Synthesis of nicotinimidamides via a tandem CuAAC/ring-cleavage /cyclization/oxidation four-component reaction and their cytotoxicity.

Autor: Chen X; Department of Hepatobiliary Surgery, Sun Yat-Sen Memorial Hospital, Sun Yat-Sen University Guangzhou 510120 China chentao@mail.sysu.edu.cn., Li G; School of Ocean and Tropical Medicine, Guangdong Medical University Zhanjiang Guangdong 524023 China 09ywg@163.com., Huang Z; School of Ocean and Tropical Medicine, Guangdong Medical University Zhanjiang Guangdong 524023 China 09ywg@163.com., Luo Q; School of Chemistry and Chemical Engineering, Lingnan Normal University Zhanjiang 524048 P. R. China., Chen T; Department of Hepatobiliary Surgery, Sun Yat-Sen Memorial Hospital, Sun Yat-Sen University Guangzhou 510120 China chentao@mail.sysu.edu.cn., Yang W; School of Ocean and Tropical Medicine, Guangdong Medical University Zhanjiang Guangdong 524023 China 09ywg@163.com.
Jazyk: angličtina
Zdroj: RSC advances [RSC Adv] 2024 Aug 16; Vol. 14 (35), pp. 25844-25851. Date of Electronic Publication: 2024 Aug 16 (Print Publication: 2024).
DOI: 10.1039/d4ra04918g
Abstrakt: Nicotinamide and its derivatives, recognized as crucial drug intermediates, have been a focal point of extensive chemical modifications and rigorous pharmacological studies. Herein, a series of novel nicotinamide derivatives, nicotinimidamides, were synthesized via a tandem CuAAC/ring-cleavage/cyclization/oxidation four-component reaction procedure from O -acetyl oximes, terminal ynones, sulfonyl azides, and NH 4 OAc. This strategy is significantly more efficient than previously reported, and the cytotoxicity of the nicotinimidamides is also tested. This project not only exhibits a sustainable and eco-friendly domino methodology for the creation of nicotinimidamides but also presents a promising candidate for liver cancer treatment.
Competing Interests: There are no conflicts to declare.
(This journal is © The Royal Society of Chemistry.)
Databáze: MEDLINE
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