Synthesis and Evaluation of Coumarin Clubbed Sulfanilamide and 2-Aminobenzothiazole Hybrids for Antibacterial Applications.

IF 2.9 4区医学 Q3 CHEMISTRY, MEDICINAL Current topics in medicinal chemistry Pub Date : 2025-01-21 DOI:10.2174/0115680266362029250111172921

Suman Lata, Gagandeep Mehmi, Hardeep Kaur, Anuradha Sharma, Amit Pandit, Vikrant Abbot

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Abstract

Background: The increasing prevalence of drug-resistant bacterial infections poses a significant challenge to global healthcare, necessitating the development of novel antibacterial agents. Coumarin-based derivatives are well-recognized for their diverse biological activities, and hybridization with other pharmacophores offers a promising strategy for enhancing therapeutic efficacy and overcoming resistance.

Objective: This study aimed to synthesize and evaluate a novel series of coumarin hybrids by integrating the coumarin scaffold with sulfanilamide (9a-e) and 2-aminobenzothiazole (10a-e), targeting bacterial pathogens through a dual pharmacophoric approach.

Methods: The synthesized hybrids were characterized using mass spectrometry, FTIR, and NMR (1H and 13C) to confirm their structural integrity. Antibacterial activity was assessed in vitro against Escherichia coli and Staphylococcus aureus at concentrations of 100, 250, and 500 μg/ml, with ciprofloxacin as the standard. The molecular binding mechanism was explored using molecular docking and pharmacophore-based analysis.

Results: Among the synthesized derivatives, compounds 9e and 10e exhibited the highest antibacterial activity, with inhibition zones of 22 mm and 21 mm against E. coli and 25 mm and 22 mm against S. aureus at 500 μg/ml, demonstrating comparable efficacy to ciprofloxacin. Molecular docking studies revealed strong interactions of these compounds with bacterial enzymes, supporting the in vitro results and highlighting their potential as protein-inhibitor candidates.

Conclusion: The novel hybrid derivatives demonstrated significant antibacterial activities, suggesting their potential as promising therapeutic agents. Their effectiveness against various bacterial strains indicated that these compounds could serve as a foundation for the development of new antibacterial drugs. Further research and optimization are needed to enhance their potency and ensure their safety, paving the way for future clinical applications.

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香豆素棒状磺胺和2-氨基苯并噻唑类化合物的合成及抗菌性能评价。

背景：耐药细菌感染的日益流行对全球医疗保健提出了重大挑战，需要开发新型抗菌药物。香豆素衍生物具有丰富的生物活性，与其他药物载体的杂交为提高疗效和克服耐药性提供了一种很有前景的策略。目的：本研究旨在将香豆素支架与磺胺（9a-e）和2-氨基苯并噻唑（10a-e）结合，通过双药效作用的方法合成并评价一系列新的香豆素杂合体。方法：采用质谱、FTIR、NMR （1H和13C）等手段对合成的杂化物进行表征，以确定其结构完整性。以环丙沙星为对照品，在100、250、500 μg/ml浓度下对大肠杆菌和金黄色葡萄球菌进行体外抑菌活性评价。通过分子对接和基于药物载体的分析，探讨了分子结合机制。结果：在所合成的化合物中，化合物9e和10e的抑菌活性最高，在500 μg/ml浓度下对大肠杆菌的抑菌带分别为22 mm和21 mm，对金黄色葡萄球菌的抑菌带分别为25 mm和22 mm，抑菌效果与环丙沙星相当。分子对接研究揭示了这些化合物与细菌酶的强相互作用，支持了体外结果，并突出了它们作为蛋白质抑制剂候选物的潜力。结论：新型杂化衍生物具有较强的抗菌活性，是一种很有前景的治疗药物。这些化合物对多种细菌的抑制作用表明它们可以作为开发新型抗菌药物的基础。需要进一步的研究和优化，以提高其效力和确保其安全性，为未来的临床应用铺平道路。

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来源期刊

Current topics in medicinal chemistry 医学-医药化学

CiteScore

6.40

自引率

2.90%

发文量

186

审稿时长

3-8 weeks

期刊介绍： Current Topics in Medicinal Chemistry is a forum for the review of areas of keen and topical interest to medicinal chemists and others in the allied disciplines. Each issue is solely devoted to a specific topic, containing six to nine reviews, which provide the reader a comprehensive survey of that area. A Guest Editor who is an expert in the topic under review, will assemble each issue. The scope of Current Topics in Medicinal Chemistry will cover all areas of medicinal chemistry, including current developments in rational drug design, synthetic chemistry, bioorganic chemistry, high-throughput screening, combinatorial chemistry, compound diversity measurements, drug absorption, drug distribution, metabolism, new and emerging drug targets, natural products, pharmacogenomics, and structure-activity relationships. Medicinal chemistry is a rapidly maturing discipline. The study of how structure and function are related is absolutely essential to understanding the molecular basis of life. Current Topics in Medicinal Chemistry aims to contribute to the growth of scientific knowledge and insight, and facilitate the discovery and development of new therapeutic agents to treat debilitating human disorders. The journal is essential for every medicinal chemist who wishes to be kept informed and up-to-date with the latest and most important advances.