Novello Elisabetta, Scalzo Giuseppina, D'Agata Giovanni, Raucci Maria G, Ambrosio Luigi, Soriente Alessandra, Tomasello Barbara, Restuccia Cristina, Parafati Lucia, Consoli Grazia M L, Ferreri Loredana, Rescifina Antonio, Zagni Chiara, Zampino Daniela C
Institute of Polymers, Composites and Biomaterials (IPCB)-CNR, Section of Catania, Via Paolo Gaifami, 18, 95126 Catania, Italy.
Institute of Polymers, Composites and Biomaterials (IPCB)-CNR, Section of Napoli, Viale J.F. Kennedy n.54, Pad.20, 80125 Napoli, Italy.
Pharmaceutics. 2024 May 10;16(5):642. doi: 10.3390/pharmaceutics16050642.
In recent decades, ionic liquids (ILs) have garnered research interest for their noteworthy properties, such as thermal stability, low or no flammability, and negligible vapour pressure. Moreover, their tunability offers limitless opportunities to design ILs with properties suitable for applications in many industrial fields. This study aims to synthetise two series of methylimidazolium ILs bearing long alkyl chain in their cations (C9, C10, C12, C14, C16, C18, C20) and with tetrafluoroborate (BF) and the 1,3-dimethyl-5-sulfoisophthalate (DMSIP) as counter ions. The ILs were characterised using H-NMR and MALDI-TOF, and their thermal behaviour was investigated through DSC and TGA. Additionally, the antimicrobial, anticancer, and cytotoxic activities of the ILs were analysed. Moreover, the most promising ILs were incorporated at different concentrations (0.5, 1, 5 wt%) into polyvinyl chloride (PVC) by solvent casting to obtain antimicrobial blend films. The thermal properties and stability of the resulting PVC/IL films, along with their hydrophobicity/hydrophilicity, IL surface distribution, and release, were studied using DSC and TGA, contact angle (CA), SEM, and UV-vis spectrometry, respectively. Furthermore, the antimicrobial and cytotoxic properties of blends were analysed. The in vitro results demonstrated that the antimicrobial and antitumor activities of pure ILs against t , , strains, and the breast cancer cell line (MCF7), respectively, were mainly dependent on their structure. These activities were higher in the series containing the BF anion and increased with the increase in the methylimidazolium cation alkyl chain length. However, the elongation of the alkyl chain beyond C16 induced a decrease in antimicrobial activity, indicating a cut-off effect. A similar trend was also observed in terms of in vitro biocompatibility. The loading of both the series of ILs into the PVC matrix did not affect the thermal stability of PVC blend films. However, their T decreased with increased IL concentration and alkyl chain length. Similarly, both the series of PVC/IL films became more hydrophilic with increasing IL concentration and alkyl chain. The loading of ILs at 5% concentration led to considerable IL accumulation on the blend film surfaces (as observed in SEM images) and, subsequently, their higher release. The biocompatibility assessment with healthy human dermal fibroblast (HDF) cells and the investigation of antitumoral properties unveiled promising pharmacological characteristics. These findings provide strong support for the potential utilisation of ILs in biomedical applications, especially in the context of cancer therapy and as antibacterial agents to address the challenge of antibiotic resistance. Furthermore, the unique properties of the PVC/IL films make them versatile materials for advancing healthcare technologies, from drug delivery to tissue engineering and antimicrobial coatings to diagnostic devices.
近几十年来,离子液体(ILs)因其显著的性能,如热稳定性、低可燃性或不燃性以及可忽略不计的蒸气压,而引起了研究兴趣。此外,它们的可调性为设计具有适合许多工业领域应用性能的离子液体提供了无限机会。本研究旨在合成两类阳离子带有长烷基链(C9、C10、C12、C14、C16、C18、C20)且以四氟硼酸根(BF)和1,3 - 二甲基 - 5 - 磺基间苯二甲酸根(DMSIP)作为抗衡离子的甲基咪唑鎓离子液体。使用氢核磁共振(H - NMR)和基质辅助激光解吸电离飞行时间质谱(MALDI - TOF)对离子液体进行了表征,并通过差示扫描量热法(DSC)和热重分析法(TGA)研究了它们的热行为。此外,还分析了离子液体的抗菌、抗癌和细胞毒性活性。而且,将最有前景的离子液体以不同浓度(0.5、1、5 wt%)通过溶液浇铸法掺入聚氯乙烯(PVC)中,以获得抗菌共混膜。分别使用DSC和TGA、接触角(CA)、扫描电子显微镜(SEM)和紫外 - 可见光谱法研究了所得PVC/IL膜的热性能和稳定性,以及它们的疏水性/亲水性、离子液体表面分布和释放情况。此外,还分析了共混物的抗菌和细胞毒性特性。体外结果表明,纯离子液体分别对 、 菌株和乳腺癌细胞系(MCF7)的抗菌和抗肿瘤活性主要取决于它们的结构。在含有BF阴离子的系列中这些活性更高,并且随着甲基咪唑鎓阳离子烷基链长度的增加而增加。然而,烷基链长度超过C16后抗菌活性降低,表明存在截止效应。在体外生物相容性方面也观察到了类似趋势。将这两类离子液体负载到PVC基体中并不影响PVC共混膜的热稳定性。然而,它们的玻璃化转变温度(T)随着离子液体浓度和烷基链长度的增加而降低。同样,随着离子液体浓度和烷基链长度的增加,这两类PVC/IL膜变得更亲水。5%浓度的离子液体负载导致共混膜表面有大量离子液体积累(如SEM图像所示),随后其释放量更高。与健康人皮肤成纤维细胞(HDF)的生物相容性评估以及抗肿瘤特性研究揭示了有前景的药理学特性。这些发现为离子液体在生物医学应用中的潜在利用提供了有力支持,特别是在癌症治疗背景下以及作为抗菌剂以应对抗生素耐药性挑战方面。此外,PVC/IL膜的独特性能使其成为推进医疗保健技术的多功能材料,从药物递送、组织工程到抗菌涂层以及诊断设备。