Synthesis of new cis-fused tetrahydrochromeno[4,3-b]quinolines and their antiproliferative activity studies against MDA-MB-231 and MCF-7 breast cancer cell lines

Nagaiah, K. ; Venkatesham, A. ; Srinivasa Rao, R. ; Saddanapu, V. ; Yadav, J. S. ; Basha, S. J. ; Sarma, A. V. S. ; Sridhar, B. ; Addlagatta, A. (2010) Synthesis of new cis-fused tetrahydrochromeno[4,3-b]quinolines and their antiproliferative activity studies against MDA-MB-231 and MCF-7 breast cancer cell lines Bioorganic & Medicinal Chemistry Letters, 20 (11). pp. 3259-3264. ISSN 0960-894X

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.bmcl.2010.04.061

Abstract

New cis-fused tetrahydrochromeno[4,3-b]quinolines have been synthesized by intramolecular [4+2] imino-Diels-Alder reactions of 2-azadienes derived in situ from aromatic amines and 7-O-prenyl derivatives of 8-formyl-2,3-disubstituted chromenones in the presence of 20 mol % Yb(OTf)3 in acetonitrile under reflux conditions in good to excellent yields. The structures were established by spectroscopic data and further confirmed by X-ray diffraction analysis. These compounds were evaluated for their antiproliferative activity against MDA-MB-231 and MCF-7 breast cancer cells. The results showed that compounds 3e, 3f, and 3k exhibit significant antiproliferative activity against MCF-7 breast cancer cells and low inhibitory activity against MDA-MB-231 breast cancer cell lines. Compound 3h displayed activity as comparable to tamoxifen on both the cell lines.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Tetrahydrochromeno[4,3-b]quinolines; Antiproliferative Activity; MDA-MB-231 and MCF-7 Breast Cancer Cell Lines
ID Code:58869
Deposited On:02 Sep 2011 03:40
Last Modified:02 Sep 2011 03:40

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