Synthesis, characterization of dialkylated erythrosin B derivatives and their utility as a propitious anti-microbial agent

IF 1.3 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Main Group Chemistry Pub Date : 2022-05-04 DOI:10.3233/mgc-220026

N. Sandhu, A. Singh, S. Pandey, V. Ghule, R. K. Tittal, R. Yadav, R. Shrivastava

引用次数: 0

Abstract

The development of small molecule based drugs as an antimicrobial agent is an important area of research nowadays. In the present work, two new molecular entities based on dialkylated erythrosin B has been synthesized via Arbuzov type of rearrangement using dialkyl sulphite as a reagent in the presence of Et3N. Ethyl and methyl based dialkylated derivatives of erythrosin B were characterized using 1H NMR, 13C NMR and HRMS data. Keeping in mind the biological safety of erythrosin B, synthesized derivatives were checked for their antimicrobial activity against the microbial strains Escherichia coli (E.coli). The two were found to be effective against the E. coli with the antimicrobial activity similar to that of Ampicillin. Further, the trend of antimicrobial activity has been supported by DFT data analysis and it was observed that compound, B with low HOMO (–5.93 eV) and LUMO (–3.11 eV) energies is a better antimicrobial agent than compound A.

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二烷基化红血素B衍生物的合成、表征及其抗菌作用

小分子药物作为抗菌药物的开发是当今研究的一个重要领域。本文以亚硫酸二烷基为试剂，在Et3N的存在下，通过Arbuzov型重排合成了两种基于二烷基化红素B的新分子实体。采用1H NMR、13C NMR和HRMS对红素B的乙基和甲基二烷基化衍生物进行了表征。考虑到红素B的生物安全性，对合成的衍生物进行了对大肠杆菌的抑菌活性检测。结果表明，这两种药物对大肠杆菌均有效，抑菌活性与氨苄西林相似。此外，DFT数据分析支持了抗菌活性的趋势，并观察到具有低HOMO (-5.93 eV)和低LUMO (-3.11 eV)能量的化合物B比化合物a具有更好的抗菌活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Main Group Chemistry 化学-化学综合

CiteScore

2.00

自引率

26.70%

发文量

审稿时长

>12 weeks

期刊介绍： Main Group Chemistry is intended to be a primary resource for all chemistry, engineering, biological, and materials researchers in both academia and in industry with an interest in the elements from the groups 1, 2, 12–18, lanthanides and actinides. The journal is committed to maintaining a high standard for its publications. This will be ensured by a rigorous peer-review process with most articles being reviewed by at least one editorial board member. Additionally, all manuscripts will be proofread and corrected by a dedicated copy editor located at the University of Kentucky.