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

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

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
Volume10
Issue number48
DOIs
Publication statusPublished - 2012 Jan 1

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colchicine
Colchicine
Tubulin
Substitution reactions
substitutes
rings
products
indium(III) hydroxide

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Lee, Hsueh Yun ; Lee, Lin Wen ; Nien, Chih Ying ; Kuo, Ching Chuan ; Lin, Pen Yuan ; Chang, Chi Yen ; Chang, Jang-Yang ; Liou, Jing Ping. / Application of Suzuki arylation, Sonogashira ethynylation and Rosenmund-von Braun cyanation in the exploration of substitution effects on the anticancer activity of 2-aroylquinolines. In: Organic and Biomolecular Chemistry. 2012 ; Vol. 10, No. 48. pp. 9593-9600.
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Application of Suzuki arylation, Sonogashira ethynylation and Rosenmund-von Braun cyanation in the exploration of substitution effects on the anticancer activity of 2-aroylquinolines. / Lee, Hsueh Yun; Lee, Lin Wen; Nien, Chih Ying; Kuo, Ching Chuan; Lin, Pen Yuan; Chang, Chi Yen; Chang, Jang-Yang; Liou, Jing Ping.

In: Organic and Biomolecular Chemistry, Vol. 10, No. 48, 01.01.2012, p. 9593-9600.

Research output: Contribution to journalArticle

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