Standard

Catalytic Castagnoli-Cushman reaction-based synthesis of tetrahydroisoquinolone-glutarimide dyads and their evaluation as potential cereblon ligands. / Бакулина, Ольга Юрьевна; Ананьева, Анна Алексеевна; Кантин, Григорий Павлович; Дарьин, Дмитрий Викторович; Калинин, Станислав Алексеевич; Бунев, Александр Сиясатович.

в: Mendeleev Communications, Том 35, № 3, 2025, стр. 285-288.

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

Harvard

Бакулина, ОЮ, Ананьева, АА, Кантин, ГП, Дарьин, ДВ, Калинин, СА & Бунев, АС 2025, 'Catalytic Castagnoli-Cushman reaction-based synthesis of tetrahydroisoquinolone-glutarimide dyads and their evaluation as potential cereblon ligands', Mendeleev Communications, Том. 35, № 3, стр. 285-288. https://doi.org/10.71267/mencom.7615

APA

Бакулина, О. Ю., Ананьева, А. А., Кантин, Г. П., Дарьин, Д. В., Калинин, С. А., & Бунев, А. С. (2025). Catalytic Castagnoli-Cushman reaction-based synthesis of tetrahydroisoquinolone-glutarimide dyads and their evaluation as potential cereblon ligands. Mendeleev Communications, 35(3), 285-288. https://doi.org/10.71267/mencom.7615

Vancouver

Бакулина ОЮ, Ананьева АА, Кантин ГП, Дарьин ДВ, Калинин СА, Бунев АС. Catalytic Castagnoli-Cushman reaction-based synthesis of tetrahydroisoquinolone-glutarimide dyads and their evaluation as potential cereblon ligands. Mendeleev Communications. 2025;35(3):285-288. https://doi.org/10.71267/mencom.7615

Author

Бакулина, Ольга Юрьевна ; Ананьева, Анна Алексеевна ; Кантин, Григорий Павлович ; Дарьин, Дмитрий Викторович ; Калинин, Станислав Алексеевич ; Бунев, Александр Сиясатович. / Catalytic Castagnoli-Cushman reaction-based synthesis of tetrahydroisoquinolone-glutarimide dyads and their evaluation as potential cereblon ligands. в: Mendeleev Communications. 2025 ; Том 35, № 3. стр. 285-288.

BibTeX

@article{823fcfa4b1784f55bff57052c9b98264,
title = "Catalytic Castagnoli-Cushman reaction-based synthesis of tetrahydroisoquinolone-glutarimide dyads and their evaluation as potential cereblon ligands",
abstract = "A series of imines derived from a-aminoglutarimide and alhehydes RCHO was introduced into the In(OTf)3-catalyzed Castagnoli–Cushman reaction with homophthalic anhydrides thus yielding novel glutarimide–tetrahydro-isoquinolone dyads with moderate yields. Carrying out the reaction at room temperature affords isomers with cis-orientation of the R substituent and carboxy group whereas heating to 80 °C promotes conversion into more stable trans-isomers. Some selected compounds were evaluated in vitro, revealing mild or no antiproliferative effects, and tested for cereblon-binding, with the best-performing compound showing an affinity in the range of canonical cereblon ligands.",
keywords = "Castagnoli–Cushman reaction, PROTAC, glutarimide, homophthalic anhydride, imines, tetrahydroisoquinolones",
author = "Бакулина, {Ольга Юрьевна} and Ананьева, {Анна Алексеевна} and Кантин, {Григорий Павлович} and Дарьин, {Дмитрий Викторович} and Калинин, {Станислав Алексеевич} and Бунев, {Александр Сиясатович}",
year = "2025",
doi = "10.71267/mencom.7615",
language = "English",
volume = "35",
pages = "285--288",
journal = "Mendeleev Communications",
issn = "0959-9436",
publisher = "Elsevier",
number = "3",

}

RIS

TY - JOUR

T1 - Catalytic Castagnoli-Cushman reaction-based synthesis of tetrahydroisoquinolone-glutarimide dyads and their evaluation as potential cereblon ligands

AU - Бакулина, Ольга Юрьевна

AU - Ананьева, Анна Алексеевна

AU - Кантин, Григорий Павлович

AU - Дарьин, Дмитрий Викторович

AU - Калинин, Станислав Алексеевич

AU - Бунев, Александр Сиясатович

PY - 2025

Y1 - 2025

N2 - A series of imines derived from a-aminoglutarimide and alhehydes RCHO was introduced into the In(OTf)3-catalyzed Castagnoli–Cushman reaction with homophthalic anhydrides thus yielding novel glutarimide–tetrahydro-isoquinolone dyads with moderate yields. Carrying out the reaction at room temperature affords isomers with cis-orientation of the R substituent and carboxy group whereas heating to 80 °C promotes conversion into more stable trans-isomers. Some selected compounds were evaluated in vitro, revealing mild or no antiproliferative effects, and tested for cereblon-binding, with the best-performing compound showing an affinity in the range of canonical cereblon ligands.

AB - A series of imines derived from a-aminoglutarimide and alhehydes RCHO was introduced into the In(OTf)3-catalyzed Castagnoli–Cushman reaction with homophthalic anhydrides thus yielding novel glutarimide–tetrahydro-isoquinolone dyads with moderate yields. Carrying out the reaction at room temperature affords isomers with cis-orientation of the R substituent and carboxy group whereas heating to 80 °C promotes conversion into more stable trans-isomers. Some selected compounds were evaluated in vitro, revealing mild or no antiproliferative effects, and tested for cereblon-binding, with the best-performing compound showing an affinity in the range of canonical cereblon ligands.

KW - Castagnoli–Cushman reaction

KW - PROTAC

KW - glutarimide

KW - homophthalic anhydride

KW - imines

KW - tetrahydroisoquinolones

UR - https://www.mendeley.com/catalogue/cd8c3ec8-f4d5-387d-a269-6ce514d65b89/

U2 - 10.71267/mencom.7615

DO - 10.71267/mencom.7615

M3 - Article

VL - 35

SP - 285

EP - 288

JO - Mendeleev Communications

JF - Mendeleev Communications

SN - 0959-9436

IS - 3

ER -

ID: 140426707