Design, synthesis and biological evaluation of novel hydroxy-phenyl-1H-benzimidazoles as radical scavengers and UV-protective agents

被引：29

作者：

Bino, Alessia ^{[1
]}

Baldisserotto, Anna ^{[1
]}

Scalambra, Emanuela ^{[1
]}

Dissette, Valeria ^{[1
]}

Vedaldi, Daniela Ester ^{[2
]}

Salvador, Alessia ^{[2
]}

Durini, Elisa ^{[1
]}

Manfredini, Stefano ^{[1
]}

Vertuani, Silvia ^{[1
]}

机构：

[1] Univ Ferrara, Sch Pharm & Hlth Prod, Dept Life Sci & Biotechnol, Master Course Cosmet Sci & Technol,Lab Hlth Prod, Via Fossato Mortara 17-19, I-44121 Ferrara, Italy

[2] Univ Padua, Dept Pharmaceut & Pharmacol Sci, Padua, Italy

来源：

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY | 2017年 / 32卷 / 01期

关键词：

Benzimidazole; antioxidant; UV booster; reactive oxygen species; sunscreens; SUNSCREEN; 2-PHENYLBENZIMIDAZOLE; DERIVATIVES; ANTIOXIDANT; DAMAGE; SKIN;

D O I：

10.1080/14756366.2016.1265523

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页码：527 / 537

页数：11