Synthesis and Evaluation of Topoisomerase I Inhibitors Possessing the 5,13-Dihydro-6H-benzo[6,7]indolo[3,2-c]quinolin-6-one Scaffold

• Fukuda, Tsutomu

• Matsuoka, Fuyuki

• Matsuo, Yuri

• Yoshioka, Naoki

• Onodera, Gen

• Kimura, Masanari

• Ishibashi, Fumito

• Iwao, Masatomo

Abstract

Novel topoisomerase I inhibitors possessing the 5,13-dihydro- 6H-benzo[6,7]indolo[3,2-c]quinolin-6-one (BIQ) scaffold were designed and synthesized. This scaffold was constructed using sequential and regioselective functionalization of the pyrrole core through palladium-catalyzed cross-coupling, conventional electrophilic substitution, directed lithiation, and subsequent diphenylphosphoryl azide (DPPA)-mediated lactam ring construction. The obtained BIQs were evaluated for their topoisomerase I inhibitory activities and their antiproliferative activities in the panel of 39 human cancer cell lines established by the Japanese Foundation for Cancer Research (JFCR39).

HETEROCYCLES, 99(2), pp.1032?1052; 2019

Journal

• HETEROCYCLES

  HETEROCYCLES 99 (2), 1032-1052, 2018-12-19

  日本複素環化学研究所

Details

• CRID: 1050568772229151744
• NII Article ID: 120006988387
• ISSN: 03855414
• HANDLE: 10069/39514
• Web Site: https://nagasaki-u.repo.nii.ac.jp/records/352
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • CiNii Articles