Structural studies of methyl brevifolincarboxylate in solid state by means of NMR spectroscopy and DFT calculations |
| |
Institution: | 1. Department of Studies in Physics, Karnatak University, Dharwad 580003, Karnataka, India;2. P. G. Department of Studies in Chemistry, K. L. E. Society''s P. C. Jabin Science College, Hubli 580031, Karnataka, India |
| |
Abstract: | Methyl brevifolincarboxylate isolated from the herb of Potentilla argentea L. (Rosaceae) is a representative of the naturally occurring polyphenols. The compound is of pharmaceutical interest mainly because of its antiviral and antioxidant properties. 13C NMR spectra were recorded for solution and solid phase. 13C CPMAS spectra were assigned by comparison with solution data, dipolar dephasing and short contact time experiments. The correctness of assignments was verified by GIAO DFT calculations of shielding constants. The differences between the solution and solid state chemical shift values were explained in terms of orientation of OH groups and intramolecular hydrogen bonds. The splitting of the C1 O resonance shows that there exists a polymorphism in the solid phase, which might be due to the formation of intramolecular hydrogen bond involving carbonyl or methoxy oxygen (i.e. C10 OH?O C or C10 OH?OCH3). |
| |
Keywords: | |
本文献已被 ScienceDirect 等数据库收录! |
|