Molecular Docking to Understand the Stereoselective Metabolism of Lansoprazole

作者：Zhang Sheng Qi; Lin Li Fang; Xiao Er Dan; Zhu Zhi Wei; Qiu Guo Dong; Guo Dai Nian; Zhang Shu Yao^*

来源：Latin American Journal of Pharmacy, 2014, 33(7): 1221-1224.

• CYP3A4
• Lansoprazole
• Molecular docking
• Stereoselective metabolism

Molecular docking method was used to understand the stereoselective metabolism of lansoprazole. Both R-and S-lansoprazole were docked into the X-ray crystallographic structure of human CYP3A4 (code: 2V0M). Similar binding pattern was observed for the binding of R- and S-lansoprazole into the activity cavity of CYP3A4, and the chemscore of R- and S-lansoprazole were -33.64 and -34.83, respectively, indicating that the binding energy of S-lansoprazole was stronger than R-lansoprazole. The optimized geometries were further employed to generate important physicochemical properties including minimal electrostatic potential (EPmin), maximal electrostatic potential (EPmax), minimal molecular lipophilicity potential (MLPmin) and maximal molecular lipophilicity potential (MLPmax). The results showed that the electrostatic potential parameters majorly contributed to this different metabolic behaviour of R- and S-lansoprazole.

• 出版日期2014
• 单位汕头大学