1. 武汉工程大学绿色化工过程省部共建教育部重点实验室，湖北 武汉 430073
2. Department of Chemistry, University of Alberta, Edmonton, Alberta T6G 2R3, Canada
The Conformation of Sophocarpidin by Vibrational Circular Dichroism and DFT Calculations
SUN Ning-jie1, CAI Xiao-li1, ZHANG Yue-fei1, CHI Ru-an1*, Yunjie Xu2*
1. Hubei Novel Reactor & Green Chemical Technology Key Laboratory, Key Laboratory for Green, Chemical Process of Ministry of Education, School of Chemical Engineering & Pharmacy, Wuhan Institute of Technology, Wuhan 430073, China
2. Department of Chemistry, University of Alberta, Edmonton, Alberta T6G 2R3, Canada
Abstract：Sophocarpidin was measured in thin film using a Fourier Transform infrared spectrometer (FTIR) with a vibrational circular dichroism (VCD) module, meanwhile, the theoretical IR and VCD spectroscopy were calculated at the B3LYP/cc-PVTZ and B3LYP/6-311+G(d,p) levels of theory in density functional theory (DFT) within the gas phase. The VCD spectroscopy can exactly obtain the conformational distribution of Sophocarpidin at room temperature and distinctly capture the information of each conformation for the sensitivity to stereoscopic structure of conformation within VCD spectra. It is essential to the drug analysis of sophocarpidin in the future. The conformational contribution at room temperature and structures were determined through the comparison of experimental and simulated spectra. The Boltzmann-weighted IR and VCD spectra based on free energy at the B3LYP/6-311+G(d,p) level of theory show good agreement with the observed experimental spectra. Two main conformations, i.e. A/B-trans C/D-trans and A/B-trans C/D-cis are identified. The ration of two conformations is 60% to 40%. The structure of A/B-ring and C/D-ring are chair-chair and chair-sofa respectively in both two dominant conformation of sophocarpidin.
Key words：Sophocarpidin; FTIR; VCD; DFT; Film; Gas phase; Conformers
孙宁杰，蔡晓丽，张越非，池汝安 ，Yunjie Xu. 氧化槐果碱结构的测定及其振动圆二色谱研究[J]. 光谱学与光谱分析, 2018, 38(09): 2806-2813.
SUN Ning-jie, CAI Xiao-li, ZHANG Yue-fei, CHI Ru-an, Yunjie Xu. The Conformation of Sophocarpidin by Vibrational Circular Dichroism and DFT Calculations. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2018, 38(09): 2806-2813.
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