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Nuclear magnetic resonance spectral analysis and molecular properties of berberine
Author(s) -
Huang MingJu,
Lee Ken S.,
Hurley Sharon J.
Publication year - 2005
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.20715
Subject(s) - chemical shift , berberine , chemistry , quantum chemical , ab initio , solvent , solvent effects , resonance (particle physics) , computational chemistry , nuclear magnetic resonance , molecule , atomic physics , organic chemistry , physics
An extensive theoretical study of berberine has been performed at the ab initio HF/6‐31G**, HF/6‐311G**, and B3LYP/6‐311G** levels with and without solvent effects. The optimized structures are compared with X‐ray data. We found that the optimized structures with solvent effects are in slightly better agreement with X‐ray data than those without solvent effects. The 1 H and 13 C nuclear magnetic resonance (NMR) chemical shifts of berberine were calculated by using the gauge‐independent atomic orbital (GIAO) (with and without solvent effects), CSGT, and IGAIM methods. The calculated chemical shifts were compared with the two‐dimensional NMR experimental data. Overall, the calculated chemical shifts show very good agreement with the experimental results. The harmonic vibrational frequencies for berberine were calculated at the B3LYP/6‐311G** level. © 2005 Wiley Periodicals, Inc. Int J Quantum Chem, 2005