Design, Synthesis, and Antibacterial, Antifungal, and Antioxidant Activities of New Four Membered Rings from Derivatives Containing a 4(3H)-Quinazolinone Moiety, Activities
{"title":"Design, Synthesis, and Antibacterial, Antifungal, and Antioxidant Activities of New Four Membered Rings from Derivatives Containing a 4(3H)-Quinazolinone Moiety, Activities","authors":"Noor Nashaat Saeed, Suaad M. H. Al-Majidi","doi":"10.1134/S1068162024040034","DOIUrl":null,"url":null,"abstract":"<p><b>Objective:</b> The aim of this study is to produce novel 4(3<i>H</i>)-quinazolinone derivatives, analyze their efficacy as antibacterial and antifungal agents, and investigate their antioxidant abilities. <b>Methods:</b> New quinazolinone derivatives were synthesized by mixing Schiff bases with three different chemicals: phenyl isocyanate, 4-chlorophenyl isocyanate, and phenyl iso thiocyanate. This resulted in the formation of compounds (<b>VIa–VIb</b>), (<b>VIIa–VIIb</b>), and (<b>VIIIa–VIIIb</b>). The efficacy of these synthesized compounds against bacteria and fungi was evaluated. Subsequently, their antioxidant activity was assessed using the DPPH scavenging method. <b>Results:</b> FT-IR, <sup>1</sup>H NMR, and <sup>13</sup>C NMR spectroscopy were used to investigate all the prepared derivatives. Compounds (<b>VIIb</b>), (<b>VIIIa</b>), and (<b>VIIIb</b>) exhibited good antioxidant activity when compared to ascorbic acid. <b>Discussion:</b> The presence of the quinazolinone nucleus in some compounds gives them good biological properties as antimicrobials and antioxidants.<b> Conclusions:</b> All the synthesized compounds were highly effective at killing fungi, especially <i>Rhizopus microrhizosporium</i>, and <i>Candida</i>. Most of them were also very effective at killing bacteria like <i>E. coli</i>, <i>Bacillus cereus</i>, and <i>Pseudomonas aeruginosa</i>. Although most of these compounds have relatively moderate effectiveness against <i>Staphylococcus aureus</i>, some of them contain good antioxidants, particularly compound (<b>VIIIb</b>).</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 4","pages":"1423 - 1433"},"PeriodicalIF":1.1000,"publicationDate":"2024-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Bioorganic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1068162024040034","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
Objective: The aim of this study is to produce novel 4(3H)-quinazolinone derivatives, analyze their efficacy as antibacterial and antifungal agents, and investigate their antioxidant abilities. Methods: New quinazolinone derivatives were synthesized by mixing Schiff bases with three different chemicals: phenyl isocyanate, 4-chlorophenyl isocyanate, and phenyl iso thiocyanate. This resulted in the formation of compounds (VIa–VIb), (VIIa–VIIb), and (VIIIa–VIIIb). The efficacy of these synthesized compounds against bacteria and fungi was evaluated. Subsequently, their antioxidant activity was assessed using the DPPH scavenging method. Results: FT-IR, 1H NMR, and 13C NMR spectroscopy were used to investigate all the prepared derivatives. Compounds (VIIb), (VIIIa), and (VIIIb) exhibited good antioxidant activity when compared to ascorbic acid. Discussion: The presence of the quinazolinone nucleus in some compounds gives them good biological properties as antimicrobials and antioxidants. Conclusions: All the synthesized compounds were highly effective at killing fungi, especially Rhizopus microrhizosporium, and Candida. Most of them were also very effective at killing bacteria like E. coli, Bacillus cereus, and Pseudomonas aeruginosa. Although most of these compounds have relatively moderate effectiveness against Staphylococcus aureus, some of them contain good antioxidants, particularly compound (VIIIb).
期刊介绍:
Russian Journal of Bioorganic Chemistry publishes reviews and original experimental and theoretical studies on the structure, function, structure–activity relationships, and synthesis of biopolymers, such as proteins, nucleic acids, polysaccharides, mixed biopolymers, and their complexes, and low-molecular-weight biologically active compounds (peptides, sugars, lipids, antibiotics, etc.). The journal also covers selected aspects of neuro- and immunochemistry, biotechnology, and ecology.