Access to Spirocyclic Vinyl Sulfones via Radical Cyclization and Functional Group Migration DOI Creative Commons
Shan Yang,

Yasu Chen,

Chen Zhu

и другие.

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Spirocyclic vinyl sulfones, which incorporate the three-dimensional structure inherent to spiro compounds and Michael acceptor reactivity associated with hold promise for novel biological activities. The lack of efficient synthetic methods, however, hinders their extensive investigations in drug discovery development. In this work, we describe a practical versatile approach synthesis multi-functionalized spirocyclic sulfones from easily available materials. reaction proceeds efficiently through cascade radical cyclization followed by (hetero)aryl migration. protocol features mild photocatalytic conditions provides access diverse range products, enabling construction complex scaffolds, including medium-sized ring-fused sulfones.

Язык: Английский

Design, Synthesis and Anti‐Influenza Virus Activity of 4‐Tert‐Butyl‐N‐(3‐Oxo‐1‐Thia‐4‐Azaspiro[4.5]Dec‐4‐yl)Benzamide Derivatives That Target Hemagglutinin‐Mediated Fusion DOI Creative Commons
Gözde Çınar,

Zeynep Alikadıoğlu,

Özge Soylu‐Eter

и другие.

Drug Development Research, Год журнала: 2025, Номер 86(2)

Опубликована: Март 24, 2025

ABSTRACT Hemagglutinin (HA) is a viral glycoprotein that mediates influenza virus entry into the host cell and considered relevant target. We here report identification of class 4‐ tert ‐butylphenyl‐substituted spirothiazolidinones as HA‐mediated fusion inhibitors with specific activity against A/H3N2 virus. The novel spirocyclic compounds were achieved by using one‐pot cyclocondensation method chemical structures characterized IR, 1 H NMR, 13 C elemental analysis. Compound 2c , bearing methyl substitutions at positions 2‐ 8‐ spiro ring displayed an EC 50 value 1.3 μM antiviral selectivity index 30. fusion‐inhibiting effect compound was revealed in polykaryon assay which based on cell‐cell when H3 HA‐transfected cells are exposed to low pH. Computer‐aided docking performed predict possible binding pocket HA trimer. Resistance data silico studies indicated has overlapping stem region known TBHQ arbidol.

Язык: Английский

Процитировано

0
Access to Spirocyclic Vinyl Sulfones via Radical Cyclization and Functional Group Migration DOI Creative Commons
Shan Yang,

Yasu Chen,

Chen Zhu

и другие.

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Spirocyclic vinyl sulfones, which incorporate the three-dimensional structure inherent to spiro compounds and Michael acceptor reactivity associated with hold promise for novel biological activities. The lack of efficient synthetic methods, however, hinders their extensive investigations in drug discovery development. In this work, we describe a practical versatile approach synthesis multi-functionalized spirocyclic sulfones from easily available materials. reaction proceeds efficiently through cascade radical cyclization followed by (hetero)aryl migration. protocol features mild photocatalytic conditions provides access diverse range products, enabling construction complex scaffolds, including medium-sized ring-fused sulfones.

Язык: Английский

Процитировано

0