title: Application of Suzuki arylation, Sonogashira ethynylation and Rosenmund-von Braun cyanation in the exploration of substitution effects on the anticancer activity of 2-aroylquinolines.
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.
authors.affiliation: School of Pharmacy, College of Pharmacy, Taipei Medical University, 250 Wuxing Street, Taipei 11031, Taiwan, Republic of China.
authors.forename: Hsueh-Yun
authors.initials: HY
authors.lastname: Lee
authors.forename: Lin-Wen
authors.initials: LW
authors.lastname: Lee
authors.forename: Chih-Ying
authors.initials: CY
authors.lastname: Nien
authors.forename: Ching-Chuan
authors.initials: CC
authors.lastname: Kuo
authors.forename: Pen-Yuan
authors.initials: PY
authors.lastname: Lin
authors.forename: Chi-Yen
authors.initials: CY
authors.lastname: Chang
authors.forename: Jang-Yang
authors.initials: JY
authors.lastname: Chang
authors.forename: Jing-Ping
authors.initials: JP
authors.lastname: Liou
mesh_terms: D000114:Acetylene / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D003078:Colchicine / Q000494:pharmacology; D003485:Cyanates / Q000737:chemistry*; D019008:Drug Resistance, Neoplasm; D006801:Humans; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D050257:Tubulin Modulators / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D003485:Cyanates; D011804:Quinolines; D050257:Tubulin Modulators; D000114:Acetylene; D003078:Colchicine