Polysubstituted pyrans, chromenes, and chromenopyridines with isoxazole or isothiazole moiety: synthesis, structure, and antitumor activity
Vladimir I. Potkin
1
,
Irina A. Kolesnik
1
,
Ekaterina A. Akishina
1
,
Fedor I. Zubkov
2
,
Milana A. Fedoseeva
2
,
Anastasia A. Pronina
2
,
Mikhail S. Grigoriev
3
,
Zhou Hongwei
4
,
Peter V Kurman
5
,
Tatiana I Terpinskaya
6
,
Mariya A. Rubinskaya
6
1
3
Publication type: Journal Article
Publication date: 2024-08-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Abstract
Polysubstituted derivatives of pyrans, chromenes, and chromeno[2,3-b]pyridines incorporating a 4,5-dichloroisothiazole or 5-arylisoxazole-3-carbaldehyde fragment in the molecule were synthesized by successive and one-step three-component reactions of 4,5-dichloroisothiazole-3-carbaldehyde and 5-arylisoxazole-3-carbaldehyde with various 1,3-diketones, malononitrile or its dimer. The structure of the target products was proven by X-ray structural analysis. Notably, it was found that the planes of the azole and chromene rings in the molecules of (1,2-azol-3-yl)chromenes are almost perpendicular. Intrinsic antitumor activity and synergistic enhancement of the activity in combination with known cytostatics used in the therapy of oncological diseases were found for some of the synthesized compounds.
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Potkin V. I. et al. Polysubstituted pyrans, chromenes, and chromenopyridines with isoxazole or isothiazole moiety: synthesis, structure, and antitumor activity // Chemistry of Heterocyclic Compounds. 2024. Vol. 60. No. 7-8. pp. 390-402.
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Potkin V. I., Kolesnik I. A., Akishina E. A., Zubkov F. I., Fedoseeva M. A., Pronina A. A., Grigoriev M. S., Hongwei Z., Kurman P. V., Terpinskaya T. I., Rubinskaya M. A. Polysubstituted pyrans, chromenes, and chromenopyridines with isoxazole or isothiazole moiety: synthesis, structure, and antitumor activity // Chemistry of Heterocyclic Compounds. 2024. Vol. 60. No. 7-8. pp. 390-402.
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TY - JOUR
DO - 10.1007/s10593-024-03351-x
UR - https://link.springer.com/10.1007/s10593-024-03351-x
TI - Polysubstituted pyrans, chromenes, and chromenopyridines with isoxazole or isothiazole moiety: synthesis, structure, and antitumor activity
T2 - Chemistry of Heterocyclic Compounds
AU - Potkin, Vladimir I.
AU - Kolesnik, Irina A.
AU - Akishina, Ekaterina A.
AU - Zubkov, Fedor I.
AU - Fedoseeva, Milana A.
AU - Pronina, Anastasia A.
AU - Grigoriev, Mikhail S.
AU - Hongwei, Zhou
AU - Kurman, Peter V
AU - Terpinskaya, Tatiana I
AU - Rubinskaya, Mariya A.
PY - 2024
DA - 2024/08/01
PB - Springer Nature
SP - 390-402
IS - 7-8
VL - 60
SN - 0009-3122
SN - 1573-8353
ER -
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BibTex (up to 50 authors)
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@article{2024_Potkin,
author = {Vladimir I. Potkin and Irina A. Kolesnik and Ekaterina A. Akishina and Fedor I. Zubkov and Milana A. Fedoseeva and Anastasia A. Pronina and Mikhail S. Grigoriev and Zhou Hongwei and Peter V Kurman and Tatiana I Terpinskaya and Mariya A. Rubinskaya},
title = {Polysubstituted pyrans, chromenes, and chromenopyridines with isoxazole or isothiazole moiety: synthesis, structure, and antitumor activity},
journal = {Chemistry of Heterocyclic Compounds},
year = {2024},
volume = {60},
publisher = {Springer Nature},
month = {aug},
url = {https://link.springer.com/10.1007/s10593-024-03351-x},
number = {7-8},
pages = {390--402},
doi = {10.1007/s10593-024-03351-x}
}
Cite this
MLA
Copy
Potkin, Vladimir I., et al. “Polysubstituted pyrans, chromenes, and chromenopyridines with isoxazole or isothiazole moiety: synthesis, structure, and antitumor activity.” Chemistry of Heterocyclic Compounds, vol. 60, no. 7-8, Aug. 2024, pp. 390-402. https://link.springer.com/10.1007/s10593-024-03351-x.
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