Michael/Michael Addition Cascade of 2-Benzylidene-1- indanones with Chalcones: Synthesis and Biological Evaluations of Novel Polycyclic Compounds
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Title: Michael/Michael Addition Cascade of 2-Benzylidene-1-indanones with Chalcones: Synthesis and Biological Evaluations of Novel Polycyclic Compounds Author(s): Gezegen, H (Gezegen, Hayreddin); Tutar, U (Tutar, Ugur); Hepokur, C (Hepokur, Ceylan); Tuzun, G (Tuzun, Gamze); Atioglu, Z (Atioglu, Zeliha); Akkurt, M (Akkurt, Mehmet) Source: CHEMISTRYSELECT Volume: 6 Issue: 36 Pages: 9625-9631 DOI: 10.1002/slct.202102738 Published: SEP 27 2021 Abstract: A series of novel racemic 2-aryloyl-1,3-diaryl-2,3,3a,8a-tetrahydrocyclopenta[a]inden-8(1H)-one derivatives were synthesized from KOtBu mediated Michael/Michael addition reaction of 2-benzylidene-1-indanones with chalcones in high yields. This method provides an efficient route for the synthesis of a new class of polycyclic compounds have five stereo centers. The obtained polycyclic compounds were evaluated for the antimicrobial and anticancer activities against fifteen microorganism and three cell lines. The compound 3 r have the best activity value against the cells (MCF-7 IC50=18.01 +/- 0.39 mu g/mL) (MDA-MB- 231 IC50=18.78 +/- 1.75 mu g/mL) (MCF-10 A IC50=31.31 +/- 0.05 mu g/mL).Abstract
A series of novel racemic 2-aryloyl-1,3-diaryl-2,3,3a,8a-tetrahydrocyclopenta[a]inden-8(1H)-one derivatives were synthesized from KOtBu mediated Michael/Michael addition reaction of 2-benzylidene-1-indanones with chalcones in high yields. This method provides an efficient route for the synthesis of a new class of polycyclic compounds have five stereo centers. The obtained polycyclic compounds were evaluated for the antimicrobial and anticancer activities against fifteen microorganism and three cell lines. The compound 3 r have the best activity value against the cells (MCF-7 IC50=18.01 +/- 0.39 mu g/mL) (MDA-MB- 231 IC50=18.78 +/- 1.75 mu g/mL) (MCF-10 A IC50=31.31 +/- 0.05 mu g/mL).