Design, synthesis and Structure-Activity Relationship of novel Phenolic based Pyrimidine hybrids from Cashew Nut Shell Liquid (CNSL) components as potential antitumor agents

anticancer pyrimidine derivatives

Authors

  • Dênis Pires de Lima Federal University of Mato Grosso do Sul
  • Indiara Correia Pereira Federal University of Mato Grosso do Sul
  • Renata Trentin Perdomo Federal University of Mato Grosso do Sul
  • Maria de Fátima Cepa Matos Federal University of Mato Grosso do Sul
  • Camila Izabela Nantes Federal University of Mato Grosso do Sul
  • Edson dos Anjos dos Santos Federal University of Mato Grosso do Sul
  • Maria Rita Marques Federal University of Mato Grosso do Sul
  • Rosangela da Silva Lopes Federal University of Mato Grosso do Sul
  • Adilson Beatriz Federal University of Mato Grosso do Sul
  • Thatikonda Narendar Reddy Federal University of Mato Grosso do Sul
  • Simone Schneider Weber Federal University of Mato Grosso do Sul

Abstract

Herein we describe a simple method for the synthesis of Baylis-Hillman adducts and their acetates by utilizing inexpensively available cashew nut shell liquid (CNSL) natural resources. Furthermore, by using a molecular hybridization approach, a series of novel pyrimidine scaffolds (15a-15t) were synthesized via utilizing Baylis-Hillman acetates derived from cashew nut shell liquid (CNSL). All the newly synthesized compounds were screened for their in vitro antitumor activity. Baylis-Hillman compounds 5b and 5h showed promising anticancer activity against MCF-7. Among pyrimidine derivatives, compounds 15i, 15j and 15l showed promising activity against HEP-G2, whereas compounds 15j, 15k, 15l and 15m showed promising activity against MCF-7. In addition, compound 15m showed significant activity against K562 when compared with the standard. The structure-activity relationship (SAR) analysis suggests that the length of the carbon chain of phenyl ring played an important role in the potency of activity.

Author Biographies

  • Dênis Pires de Lima, Federal University of Mato Grosso do Sul

    Instituto de Química (INQUI)

  • Camila Izabela Nantes, Federal University of Mato Grosso do Sul

    Faculdade de Ciências Farmacêuticas, Alimentos e Nutrição (FACFAN)

  • Edson dos Anjos dos Santos, Federal University of Mato Grosso do Sul

    Instituto de Biociências (INBIO)

  • Maria Rita Marques, Federal University of Mato Grosso do Sul

    Instituto de Biociências (INBIO)

Additional Files

Published

2018-01-31

Issue

Vol. 5 No. 2 (2018)

Section

Articles

How to Cite

Design, synthesis and Structure-Activity Relationship of novel Phenolic based Pyrimidine hybrids from Cashew Nut Shell Liquid (CNSL) components as potential antitumor agents. (2018). Chemical Biology Letters, 5(2), 41-54. https://pubs.thesciencein.org/journal/index.php/cbl/article/view/51