An Electronic Circular Dichroism Study for the Structure-Chiroptical Relationship of Chiral Proton Pump Inhibitors

作者：Zhou, Zhixu; Li, Linwei; Yan, Ning; Du, Lei; Sun, Changshan^*; Sun, Tiemin^*

来源：Chemistry Letters, 2016, 45(2): 110-112.

DOI：10.1246/cl.150883

• DENSITY-FUNCTIONAL THEORY
• ABSOLUTE-CONFIGURATIONS
• NATURAL-PRODUCTS
• ENANTIOMERS
• CHROMATOGRAPHY
• OMEPRAZOLE

In this paper, we investigated the electronic circular dichroism (ECD) of proton pump inhibitors (PPIs) using a method of combining experimental spectrum and time-dependent density functional theory (TD-DFT) calculations. In our research, an intriguing helicity-like phenomenon was discovered for the relationship between static dipole moment and ECD curves of different conformers in lansoprazole. The scope and validity of the precious phenomenon have been examined by four PPIs using the same method. Hence, it can be used as a reference to determine and verify the absolute configuration of PPIs-type and PPIs-like chiral sulfoxide.

• 出版日期2016-2-5
• 单位沈阳药科大学