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通过分子荧光和化学计量学方法对负载对甲氧基肉桂酸辛酯的微乳液进行光解研究。

Photolysis study of octyl p-methoxycinnamate loaded microemulsion by molecular fluorescence and chemometric approach.

作者信息

Nascimento Danielle Silva, Insausti Matías, Band Beatriz Susana Fernández, Grünhut Marcos

机构信息

INQUISUR (UNS-CONICET), Department of Chemistry, Universidad Nacional del Sur, 1253, Alem Avenue, B8000CPB, Bahía Blanca, Argentina.

INQUISUR (UNS-CONICET), Department of Chemistry, Universidad Nacional del Sur, 1253, Alem Avenue, B8000CPB, Bahía Blanca, Argentina.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2018 Feb 15;191:277-282. doi: 10.1016/j.saa.2017.10.025. Epub 2017 Oct 10.

Abstract

Octyl p-methoxycinnamate (OMC) is one of the most widely used sunscreen agents. However, the efficiency of OMC as UV filter over time is affected due to the formation of the cis-isomer which presents a markedly lower extinction coefficient (ε=12,600L molcm at 291nm) than the original trans-isomer (ε=24,000L molcm at 310nm). In this work, a novel carrier for OMC based on an oil-in-water microemulsion is proposed in order to improve the photostability of this sunscreen. The formulation was composed of 29.2% (w/w) of a 3:1 mixture of ethanol (co-surfactant) and decaethylene glycol mono-dodecyl ether (surfactant), 1.5% (w/w) of oleic acid (oil phase) and 69.2% (w/w) of water. This microemulsion was prepared in a simple way, under moderate stirring at 25°C and using acceptable, biocompatible and accessible materials for topical use. OMC was incorporated in the vehicle at a final concentration of 5.0% (w/w), taking into account the maximum permitted levels established by international norms. Then, a photolysis study of the loaded formulation was performed using a continuous flow system. The direct photolysis was monitored over time by molecular fluorescence. The recorded spectra data between 370 y 490nm were analyzed by multivariate curve resolution-alternating least squares algorithm. The kinetic rate constants corresponding to the photolysis of the trans-OMC were calculated from the concentration profiles, resulting in 0.0049s for the trans-OMC loaded microemulsion and 0.0131s for the trans-OMC in aqueous media. These results demonstrate a higher photostability of the trans-OMC when loaded in the proposed vehicle with respect to the free trans-OMC in aqueous media.

摘要

对甲氧基肉桂酸辛酯(OMC)是使用最广泛的防晒剂之一。然而,由于顺式异构体的形成,OMC作为紫外线过滤剂的效率会随时间受到影响,顺式异构体的消光系数(在291nm处ε = 12,600L·mol⁻¹·cm⁻¹)明显低于原始反式异构体(在310nm处ε = 24,000L·mol⁻¹·cm⁻¹)。在这项工作中,提出了一种基于水包油微乳液的新型OMC载体,以提高这种防晒剂的光稳定性。该配方由29.2%(w/w)的乙醇(助表面活性剂)和十甘醇单十二烷基醚(表面活性剂)的3:1混合物、1.5%(w/w)的油酸(油相)和69.2%(w/w)的水组成。这种微乳液以简单的方式制备,在25°C适度搅拌下,使用可接受的、生物相容且易于获得的局部用材料。考虑到国际规范规定的最大允许水平,将OMC以5.0%(w/w)的最终浓度加入载体中。然后,使用连续流动系统对负载制剂进行光解研究。通过分子荧光随时间监测直接光解。使用多元曲线分辨-交替最小二乘法算法分析在370和490nm之间记录的光谱数据。根据浓度曲线计算出与反式OMC光解相对应的动力学速率常数,负载反式OMC的微乳液中反式OMC的速率常数为0.0049s⁻¹,水介质中反式OMC的速率常数为0.0131s⁻¹。这些结果表明,与水介质中的游离反式OMC相比,反式OMC负载在所提出的载体中时具有更高的光稳定性。

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