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Synthesis and anti-leukaemic activity of pyrrolo[3,2,1-hi]indole-1,2- diones, pyrrolo[3,2,1-ij]quinoline-1,2-diones and other polycyclic isatin derivatives
Faculty of Science - Papers (Archive)
  • Lidia Matesic, University of Wollongong
  • Julie M. Locke, University of Wollongong
  • Kara Vine, University of Wollongong
  • Marie Ranson, University of Wollongong
  • John B Bremner, University of Wollongong
  • Danielle Skropeta, University of Wollongong
RIS ID
61351
Publication Date
1-1-2012
Publication Details

Matesic, L., Locke, J. M.., Vine, K., Ranson, M., Bremner, J. B. & Skropeta, D. (2012). Synthesis and anti-leukaemic activity of pyrrolo[3,2,1-hi]indole-1,2- diones, pyrrolo[3,2,1-ij]quinoline-1,2-diones and other polycyclic isatin derivatives. Tetrahedron, 68 (34), 6810-6819.

Abstract

To further expand the structure–cytotoxic activity relationships of isatin derivatives and to reduce flexibility in substituent groups at nitrogen, 20 analogues incorporating a ring system between the N1 and C7 atoms of isatin were prepared using a variety of synthetic strategies. This yielded pyrroloindole-, pyrroloquinoline-, pyrroloacridine-, pyrrolophenanthridine- and benzopyrrolophenanthridine-based systems with embedded isatin moieties, the latter possessing a novel carbon skeleton. These compounds were subsequently assessed for their in vitro cytotoxicity against human U937 lymphoma cells, with the brominated pyrroloacridine dione 27 showing the most promising activity (IC50 3.01 μM) after 24 h.

Citation Information
Lidia Matesic, Julie M. Locke, Kara Vine, Marie Ranson, et al.. "Synthesis and anti-leukaemic activity of pyrrolo[3,2,1-hi]indole-1,2- diones, pyrrolo[3,2,1-ij]quinoline-1,2-diones and other polycyclic isatin derivatives" (2012) p. 6810 - 6819
Available at: http://works.bepress.com/skropeta/9/