Standard

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.

в: Beilstein Journal of Organic Chemistry, Том 22, № 1, 17.02.2026, стр. 274-288.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

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, Том. 22, № 1, стр. 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(1), 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 Февр. 17;22(1):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. в: Beilstein Journal of Organic Chemistry. 2026 ; Том 22, № 1. стр. 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. ",
keywords = "1,3-dipolar cycloaddition, alloxan, antiproliferative activity, azomethine ylides, maleimides, pyrrolizidine moiety, spirobarbiturates, three-component reactions",
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",
number = "1",

}

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.

KW - 1,3-dipolar cycloaddition

KW - alloxan

KW - antiproliferative activity

KW - azomethine ylides

KW - maleimides

KW - pyrrolizidine moiety

KW - spirobarbiturates

KW - three-component reactions

UR - https://www.mendeley.com/catalogue/86162e6e-617a-3592-9d91-2b5d7ff2bb8f/

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

IS - 1

ER -

ID: 149154019