Bino Alessia, Baldisserotto Anna, Scalambra Emanuela, Dissette Valeria, Vedaldi Daniela Ester, Salvador Alessia, Durini Elisa, Manfredini Stefano, Vertuani Silvia
a Department of Life Sciences and Biotechnology, School of Pharmacy and Health Products , University of Ferrara, Master Course in Cosmetic Sciences and Technology, Laboratory of Health Products , Ferrara , Italy.
b Department of Pharmaceutical and Pharmacological Sciences , University of Padua , Padua , Italy.
J Enzyme Inhib Med Chem. 2017 Dec;32(1):527-537. doi: 10.1080/14756366.2016.1265523.
An ever-increasing incidence of skin neoplastic diseases is registered. Therefore, it is important to protect the skin from the UV radiation that reaches the epidermis and dermis but also to block ROS generated by them. Our attention was attracted in developing new compounds provided with both UV filtering and antioxidant capacities. To this end, 2-phenyl-1H-benzimidazole-5-sulfonic acid (PBSA), a known UV filter, was selected as lead compound for its lack of antioxidant activity, high water solubility and good safety profile. PBSA was sequentially modified introducing hydroxyls on the phenyl ring and also substituting the functional group in position 5 of the benzimidazole ring. At the end of the synthetic study, a new, very potent class of antioxidants has been obtained. Surprisingly some of the developed molecules, while devoid of significant UV-filtering activity was endowed with potent UV-filtering booster capability if associated with known commercial UVB and UVA filters.
皮肤肿瘤疾病的发病率在不断上升。因此，保护皮肤免受到达表皮和真皮的紫外线辐射以及阻断由紫外线产生的活性氧（ROS）非常重要。我们致力于开发兼具紫外线过滤和抗氧化能力的新化合物。为此，选择了已知的紫外线过滤剂2-苯基-1H-苯并咪唑-5-磺酸（PBSA）作为先导化合物，因其缺乏抗氧化活性、高水溶性和良好的安全性。对PBSA进行了一系列修饰，在苯环上引入羟基，并取代苯并咪唑环5位的官能团。在合成研究结束时，获得了一类新型的、非常有效的抗氧化剂。令人惊讶的是，一些开发的分子虽然没有显著的紫外线过滤活性，但如果与已知的商业UVB和UVA过滤剂联合使用，则具有强大的紫外线过滤增强能力。
