Synthesis, characterization and biological evaluation of new thiadiazole derivatives: Antibacterial, antifungal, antioxidant, anticancer, simulation studies

IF 4 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure Pub Date : 2025-04-09 DOI:10.1016/j.molstruc.2025.142332

Kamala Raj Sunitha , Smitha Nair , Mohamed Hefnawy , Marcello Locatelli , Imran Ali

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Abstract

Due to the growing resistance of some drugs and the need for safe chemotherapeutic agents, five new compounds (VII_1–5) were synthesized and characterized by elemental analysis, FT-IR, ¹H and ¹³C NMR techniques. The compounds were tested for their antibacterial, antifungal, antioxidant and anticancer activities. Among the reported compounds, VII₅ molecule showed excellent antibacterial, antifungal, antioxidant and anticancer activities. Also, compound VII₅ did not show any toxic effect on normal mouse fibroblast cells. In the case of antioxidant activities, the IC₅₀ values (μg/mL) of molecule VII₅ and ascorbic acid with DPPH were 277.27 and 393.48 while these values with FRAP were 218.52 and 518.10, respectively. The IC₅₀ values (μg/mL) of compounds VII₅ with Colon (HCT116), Lung (A549), Breast (MCF-7) and Fibroblast (L929) were 76.06, 121.25, 37.5 and 461.36, respectively. The simulation study confirmed strong binding to DNA through hydrogen bonding and hydrophobic interactions. The affinity energy was -5.4 kcal/mol with 4 hydrogen bonds. Ultimately, it was concluded that the synthesized compound VII₅ exhibited a broad spectrum of biological activities and has potential therapeutic applications for various diseases like fungal infections and cancer in comparison to conventional medication.

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新型噻二唑衍生物的合成、表征及生物学评价：抗菌、抗真菌、抗氧化、抗癌、模拟研究

由于一些药物的耐药性增加和对安全化疗药物的需求，合成了5个新化合物（VII1-5），并通过元素分析、FT-IR、1H和13C NMR技术对其进行了表征。测定了化合物的抗菌、抗真菌、抗氧化和抗癌活性。在已报道的化合物中，VII5分子具有良好的抗菌、抗真菌、抗氧化和抗癌活性。此外，化合物VII5对正常小鼠成纤维细胞无任何毒性作用。抗氧化活性方面，VII5和抗坏血酸与DPPH的IC50值（μg/mL）分别为277.27和393.48，与FRAP的IC50值分别为218.52和518.10。化合物VII5与结肠（HCT116）、肺（A549）、乳腺（MCF-7）和成纤维细胞（L929）的IC50值（μg/mL）分别为76.06、121.25、37.5和461.36。模拟研究证实了通过氢键和疏水相互作用与DNA的强结合。亲和能为-5.4 kcal/mol，有4个氢键。最终得出结论，与传统药物相比，合成的化合物VII5具有广泛的生物活性，对真菌感染和癌症等多种疾病具有潜在的治疗应用。

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来源期刊

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.