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Lewis Acid-Driven Multicomponent Reactions Enable 2-Alkyl Chromanones with Anticancer Activities.
Li, Xue; An, Ya-Nan; Fang, Bing-Ying; Ju, Dong; Chen, Xing-Yu; Chen, Xiao-Mei; Xu, Zhi-Gang.
Affiliation
  • Li X; Chemical Biology Research Center, School of Pharmaceutical Sciences, Chongqing University, 401331 Chongqing, China.
  • An YN; College of Pharmacy, National & Local Joint Engineering Research Center of Targeted and Innovative Therapeutics, IATTI, Chongqing University of Arts and Sciences, Chongqing 402160, China.
  • Fang BY; College of Pharmacy, National & Local Joint Engineering Research Center of Targeted and Innovative Therapeutics, IATTI, Chongqing University of Arts and Sciences, Chongqing 402160, China.
  • Ju D; College of Pharmacy, National & Local Joint Engineering Research Center of Targeted and Innovative Therapeutics, IATTI, Chongqing University of Arts and Sciences, Chongqing 402160, China.
  • Chen XY; College of Pharmacy, National & Local Joint Engineering Research Center of Targeted and Innovative Therapeutics, IATTI, Chongqing University of Arts and Sciences, Chongqing 402160, China.
  • Chen XM; College of Pharmacy, National & Local Joint Engineering Research Center of Targeted and Innovative Therapeutics, IATTI, Chongqing University of Arts and Sciences, Chongqing 402160, China.
  • Xu ZG; State Key Laboratory of Natural Medicines, Department of Pharmaceutical Engineering, China Pharmaceutical University, 211198 Nanjing, Jiangsu China.
J Org Chem ; 89(16): 11671-11681, 2024 08 16.
Article in En | MEDLINE | ID: mdl-39096319
ABSTRACT
2-Alkyl chromanone scaffold has become prominent in pharmaceuticals and natural compounds. Consequently, devising robust strategies for synthesizing 2-alkyl chromanones remains crucial. Here, multicomponent reactions were employed to synthesize 2-alkyl chromanones containing an oxazole moiety using 3-formylchromones, amines, and N-propargylamides as reactants. This method utilizes readily available feedstocks with a catalytic amount of Zn(OTf)2 and exhibits an impressive substrate scope compared to existing methods. Importantly, the synthesized compounds demonstrated highly selective anticancer activity against the DU145 cell line.
Subject(s)

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Chromones / Lewis Acids / Antineoplastic Agents Limits: Humans Language: En Journal: J Org Chem / J. org. chem / Journal of organic chemistry Year: 2024 Document type: Article Affiliation country: Country of publication:

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Chromones / Lewis Acids / Antineoplastic Agents Limits: Humans Language: En Journal: J Org Chem / J. org. chem / Journal of organic chemistry Year: 2024 Document type: Article Affiliation country: Country of publication: