太阳辐射会对皮肤造成伤害,使用防晒霜是主要的保护措施之一。然而,光不稳定的紫外线(UV)过滤剂可以产生光产物和活性氧(ROS)。添加抗氧化剂,如白藜芦醇,增强紫外线过滤剂在防晒霜中的作用是减少紫外线辐射暴露造成的损害的有趣策略。然而,新化合物必须具有稳定性,安全性和有效性保证。Avobenzone,常用的紫外线过滤器,作为结构修饰以增强其稳定性的有希望的候选者。它与其他紫外线过滤剂和抗氧化剂的分子杂交可以产生更安全、更有效的化合物。在这项研究中,阿伏苯宗衍生物的光保护和抗氧化潜力,与白藜芦醇的分子杂交,使用单层细胞和重建人皮肤(RHS)的体外模型进行评估。使用成纤维细胞评估光毒性电位,而使用DCFH2-DA探针在HaCaT角质形成细胞和内部RHS中测量抗氧化活性。该衍生物表现出UV吸收并表现出光稳定性。它没有表现出任何光毒性或光反应性潜力。此外,它能够稳定光不稳定的紫外线过滤器的组合,阿伏苯宗和甲氧基肉桂酸辛酯,并降低它们的光毒性。在抗氧化活性方面,该衍生物在HaCaT角质形成细胞模型中成功防止UVA诱导的ROS产生,显示与抗氧化剂对照的统计等效性,槲皮素(10μg/mL)。此外,在RHS模型中进行的实验表明,与辐照对照相比,ROS产生显着减少了30.7%。这项研究表明,阿伏苯宗的结构修饰可以导致广谱的发展(吸收UVB和UVAII辐射,以及UVAI辐射的一部分),非光毒性,用于防晒和抗衰老制剂的非光反应性和耐光性衍生物。该衍生物增强了对由UV辐射诱导的氧化应激的保护,并提高了防晒的有效性。除了单层模型,使用标准化的内部RHS模型与评估紫外线辐射和皮肤老化的影响高度相关.该模型紧密地模拟人体生理条件,并能够测试新化合物并研究针对皮肤损伤的保护机制。
Solar radiation can cause damage to the skin, and the use of sunscreens is one of the main protective measures. However, photounstable ultraviolet (UV) filters can generate photoproducts and reactive oxygen species (ROS). Adding antioxidants, such as resveratrol, to enhance the action of UV filters in sunscreens is an interesting strategy for reducing the damage caused by UV radiation exposure. However, new compounds must have their stability, safety and efficacy guaranteed.
Avobenzone, a commonly used UV filter, stands out as a promising candidate for structural modification to enhance its stability. Its molecular hybridization with other UV filters and antioxidants can lead to safer and more effective compounds. In this study, the photoprotective and antioxidant potential of a derivative of
avobenzone, hybridized with resveratrol\'s molecule, was evaluated using in vitro models of cells in monolayer and reconstructed human skin (RHS). Phototoxic potential was assessed using fibroblasts, while the antioxidant activity was measured using the DCFH2-DA probe in HaCaT keratinocytes and in-house RHS. The derivative exhibited UV absorption and demonstrated photostability. It did not exhibit any phototoxic nor photoreactivity potential. Additionally, it was able to photo stabilize a combination of photounstable UV filters,
avobenzone and octyl methoxycinnamate, and to reduce their phototoxic potential. In terms of antioxidant activity, the derivative successfully protected against UVA-induced ROS production in the HaCaT keratinocytes model, showing statistical equivalence to the antioxidant control, quercetin (10 μg/mL). Furthermore, experiments conducted in the RHS model demonstrated a significant reduction of 30.7% in ROS generation compared to the irradiated control. This study demonstrated that structural modifications of
avobenzone can lead to the development of a broad spectrum (absorbing UVB and UVA II radiation, as well as a portion of the UVA I radiation), non-phototoxic, non-photoreactive and photostable derivative for sunscreen and anti-aging formulations. This derivative enhances protection against oxidative stress induced by UV radiation and improves the effectiveness of sun protection. In addition to the monolayer model, the use of a standardized in-house RHS model was highly relevant for evaluating the effects of UV radiation and skin aging. This model closely mimics human physiological conditions and enables the testing of new compounds and the investigation of protective mechanisms against skin damage.