Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2009(22): 3819-3822
DOI: 10.1055/s-0029-1217007
DOI: 10.1055/s-0029-1217007
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of 1,11-Dihydro-2H-[1,3]oxazolo[4′,5′:5,6]indeno[1,2-b]quinolin-2-ones with Potential Topoisomerase I Inhibitory Activity
Further Information
Received
24 June 2009
Publication Date:
23 September 2009 (online)
Publication History
Publication Date:
23 September 2009 (online)
Abstract
A series of 1,11-dihydro-2H-[1,3]oxazolo[4′,5′:5,6]indeno[1,2-b]quinolin-2-ones were prepared by means of Friedländer condensations. The starting materials for the preparations were commercial substituted-2-aminoacetophenones and various 5,6-dihydro-2H-indeno[5,6-d][1,3]oxazole-2,7(3H)-diones that were synthesized from 2(3H)-benzoxazolones or their N-methyl analogues.
Key words
alkaloids - heterocycles - cyclizations - condensation - fused-ring systems
- 1
Dallavalle S.Merlini L. In Modern AlkaloidsFattorusso E.Tagliatatela O. Wiley-VCH; Weinheim: 2008. p.503 - 2
Wall ME.Wani MC.Cooke CE.Palmer KT.McPhail AT.Sim GA. J. Am. Chem. Soc. 1966, 88: 3888 - 3
Hsiang YH.Hertzberg R.Hetch SM.Liu LF. J. Biol. Chem. 1985, 260: 14873 - 5
Moertel CG.Schutt AJ.Reitemeier RJ.Hahn RG. Cancer Chemother. Rep. 1972, 56: 649 - 6
Feng W.Satyanarayana M.Tsai Y.-c.Liu AA.Liu LF.LaVoie EJ. Bioorg. Med. Chem. Lett. 2008, 18: 3570 - 7
Nacro K.Zha C.Guzzo PR.Herr RJ.Peacec D.Friedrichc TD. Bioorg. Med. Chem. 2007, 15: 4237 - 8
Cheng Y.An LK.Wu N.Wang XD.Bu XZ.Huang ZS.Gu LQ. Bioorg. Med. Chem. 2008, 16: 4617 - 9
Poupaert JH.Kanyonyo M.Ucar H.Mouithys AM.Diouf O.Lesieur D. Bull. Soc. Chim. Belg. 1996, 105: 397 - 10
Aichaoui H.Poupaert JH.Lesieur D.Henichart JP. Bull. Soc. Chim. Belg. 1992, 101: 1053 - 11
Merdji B.Lesieur D.Lespagnol C.Barbry D.Couturier D. J. Heterocycl. Chem. 1981, 18: 1223 - 12
Aichaoui H.Lesieur D.Henichart JP. J. Heterocycl. Chem. 1992, 29: 171 - 13
Aichaoui H.Poupaert JH.Lesieur D.Henichart JP. Tetrahedron 1991, 47: 6649 - 14
Moussavi Z.Lesieur D.Lespagnol C.Sauzières J.Olivier P. Eur. J. Med. Chem. 1989, 24: 55 - 15
Depreux P.Aichaoui H.Lesieur I. Heterocycles 1993, 36: 1051 - 16
Merdji B.Lesieur D.Lespagnol C.Barbry D.Couturier D. J. Heterocycl. Chem. 1981, 18: 1223 - 17
Park CH.Siomboing X.Yous S.Gressier B.Luyckx M.Chavatte P. Eur. J. Med. Chem. 2002, 37: 461 - 18
Chackal S.Houssin R.Henichart JP. J. Org. Chem. 2002, 67: 3502
References
Special issue: The Camptothecins: Unfolding Their Anticancer Potential, Ann. N. Y. Acad. Sci. 2000, 922, 1