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Cytotoxic activity evaluation and QSAR study of chromene-based chalcones

  • Research Article
  • Drug Design and Discovery
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Abstract

Chalcone and chromene motifs are synthetic or naturally occurring scaffolds with significant cytotoxic profile. Two types of novel regioisomeric chromene-chalcone hybrids, namely 1-(6-chloro or 6-methoxy-2H-chromen-3-yl)-3-phenylprop-2-en-1-one (Type A) and 3-(6-chloro or 6-methoxy-2H-chromen-3-yl)-1-phenylprop-2-en-1-one (Type B), both with different substituents on the phenyl ring attached to propenone linkage, have been evaluated for their cytotoxic activity against breast cancer cell lines (MCF-7 and MDA-MB-231). The results indicate that type A of chromene-chalcones demonstrated better cytotoxic profile than type B especially in MDA-MB-231 cell line. In addition, the growth inhibitory activity of most of the target compounds is higher than Etoposide as a reference drug. QSAR analysis of these novel compounds demonstrated that topological and geometrical parameters are among the important descriptors that influence the cytotoxic activity profile of compounds.

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Authors and Affiliations

  1. Drug Design & Development Research Center, Tehran University of Medical Sciences, Tehran, Iran

    Loghman Firoozpour, Najmeh Edraki, Mehdi Khoshneviszadeh & Alireza Foroumadi

  2. Medicinal & Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran

    Najmeh Edraki & Mehdi Khoshneviszadeh

  3. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran

    Maryam Nakhjiri, Maliheh Safavi, Abbas Shafiee & Alireza Foroumadi

  4. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran

    Saeed Emami

  5. Institute of Biochemistry and Biophysics, Department of Biochemistry, University of Tehran, P.O. Box 13145-1384, Tehran, Iran

    Maliheh Safavi & Sussan Kabudanian Ardestani

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  1. Loghman Firoozpour
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  2. Najmeh Edraki
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  3. Maryam Nakhjiri
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  4. Saeed Emami
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  9. Alireza Foroumadi
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Correspondence to Alireza Foroumadi.

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Firoozpour, L., Edraki, N., Nakhjiri, M. et al. Cytotoxic activity evaluation and QSAR study of chromene-based chalcones. Arch. Pharm. Res. 35, 2117–2125 (2012). https://doi.org/10.1007/s12272-012-1208-2

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  • DOI: https://doi.org/10.1007/s12272-012-1208-2

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