2. Academic Validation
  3. Synthesis, antiproliferative activity, and mechanism of action of a series of 2-{[(2E)-3-phenylprop-2-enoyl]amino}benzamides

Synthesis, antiproliferative activity, and mechanism of action of a series of 2-{[(2E)-3-phenylprop-2-enoyl]amino}benzamides

  • Eur J Med Chem. 2011 Jul;46(7):2786-96. doi: 10.1016/j.ejmech.2011.03.067.
Demetrio Raffa 1,  Benedetta Maggio,  Fabiana Plescia,  Stella Cascioferro,  Salvatore Plescia,  Maria Valeria Raimondi,  Giuseppe Daidone,  Manlio Tolomeo,  Stefania Grimaudo,  Antonietta Di Cristina,  Rosaria Maria Pipitone,  Ruoli Bai,  Ernest Hamel
Affiliations

Affiliation

  • 1 Dipartimento di Scienze e Tecnologie Molecolari e Biomolecolari, Via Archirafi, 32, 90123 Palermo, Italy. demraffa@unipa.it
PMID: 21530013 DOI: 10.1016/j.ejmech.2011.03.067
Abstract

Several new 2-{[(2E)-3-phenylprop-2-enoyl]amino}benzamides 12a-s and 17t-v were synthesized by stirring in pyridine the (E)-3-(2-R1-3-R2-4-R3-phenyl)acrylic acid chlorides 11c-k and 11t-v with the appropriate anthranilamide derivatives 10a-c or the 5-iodoanthranilic acid 13. Some of the synthesized compounds were evaluated for their in vitro antiproliferative activity against the full NCI tumor cell line panel derived from nine clinically isolated Cancer types (leukemia, non-small cell lung, colon, CNS, melanoma, ovarian, renal, prostate and breast). COMPARE analysis, effects on tubulin polymerization in cells and with purified tubulin, and effects on cell cycle distribution for 17t, the most active of the series, indicate that these new antiproliferative compounds act as antitubulin agents.

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