释放三氟甲基吡咯衍生物在慢性伤口管理中的潜力:快速合成,结构见解和有效的抗菌活性。

IF 5.4 2区 医学 Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY
Rafaela Vrabie, Mariana Pinteala, Cristina M Al-Matarneh, Ioana C Marinas, Alina Nicolescu, Sergiu Shova, Mihaela Silion, Mădălina-Diana Gaboreanu, Mariana C Chifiriuc
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引用次数: 0

摘要

采用一锅三组分方法,我们合成了25个二氢吡咯-2- 1和两个5-氧-2,5-二氢呋喃化合物,每个化合物都含有两个三氟甲基。这种方法强调在药物开发中至关重要的及时性和成本效益。采用NMR、FT-IR、MALDI-MS、单晶、粉末XRD进行结构验证。这些化合物对酵母菌(念珠菌)和细菌的抑菌和抗真菌活性进行了评价,包括革兰氏阳性(一种重要的机会致病菌,比表皮葡萄球菌更敏感)和革兰氏阴性菌株。含有o-OH和m'-NO2基团的化合物具有较好的活性,而含有p-OH和m- ome基团的化合物活性略低,但仍具有显著性。对于呋喃结构,白色念珠菌比假丝酵母菌表现出更高的敏感性。此外,13种化合物的溶血率低于5%,表明毒性较低。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Unlocking the potential of trifluoromethyl pyrrole derivatives in chronic wounds management: rapid synthesis, structural insights, and potent antimicrobial activity.

Using a one-pot, three-component approach, we synthesised 25 dihydropyrrol-2-one and two 5-oxo-2,5-dihydrofuran compounds, each featuring two trifluoromethyl groups. This method emphasises timeliness and cost-effectiveness, crucial in drug development. Structural verification was conducted using NMR, FT-IR, MALDI-MS, single-crystal, and powder XRD. The antibacterial and antifungal activities of these compounds were evaluated on yeasts (Candida sp.) and bacteria, including Gram-positive (Staphylococcus aureus, a significant opportunistic pathogen, being more susceptible than S. epidermidis) and Gram-negative strains. Compounds with o-OH and m'-NO2 groups exhibited superior activity, while those with p-OH and m-OMe groups showed slightly lower but still significant activity. For furan structures, Candida albicans displayed greater sensitivity than C. parapsilosis. Additionally, 13 compounds demonstrated haemolysis below 5%, indicating low toxicity.

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来源期刊
CiteScore
10.30
自引率
10.70%
发文量
195
审稿时长
4-8 weeks
期刊介绍: Journal of Enzyme Inhibition and Medicinal Chemistry publishes open access research on enzyme inhibitors, inhibitory processes, and agonist/antagonist receptor interactions in the development of medicinal and anti-cancer agents. Journal of Enzyme Inhibition and Medicinal Chemistry aims to provide an international and interdisciplinary platform for the latest findings in enzyme inhibition research. The journal’s focus includes current developments in: Enzymology; Cell biology; Chemical biology; Microbiology; Physiology; Pharmacology leading to drug design; Molecular recognition processes; Distribution and metabolism of biologically active compounds.
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