2. Academic Validation
  3. 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

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

  • Bioorg Med Chem Lett. 2010 Jun 1;20(11):3259-64. doi: 10.1016/j.bmcl.2010.04.061.
K Nagaiah 1,  A Venkatesham,  R Srinivasa Rao,  V Saddanapu,  J S Yadav,  S J Basha,  A V S Sarma,  B Sridhar,  A Addlagatta
Affiliations

Affiliation

  • 1 Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India. nagaiah@iict.res.in
PMID: 20451380 DOI: 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 20mol% 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.

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