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Angew Chem Int Ed Engl ; 63(45): e202412296, 2024 Nov 04.
Artigo em Inglês | MEDLINE | ID: mdl-39078406

RESUMO

The development of simplified synthetic strategy to create structurally and functionally diverse pseudo-natural macrocyclic molecules is highly appealing but poses a marked challenge. Inspired by natural scaffolds, herein, we describe a practical and concise ligand-enabled Pd(II)-catalyzed sp3 C-H alkylation, olefination and arylation macrocyclization, which could offer a novel set of pseudo-natural macrocyclic sulfonamides. Interestingly, the potential of ligand acceleration in C-H activation is also demonstrated by an unprecedented enantioselective sp3 C-H alkylation macrocyclization. Moreover, a combination of in silico screening and biological evaluation led to the identification of a novel spiro-grafted macrocyclic sulfonamide 2 a, which showed a promising efficacy for the treatment of Parkinson's disease (PD) in a mouse model through the activation of silent information regulator sirtuin 3 (SIRT3).


Assuntos
Compostos Macrocíclicos , Paládio , Doença de Parkinson , Sulfonamidas , Paládio/química , Sulfonamidas/química , Sulfonamidas/síntese química , Catálise , Doença de Parkinson/tratamento farmacológico , Ligantes , Ciclização , Animais , Camundongos , Compostos Macrocíclicos/química , Compostos Macrocíclicos/síntese química , Compostos Macrocíclicos/farmacologia , Estrutura Molecular , Humanos , Sirtuína 3/metabolismo , Sirtuína 3/antagonistas & inibidores
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