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1 H and 13 C NMR spectra of Strychnos alkaloids: Selected NMR updates
Author(s) -
Semenov Valentin A.,
Samultsev Dmitry O.,
Krivdin Leonid B.
Publication year - 2020
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.26348
Subject(s) - strychnos , chemical shift , chemistry , nmr spectra database , carbon 13 nmr , proton nmr , nuclear magnetic resonance spectroscopy , strychnine , spectral line , analytical chemistry (journal) , stereochemistry , organic chemistry , alkaloid , physics , astronomy , biochemistry
Abstract The PBE0/pcSseg‐2//pcseg‐2 calculations of 1 H and 13 C NMR chemical shifts were performed for a classical series of 12 Strychnos alkaloids (except for the earlier studied parent strychnine), namely akuammicine, isostrychnine, rosibiline, tsilanine, spermostrychnine, diaboline, cyclostrychnine, henningsamide, strychnosilidine, strychnobrasiline, holstiine, and icajine. It was found that the calculated 1 H and 13 C NMR chemical shifts show markedly good correlations with available experimental data, as characterized by a mean absolute error of 0.22 ppm for the range of 8 ppm for protons and 1.97 ppm for the range of 180 ppm for carbons. Complementarily, the present results provide essential NMR update and fill a gap in the NMR data of this distinguished group of vitally important natural products.