Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-camphoric acid and their antiviral activity
Vladimir V Chernyshov
1, 2
,
Olga I. Yarovaya
1, 2
,
Dmitry S Fadeev
1
,
Yuriy V. Gatilov
1, 2
,
Yana L Esaulkova
3
,
Anna S Muryleva
3
,
Katherina O Sinegubova
3
,
Vladimir V. Zarubaev
3
,
Publication type: Journal Article
Publication date: 2019-02-28
scimago Q2
wos Q2
SJR: 0.646
CiteScore: 8.5
Impact factor: 3.8
ISSN: 13811991, 1573501X
PubMed ID:
30820742
Catalysis
Organic Chemistry
Drug Discovery
Inorganic Chemistry
Physical and Theoretical Chemistry
Molecular Biology
General Medicine
Information Systems
Abstract
An effective technique for one-stage synthesis of new polycyclic nitrogen-containing compounds has been developed. The procedure involves refluxing mixtures of camphoric acid with aliphatic or aromatic diamine without catalysts. In cases where the starting amine has a low boiling point (less than 200 °C), phenol is used as a solvent, as it is the most optimal one for obtaining products with good yields. It has been shown that the use of Lewis acids as catalysts reduces the yield of the reaction products. A set of compounds have been synthesized, which can be attributed to synthetic analogues of alkaloids. In vitro screening for activity influenza virus A was carried out for the obtained compounds. The synthesized quinazoline-like agent 14 has inhibitory activity against different strains of influenza viruses.
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Total citations:
22
Citations from 2024:
3
(13.64%)
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GOST
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Chernyshov V. V. et al. Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-camphoric acid and their antiviral activity // Molecular Diversity. 2019. Vol. 24. No. 1. pp. 61-67.
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Chernyshov V. V., Yarovaya O. I., Fadeev D. S., Gatilov Y. V., Esaulkova Y. L., Muryleva A. S., Sinegubova K. O., Zarubaev V. V., Salakhutdinov N. F. Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-camphoric acid and their antiviral activity // Molecular Diversity. 2019. Vol. 24. No. 1. pp. 61-67.
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RIS
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TY - JOUR
DO - 10.1007/s11030-019-09932-9
UR - http://link.springer.com/10.1007/s11030-019-09932-9
TI - Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-camphoric acid and their antiviral activity
T2 - Molecular Diversity
AU - Chernyshov, Vladimir V
AU - Yarovaya, Olga I.
AU - Fadeev, Dmitry S
AU - Gatilov, Yuriy V.
AU - Esaulkova, Yana L
AU - Muryleva, Anna S
AU - Sinegubova, Katherina O
AU - Zarubaev, Vladimir V.
AU - Salakhutdinov, Nariman F.
PY - 2019
DA - 2019/02/28
PB - Springer Nature
SP - 61-67
IS - 1
VL - 24
PMID - 30820742
SN - 1381-1991
SN - 1573-501X
ER -
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BibTex (up to 50 authors)
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@article{2019_Chernyshov,
author = {Vladimir V Chernyshov and Olga I. Yarovaya and Dmitry S Fadeev and Yuriy V. Gatilov and Yana L Esaulkova and Anna S Muryleva and Katherina O Sinegubova and Vladimir V. Zarubaev and Nariman F. Salakhutdinov},
title = {Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-camphoric acid and their antiviral activity},
journal = {Molecular Diversity},
year = {2019},
volume = {24},
publisher = {Springer Nature},
month = {feb},
url = {http://link.springer.com/10.1007/s11030-019-09932-9},
number = {1},
pages = {61--67},
doi = {10.1007/s11030-019-09932-9}
}
Cite this
MLA
Copy
Chernyshov, Vladimir V., et al. “Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-camphoric acid and their antiviral activity.” Molecular Diversity, vol. 24, no. 1, Feb. 2019, pp. 61-67. http://link.springer.com/10.1007/s11030-019-09932-9.