Absolute configuration of Buagafuran: An experimental and theoretical electronic circular dichroism study
Li Li, Chun Li, Yi-Kang Si, Da-Li Yin
Chinese Chemical Letters
Buagafuran is a novel drug candidate derived from natural product. Its absolute configuration has been confirmed by electronic circular dichroism combined with modern quantum-chemical calculation using time-dependent density functional theory. The predicted UV absorbance peak is underestimated by several nanometers compared with the experimental data. The applicability of empirical rule for the Cdouble bond; length as m-dashCsingle bondCsingle bondO system in Buagafuran has also been discussed. Our results show that electronic circular dichroism could be a useful tool for the absolute configuration assignment of chiral drugs, especially for the oily or semisolid substances, whose crystal structures are impossible to obtain.
Circular dichroism, Absolute configuration, Medicinal