Application of N-substituted (aminomethyl)benzoate Strategy in Design of Scutellarein Derivatives with Improved Caco-2 Cell Permeability and In Vitro Antioxidative Activity

作者：Dai Ze Qin; Su Hang; Luo Min; Ou Yu; Fu Xiao Zhong^*; Dong Yong Xi; Cha Yu Feng; Zhang Shun; Huang Yong; Wang Yong Lin

来源：BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2015, 36(8): 1959-1965.

DOI：10.1002/bkcs.10377

• Scutellarein
• Principle of hybridization
• Antioxidative activity
• Caco-2 cell permeability

Aseries of 40- N- substituted (aminomethyl) benzoate derivatives of scutellarein were designed and synthesized. Evaluation of their physiochemical properties showed that the designed target compounds 5a- e exhibit higher chemical stability and aqueous solubility than scutellarin and scutellarein. The permeability (Papp AP to BL) of 5c- e in Caco- 2 cells were 2.8, 8.1, and 12.6 times higher than that of scutellarin and 1.3, 4.1, and 6.0 times higher than that of scutellarein; especially, 5e had the highest Papp AP to BL value (7.19 0.31 x 10- 6 cm/ s) and the lowest ER (Papp BL to AP/ Papp AP to BL) value of 0.17. In vitro antioxidative evaluation results revealed that 5e could protect against H2O2- induced PC12 cells' oxidative damage by attenuating mitochondrial membrane potential loss and decreasing H2O2- induced reactive oxygen species (ROS) production.

• 出版日期2015-8
• 单位贵州医科大学