Sokolik Chana G, Lellouche Jean-Paul
Department of Chemistry, Institute of Nanotechnology & Advanced Materials (BINA), Bar-Ilan University Ramat-Gan 5290002 Israel
RSC Adv. 2018 Oct 30;8(64):36712-36721. doi: 10.1039/c8ra05898a. eCollection 2018 Oct 26.
Bacterial resistance to common antibiotics necessitates innovative solutions. The phenolic antimicrobial compound carvacrol, a major ingredient in the Essential Oils (EOs) of oregano and thyme, has the advantages of natural compounds such as Generally Recognized As Safe (GRAS) status, but needs an appropriate delivery system designed to overcome its drawbacks (such as low aqueous solubility, easy phenol oxidation, heat/light inactivation, distinct odor). An alkoxysilane incorporating the carvacrol moiety is synthesized and subsequently employed to fabricate hybrid silica nanoparticles (NPs) with carvacrol covalently bound to the silica matrix. The enzymatically hydrolyzable carbamate bond turns these NPs into a release-on-demand nanoscale system for the biocide carvacrol. Characterization of both silane linker and hybrid silica NPs, including quantification of the bioactive compound in the bulk and on the NP surface, is accomplished by spectroscopic methods, including X-ray Photoelectron Spectroscopy (XPS), and Thermo-Gravimetric Analysis (TGA), Dynamic Light Scattering (DLS), -potential measurements, as well as electron microscopy. Preliminary biological testing with proves an antibacterial effect. The carbamoylation reaction employed to synthesize the hybrid silica precursor might be readily applied to other bioactive phenolic compounds.
细菌对常用抗生素产生耐药性，这就需要创新的解决方案。酚类抗菌化合物香芹酚是牛至和百里香精油中的主要成分，具有天然化合物的优势，如被普遍认为是安全的（GRAS），但需要设计一种合适的递送系统来克服其缺点（如低水溶性、易酚氧化、热/光失活、独特气味）。合成了一种含有香芹酚部分的烷氧基硅烷，随后用于制备香芹酚与二氧化硅基质共价结合的杂化二氧化硅纳米颗粒（NPs）。可酶促水解的氨基甲酸酯键将这些纳米颗粒转变为用于杀菌剂香芹酚的按需释放纳米级系统。通过光谱方法，包括X射线光电子能谱（XPS）、热重分析（TGA）、动态光散射（DLS）、ζ电位测量以及电子显微镜，对硅烷连接体和杂化二氧化硅纳米颗粒进行了表征，包括对整体和纳米颗粒表面生物活性化合物的定量。初步生物学测试证明了其抗菌效果。用于合成杂化二氧化硅前体的氨基甲酰化反应可能很容易应用于其他生物活性酚类化合物。
