）苯酰胺与异硫氰酸甲酯反应，再经二烷基乙炔二羧酸酯处理，合成了一系列具有硫脲和噻唑基团的新型喹唑啉酮。所有合成的化合物都通过光谱数据和元素分析进行了表征。合成的化合物对两种细菌(大肠杆菌PTCC1330；金黄色葡萄球菌ptcc1431)和两种真菌菌株(黑曲霉PTCC5010；白色念珠菌（ATCC 10231）。几乎所有产品都显示出良好的抗菌和抗真菌活性，这表明硫脲和噻唑烷基团的插入大大提高了喹唑啉酮的抗菌性能。因此，这些化合物可能是临床治疗的良好候选者，避免了人类可能出现的耐药性问题。

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来源期刊

Phosphorus, Sulfur, and Silicon and the Related Elements 化学-无机化学与核化学

CiteScore

2.60

自引率

7.70%

发文量

103

审稿时长

2.1 months

期刊介绍： Phosphorus, Sulfur, and Silicon and the Related Elements is a monthly publication intended to disseminate current trends and novel methods to those working in the broad and interdisciplinary field of heteroatom chemistry.