volume 56 issue 5 pages 1634-1645

Synthesis and Prediction of the Ubiquinol-cytochrome c Reductase Inhibitory Activity of 3,4-Dihydroisoquinolines and 2-Azaspiro[4.5]decanes (Spiropyrrolines)

Publication typeJournal Article
Publication date2019-03-28
scimago Q3
wos Q2
SJR0.362
CiteScore4.7
Impact factor2.4
ISSN0022152X, 19435193
Organic Chemistry
Abstract

Isoquinolines rank as the second largest group among the plant alkaloids. Natural isoquinolines and synthetic isoquinoline derivatives exhibit numerous biological activities. In this study, the approaches to synthesis of new 3,4‐dihydroisoquinoline and 2‐azaspiro[4.5]decane (spiropyrroline) derivatives annelated by C(3)─C(4) bonds with a cyclohexyl or cyclopentyl moiety have been developed. In accord with the results of biological activity prediction by the pass software, molecular docking was carried out on the ubiquinol‐cytochrome c reductase (bc1 complex) model. Compounds 6e and 12a,d were found out as potential Q0 site inhibitors of the bovine bc1 complex.

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Perevoshchikova A. N. et al. Synthesis and Prediction of the Ubiquinol-cytochrome c Reductase Inhibitory Activity of 3,4-Dihydroisoquinolines and 2-Azaspiro[4.5]decanes (Spiropyrrolines) // Journal of Heterocyclic Chemistry. 2019. Vol. 56. No. 5. pp. 1634-1645.
GOST all authors (up to 50) Copy
Perevoshchikova A. N., Eroshenko D., Eroshenko D. V., Dmitriev M. V., Grishko V. V., Shklyaev Y. V. Synthesis and Prediction of the Ubiquinol-cytochrome c Reductase Inhibitory Activity of 3,4-Dihydroisoquinolines and 2-Azaspiro[4.5]decanes (Spiropyrrolines) // Journal of Heterocyclic Chemistry. 2019. Vol. 56. No. 5. pp. 1634-1645.
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TY - JOUR
DO - 10.1002/jhet.3551
UR - https://onlinelibrary.wiley.com/doi/10.1002/jhet.3551
TI - Synthesis and Prediction of the Ubiquinol-cytochrome c Reductase Inhibitory Activity of 3,4-Dihydroisoquinolines and 2-Azaspiro[4.5]decanes (Spiropyrrolines)
T2 - Journal of Heterocyclic Chemistry
AU - Perevoshchikova, Anna N
AU - Eroshenko, Daria
AU - Eroshenko, Daria V
AU - Dmitriev, Maksim V
AU - Grishko, Victoria V.
AU - Shklyaev, Yurii V.
PY - 2019
DA - 2019/03/28
PB - Wiley
SP - 1634-1645
IS - 5
VL - 56
SN - 0022-152X
SN - 1943-5193
ER -
BibTex |
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BibTex (up to 50 authors) Copy
@article{2019_Perevoshchikova,
author = {Anna N Perevoshchikova and Daria Eroshenko and Daria V Eroshenko and Maksim V Dmitriev and Victoria V. Grishko and Yurii V. Shklyaev},
title = {Synthesis and Prediction of the Ubiquinol-cytochrome c Reductase Inhibitory Activity of 3,4-Dihydroisoquinolines and 2-Azaspiro[4.5]decanes (Spiropyrrolines)},
journal = {Journal of Heterocyclic Chemistry},
year = {2019},
volume = {56},
publisher = {Wiley},
month = {mar},
url = {https://onlinelibrary.wiley.com/doi/10.1002/jhet.3551},
number = {5},
pages = {1634--1645},
doi = {10.1002/jhet.3551}
}
MLA
Cite this
MLA Copy
Perevoshchikova, Anna N., et al. “Synthesis and Prediction of the Ubiquinol-cytochrome c Reductase Inhibitory Activity of 3,4-Dihydroisoquinolines and 2-Azaspiro[4.5]decanes (Spiropyrrolines).” Journal of Heterocyclic Chemistry, vol. 56, no. 5, Mar. 2019, pp. 1634-1645. https://onlinelibrary.wiley.com/doi/10.1002/jhet.3551.