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烟酸的新型衍生物:合成、晶体结构、抗菌活性和细胞毒性

Novel Derivatives of Nicotinic Acid: Synthesis, Crystal Structure, Antimicrobial Activity and Cytotoxicity.

作者信息

Czyżewska Izabela, Mazur Liliana, Biernasiuk Anna, Hordyjewska Anna, Popiołek Łukasz

机构信息

Chair and Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Lublin, Lublin, Poland.

Institute of Chemical Sciences, Faculty of Chemistry, Maria Curie-Skłodowska University, Lublin, Poland.

出版信息

Chem Biodivers. 2025 Aug;22(8):e202500264. doi: 10.1002/cbdv.202500264. Epub 2025 May 5.

DOI:10.1002/cbdv.202500264
PMID:40168098
Abstract

The overuse of antibiotics is one of the reasons which has led to the development of drug-resistant bacteria, which is a huge challenge for modern medicine. As well as the incidences of cancer, which are increasing every year, currently known cytostatics do not provide satisfactory therapeutic effects with many side effects. Bearing in mind these problems of modern medicine, we have synthesized new acylhydrazones with potential antibacterial and anticancer activities. The compounds were created as a result of condensation of commercially available nicotinic acid hydrazide with appropriate aldehydes. Additionally, some of them were obtained using mechanochemistry. The chemical structure of the obtained compounds was confirmed by spectral methods IR, H NMR and C NMR, and the crystal structure of selected compounds was determined by single-crystal X-ray diffraction analysis. Phase purity tests were performed for each compound. The tested compounds had very significant activity against Gram-positive bacteria and slightly worse activity against fungi from the genus Candida. The least antibacterial activity of obtained acylhydrazones was shown against Gram-negative bacterial strains. In addition to these, the compounds described did not have a toxic effect on normal cell lines.

摘要

抗生素的过度使用是导致耐药菌产生的原因之一,这对现代医学来说是一个巨大的挑战。除了癌症发病率逐年上升外,目前已知的细胞抑制剂在产生诸多副作用的情况下并不能提供令人满意的治疗效果。考虑到现代医学的这些问题,我们合成了具有潜在抗菌和抗癌活性的新型酰腙。这些化合物是通过市售的烟酰肼与适当的醛缩合而成的。此外,其中一些是采用机械化学方法获得的。通过红外光谱(IR)、氢核磁共振(H NMR)和碳核磁共振(C NMR)光谱方法确认了所得化合物的化学结构,并通过单晶X射线衍射分析确定了所选化合物的晶体结构。对每种化合物进行了相纯度测试。测试的化合物对革兰氏阳性菌具有非常显著的活性,而对念珠菌属真菌的活性略差。所得酰腙对革兰氏阴性菌菌株的抗菌活性最低。除此之外,所描述的化合物对正常细胞系没有毒性作用。

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