volume 58 issue 6-7 pages 363-367

A Reaction of Berberine with Amides in Alkaline Media: An Experimental and Quantum-Chemical Study

Alexander D Zagrebaev 1
Oleg N Burov 1
Mikhail E Kletskii 1
Sergey V. Kurbatov 1
Publication typeJournal Article
Publication date2022-07-30
scimago Q4
wos Q4
SJR0.243
CiteScore2.7
Impact factor1.0
ISSN00093122, 15738353
Organic Chemistry
Abstract
The possibility of obtaining electroneutral 8-amido derivatives of dihydroberberines was shown experimentally and with the support of quantum-chemical calculations based on the density functional theory (B3LYP/6-311+G(d,p)). In alkaline media, amides deprotonated to form amide anions, which, in turn, could add to the berberine framework at the C-8 position. Competing processes in this case were the reactions of the formation of 8-hydroxy- or 8-alkoxyberberines.
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Zagrebaev A. D. et al. A Reaction of Berberine with Amides in Alkaline Media: An Experimental and Quantum-Chemical Study // Chemistry of Heterocyclic Compounds. 2022. Vol. 58. No. 6-7. pp. 363-367.
GOST all authors (up to 50) Copy
Zagrebaev A. D., Burov O. N., Kletskii M. E., Kurbatov S. V. A Reaction of Berberine with Amides in Alkaline Media: An Experimental and Quantum-Chemical Study // Chemistry of Heterocyclic Compounds. 2022. Vol. 58. No. 6-7. pp. 363-367.
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TY - JOUR
DO - 10.1007/s10593-022-03099-2
UR - https://doi.org/10.1007/s10593-022-03099-2
TI - A Reaction of Berberine with Amides in Alkaline Media: An Experimental and Quantum-Chemical Study
T2 - Chemistry of Heterocyclic Compounds
AU - Zagrebaev, Alexander D
AU - Burov, Oleg N
AU - Kletskii, Mikhail E
AU - Kurbatov, Sergey V.
PY - 2022
DA - 2022/07/30
PB - Springer Nature
SP - 363-367
IS - 6-7
VL - 58
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2022_Zagrebaev,
author = {Alexander D Zagrebaev and Oleg N Burov and Mikhail E Kletskii and Sergey V. Kurbatov},
title = {A Reaction of Berberine with Amides in Alkaline Media: An Experimental and Quantum-Chemical Study},
journal = {Chemistry of Heterocyclic Compounds},
year = {2022},
volume = {58},
publisher = {Springer Nature},
month = {jul},
url = {https://doi.org/10.1007/s10593-022-03099-2},
number = {6-7},
pages = {363--367},
doi = {10.1007/s10593-022-03099-2}
}
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Zagrebaev, Alexander D., et al. “A Reaction of Berberine with Amides in Alkaline Media: An Experimental and Quantum-Chemical Study.” Chemistry of Heterocyclic Compounds, vol. 58, no. 6-7, Jul. 2022, pp. 363-367. https://doi.org/10.1007/s10593-022-03099-2.