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Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation. / Степаков, Александр Владимирович; Пузырьков, Артур Александрович; Драчук, А.С.; Попова, Екатерина Александровна; Бойцов, Виталий Михайлович.

In: Beilstein Journal of Organic Chemistry, Vol. 22, 17.02.2026, p. 274-288.

Research output: Contribution to journal › Article › peer-review

Harvard

Степаков, АВ, Пузырьков, АА, Драчук, АС, Попова, ЕА & Бойцов, ВМ 2026, 'Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation', Beilstein Journal of Organic Chemistry, vol. 22, pp. 274-288. https://doi.org/10.3762/bjoc.22.20

APA

Степаков, А. В., Пузырьков, А. А., Драчук, А. С., Попова, Е. А., & Бойцов, В. М. (2026). Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation. Beilstein Journal of Organic Chemistry, 22, 274-288. https://doi.org/10.3762/bjoc.22.20

Vancouver

Степаков АВ, Пузырьков АА, Драчук АС, Попова ЕА, Бойцов ВМ. Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation. Beilstein Journal of Organic Chemistry. 2026 Feb 17;22:274-288. https://doi.org/10.3762/bjoc.22.20

Author

Степаков, Александр Владимирович ; Пузырьков, Артур Александрович ; Драчук, А.С. ; Попова, Екатерина Александровна ; Бойцов, Виталий Михайлович. / Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation. In: Beilstein Journal of Organic Chemistry. 2026 ; Vol. 22. pp. 274-288.

BibTeX

@article{a3debc774a6e4c048e84e8b583e3f836,
title = "Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation",
abstract = "Polycyclic spirobarbiturates containing a pyrrolizidine moiety were synthesized via a one-pot three-component 1,3-dipolar cycloaddition reaction of alloxan, ʟ-proline and N-substituted maleimides. The reaction stereoselectivity was found to depend on the nature of substituents in the maleimide: in most cases the endo-isomer is the main (or only) product, but for some N-arylmaleimides the exo-product is predominant. The proposed mechanism is discussed, and the products were characterized by detailed spectral analysis. The configuration of the stereocenters was determined by X-ray diffraction analysis (XRD) for two adducts, followed by Hirshfeld surface analysis. The antiproliferative effect of the synthesized compounds against cancer cell lines was assessed. ",
author = "Степаков, {Александр Владимирович} and Пузырьков, {Артур Александрович} and А.С. Драчук and Попова, {Екатерина Александровна} and Бойцов, {Виталий Михайлович}",
year = "2026",
month = feb,
day = "17",
doi = "10.3762/bjoc.22.20",
language = "English",
volume = "22",
pages = "274--288",
journal = "Beilstein Journal of Organic Chemistry",
issn = "2195-951X",
publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",

}

RIS

TY - JOUR

T1 - Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation

AU - Степаков, Александр Владимирович

AU - Пузырьков, Артур Александрович

AU - Драчук, А.С.

AU - Попова, Екатерина Александровна

AU - Бойцов, Виталий Михайлович

PY - 2026/2/17

Y1 - 2026/2/17

N2 - Polycyclic spirobarbiturates containing a pyrrolizidine moiety were synthesized via a one-pot three-component 1,3-dipolar cycloaddition reaction of alloxan, ʟ-proline and N-substituted maleimides. The reaction stereoselectivity was found to depend on the nature of substituents in the maleimide: in most cases the endo-isomer is the main (or only) product, but for some N-arylmaleimides the exo-product is predominant. The proposed mechanism is discussed, and the products were characterized by detailed spectral analysis. The configuration of the stereocenters was determined by X-ray diffraction analysis (XRD) for two adducts, followed by Hirshfeld surface analysis. The antiproliferative effect of the synthesized compounds against cancer cell lines was assessed.

AB - Polycyclic spirobarbiturates containing a pyrrolizidine moiety were synthesized via a one-pot three-component 1,3-dipolar cycloaddition reaction of alloxan, ʟ-proline and N-substituted maleimides. The reaction stereoselectivity was found to depend on the nature of substituents in the maleimide: in most cases the endo-isomer is the main (or only) product, but for some N-arylmaleimides the exo-product is predominant. The proposed mechanism is discussed, and the products were characterized by detailed spectral analysis. The configuration of the stereocenters was determined by X-ray diffraction analysis (XRD) for two adducts, followed by Hirshfeld surface analysis. The antiproliferative effect of the synthesized compounds against cancer cell lines was assessed.

U2 - 10.3762/bjoc.22.20

DO - 10.3762/bjoc.22.20

M3 - Article

C2 - 41737919

VL - 22

SP - 274

EP - 288

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

SN - 2195-951X

ER -

ID: 149154019