Application of Suzuki arylation, Sonogashira ethynylation and Rosenmund-von Braun cyanation in the exploration of substitution effects on the anticancer activity of 2-aroylquinolines

Hsueh Yun Lee, Lin Wen Lee, Chih Ying Nien, Ching Chuan Kuo, Pen Yuan Lin, Chi Yen Chang, Jang Yang Chang, Jing Ping Liou

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A variety of functionalities were introduced at 2-aroylquinoline's C5 position, which is considered equivalent to C-3′ of the B-ring of CA4, via Suzuki arylation, Sonogashira ethynylation, and Rosenmund-von Braun cyanation. These substitutions are rarely utilized in the modification of 3′-OH of CA4. The resulting products 6 and 7 having cyano and ethynyl groups exhibited comparable antiproliferative and tubulin inhibitory activities to colchicine.

Original languageEnglish
Pages (from-to)9593-9600
Number of pages8
JournalOrganic and Biomolecular Chemistry
Issue number48
Publication statusPublished - 2012


ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

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