Creighton University Health Sciences Multicultural and Community Affairs, Omaha, Nebraska 68178, USA.
AAPS PharmSciTech. 2012 Dec;13(4):1084-90. doi: 10.1208/s12249-012-9840-1. Epub 2012 Aug 29.
The transport of proteins through skin can be facilitated potentially by using terpenes as chemical enhancers. However, we do not know about the effects of these enhancers on the stability and biological activity of proteins which is crucial for the development of safe and efficient formulations. Therefore, this project investigated the effects of terpene-based skin penetration enhancers which are reported as nontoxic to the skin (e.g., limonene, p-cymene, geraniol, farnesol, eugenol, menthol, terpineol, carveol, carvone, fenchone, and verbenone), on the conformational stability and biological activity of a model protein lysozyme. Terpene (5% v/v) was added to lysozyme solution and kept for 24 h (the time normally a transdermal patch remains) for investigating conformational stability profiles and biological activity. Fourier transform infrared spectrophotometer was used to analyze different secondary structures, e.g., α-helix, β-sheet, β-turn, and random coil. Conformational changes were also monitored by differential scanning calorimeter by determining midpoint transition temperature (Tm) and calorimetric enthalpy (ΔH). Biological activity of lysozyme was determined by measuring decrease in A (450) when it was added to a suspension of Micrococcus lysodeikticus. The results of this study indicate that terpenes 9, 10, and 11 (carvone, L-fenchone, and L-verbenone) decreased conformational stability and biological activity of lysozyme significantly (p < 0.05) less than other terpenes used in this study. It is concluded that smaller terpenes containing ketones with low lipophilicity (log K (ow) ∼2.00) would be optimal for preserving conformational stability and biological activity of lysozyme in a transdermal formulation containing terpene as permeation enhancer.
蛋白质通过皮肤的转运可以通过使用萜烯作为化学增强剂来促进。然而,我们不知道这些增强剂对蛋白质的稳定性和生物活性的影响,这对安全有效的制剂的开发至关重要。因此,本项目研究了萜烯类皮肤渗透增强剂对模型蛋白溶菌酶的构象稳定性和生物活性的影响,这些增强剂据报道对皮肤无毒(例如,柠檬烯、对伞花烃、香叶醇、法呢醇、丁香酚、薄荷醇、萜品醇、香芹酮、香芹酮、葑酮和马鞭草酮)。将萜烯(5%v/v)加入溶菌酶溶液中,并保持 24 小时(通常是透皮贴剂保留的时间),以研究构象稳定性谱和生物活性。傅里叶变换红外分光光度计用于分析不同的二级结构,如α-螺旋、β-折叠、β-转角和无规卷曲。通过测定中点转变温度(Tm)和量热焓(ΔH),也通过差示扫描量热仪监测构象变化。通过测量溶菌酶加入到微球菌溶菌悬液中时 A(450)的减少来测定其生物活性。本研究的结果表明,萜烯 9、10 和 11(香芹酮、左旋葑酮和左旋马鞭草酮)显著降低了溶菌酶的构象稳定性和生物活性(p<0.05),低于本研究中使用的其他萜烯。结论是,含有低亲脂性酮(log K(ow)~2.00)的较小萜烯将是在含有萜烯作为渗透增强剂的透皮制剂中保持溶菌酶构象稳定性和生物活性的最佳选择。