Synthesis and in vitro anti-proliferative effects of 3-(hetero)aryl substituted 3-[(prop-2-ynyloxy)(thiophen-2-yl)methyl]pyridine derivatives on various cancer cell lines

  • Bioorg Med Chem Lett. 2014 Mar 1;24(5):1366-72. doi: 10.1016/j.bmcl.2014.01.044.
Upendar Reddy Chamakura  1 ,  E Sailaja  2 ,  Balakrishna Dulla  1 ,  Arunasree M Kalle  3 ,  S Bhavani  4 ,  D Rambabu  5 ,  Ravikumar Kapavarapu  6 ,  M V Basaveswara Rao  2 ,  Manojit Pal  7
Affiliations
  • 1. Dr. Reddy's Institute of Life Sciences, University of Hyderabad Campus, Hyderabad 500046, Andhra Pradesh, India.
  • 2. Department of Chemistry, Krishna University, Machilipatnam 521001, Andhra Pradesh, India.
  • 3. Department of Animal Sciences, School of Life Sciences, University of Hyderabad, Gachibowli, Hyderabad 500046, Andhra Pradesh, India.
  • 4. Department of Chemistry, K.L. University, Vaddeswaram, Guntur 522502, Andhra Pradesh, India.
  • 5. Department of Chemistry and the National Institute for Biotechnology in the Negev, Ben-Gurion University of the Negev, Be'er-Sheva 84105, Israel.
  • 6. Doctoral Programme in Experimental Biology and Biomedicine, Center for Neuroscience and Cell Biology, University of Coimbra, 3004-517 Coimbra, Portugal.
  • 7. Dr. Reddy's Institute of Life Sciences, University of Hyderabad Campus, Hyderabad 500046, Andhra Pradesh, India. Electronic address: [email protected].
PMID: 24513041 DOI: 10.1016/j.bmcl.2014.01.044
Abstract

A series of 3-(hetero)aryl substituted 3-[(prop-2-ynyloxy)(thiophen-2-yl)methyl]pyridine derivatives were designed as potential Anticancer agents. These compounds were conveniently prepared by using Pd/C-Cu mediated Sonogashira type coupling as a key step. Many of these compounds were found to be promising when tested for their in vitro anti-proliferative properties against six Cancer cell lines. All these compounds were found to be selective towards the growth inhibition of Cancer cells with IC50 values in the range of 0.9-1.7 μM (against MDA-MB 231 and MCF7 cells), comparable to the known Anticancer drug doxorubicin.

Keywords
Alkyne; Anti-proliferation; Cancer; Coupling; Pd/C.