The first 13-vinyl derivatives of berberine: synthesis and antimicrobial activity
Oleg D Demekhin
1
,
Aleksander D Zagrebaev
1
,
Oleg N Burov
1
,
Mikhail E Kletskii
1
,
Natalya V Pavlovich
2
,
Elena A Bereznyak
2
,
Marina V Tsimbalistova
2
,
Sergey V. Kurbatov
1
2
Federal Government Health Institution “Rostov-on-Don Plague Control Research Institute”, Federal Service for Surveillance in the Sphere of Consumers Rights Protection and Human Welfare, Rostov-on-Don, Russia
|
Publication type: Journal Article
Publication date: 2019-11-25
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
A method for the synthesis of berberine 13-vinyl derivatives has been developed consisting of an initial reaction of triethyl orthoformate with CH acids in the presence of catalytic amounts of p-toluenesulfonic acid followed by the reaction of electrophilic ethoxyethylenes with dihydroberberine. 13-Vinyldihydroberberines are resistant to spontaneous oxidation or disproportionation and can be oxidized to the corresponding 13-substituted ionic forms with silver chloride. The synthesized vinyl berberines were demonstrated to inhibit the development of a number of especially dangerous microorganisms.
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GOST
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Demekhin O. D. et al. The first 13-vinyl derivatives of berberine: synthesis and antimicrobial activity // Chemistry of Heterocyclic Compounds. 2019. Vol. 55. No. 11. pp. 1128-1130.
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Demekhin O. D., Zagrebaev A. D., Burov O. N., Kletskii M. E., Pavlovich N. V., Bereznyak E. A., Tsimbalistova M. V., Kurbatov S. V. The first 13-vinyl derivatives of berberine: synthesis and antimicrobial activity // Chemistry of Heterocyclic Compounds. 2019. Vol. 55. No. 11. pp. 1128-1130.
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RIS
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TY - JOUR
DO - 10.1007/s10593-019-02589-0
UR - https://doi.org/10.1007/s10593-019-02589-0
TI - The first 13-vinyl derivatives of berberine: synthesis and antimicrobial activity
T2 - Chemistry of Heterocyclic Compounds
AU - Demekhin, Oleg D
AU - Zagrebaev, Aleksander D
AU - Burov, Oleg N
AU - Kletskii, Mikhail E
AU - Pavlovich, Natalya V
AU - Bereznyak, Elena A
AU - Tsimbalistova, Marina V
AU - Kurbatov, Sergey V.
PY - 2019
DA - 2019/11/25
PB - Springer Nature
SP - 1128-1130
IS - 11
VL - 55
SN - 0009-3122
SN - 1573-8353
ER -
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BibTex (up to 50 authors)
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@article{2019_Demekhin,
author = {Oleg D Demekhin and Aleksander D Zagrebaev and Oleg N Burov and Mikhail E Kletskii and Natalya V Pavlovich and Elena A Bereznyak and Marina V Tsimbalistova and Sergey V. Kurbatov},
title = {The first 13-vinyl derivatives of berberine: synthesis and antimicrobial activity},
journal = {Chemistry of Heterocyclic Compounds},
year = {2019},
volume = {55},
publisher = {Springer Nature},
month = {nov},
url = {https://doi.org/10.1007/s10593-019-02589-0},
number = {11},
pages = {1128--1130},
doi = {10.1007/s10593-019-02589-0}
}
Cite this
MLA
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Demekhin, Oleg D., et al. “The first 13-vinyl derivatives of berberine: synthesis and antimicrobial activity.” Chemistry of Heterocyclic Compounds, vol. 55, no. 11, Nov. 2019, pp. 1128-1130. https://doi.org/10.1007/s10593-019-02589-0.