2-cinnamamido, 2-(3-phenylpropiolamido), and 2-(3-phenylpropanamido)benzamides: synthesis, antiproliferative activity, and mechanism of action

Eur J Med Chem. 2013 Jul:65:427-35. doi: 10.1016/j.ejmech.2013.04.068. Epub 2013 May 14.

Abstract

Several new benzamides 4a-q were synthesized by stirring in pyridine the acid chlorides 3a-q with the appropriate anthranilamide derivatives 2a-g. Some of the synthesized compounds were evaluated for their in vitro antiproliferative activity against a panel of 5 human cell lines (K562 human chronic myelogenous leukemia cells, MCF-7 breast cancer cells, HTC-116 and HT26 colon cancer cells and NCI H460 non-small cell lung cancer cells).

Keywords: 2-(3-Phenylpropanamido)benzamides; 2-(3-Phenylpropiolamido)benzamides; 2-Cinnamamidobenzamides; Antiproliferative activity; Apoptosis; DYCGFIFOMKVDQP-UHFFFAOYSA-N; GAEWJVNXMYWFOT-FPYGCLRLSA-N; GLOIPBXNPXFMCD-CMDGGOBGSA-N; GTMVKWANDDSBPP-UHFFFAOYSA-N; GUWKFLZAMNTMFA-UHFFFAOYSA-N; IBBGALVVPWZGNP-JXMROGBWSA-N; IRYCZCAWVJZWKT-QPJJXVBHSA-N; JZURWIGFELHAQF-UHFFFAOYSA-N; LIWFXFAWCAUFBU-UHFFFAOYSA-N; LRIOFNWWMBLPSV-RMKNXTFCSA-N; MTEXNJMFEMIDJZ-CSKARUKUSA-N; MVXMFTXNNUIRAF-UHFFFAOYSA-N; MWHVYZNXRYFKFD-UHFFFAOYSA-N; OEHLQIRCXNADOK-JXMROGBWSA-N; PIQFLKOEQNXADK-QPJJXVBHSA-N; QUNOMTLXTSUWOB-CMDGGOBGSA-N; RHBJSXACCJTPRE-UHFFFAOYSA-N; USJUKEPNAZAKSG-UHFFFAOYSA-N; WMHHXKMPUMTPIJ-RMKNXTFCSA-N; WPPDXKZWCFUROB-UHFFFAOYSA-N; XMXNTDIXMAUMEJ-UHFFFAOYSA-N; ZLNSPXKNAWBJIG-ZHACJKMWSA-N; ZXBUZBGNIFHLGX-UHFFFAOYSA-N.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects
  • Benzamides / chemical synthesis
  • Benzamides / chemistry
  • Benzamides / pharmacology*
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • K562 Cells
  • MCF-7 Cells
  • Molecular Structure
  • Structure-Activity Relationship
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Benzamides