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

  • Dênis Pires de Lima Federal University of Mato Grosso do Sul
  • Thatikonda Narendar Reddy Federal University of Mato Grosso do Sul
  • Adilson Beatriz Federal University of Mato Grosso do Sul
  • Rosangela da Silva Lopes Federal University of Mato Grosso do Sul
  • Maria Rita Marques Federal University of Mato Grosso do Sul
  • Edson dos Anjos dos Santos Federal University of Mato Grosso do Sul
  • Camila Izabela Nantes Federal University of Mato Grosso do Sul
  • Maria de Fátima Cepa Matos Federal University of Mato Grosso do Sul
  • Renata Trentin Perdomo Federal University of Mato Grosso do Sul
  • Indiara Correia Pereira Federal University of Mato Grosso do Sul
  • Simone Schneider Weber Federal University of Mato Grosso do Sul
Keywords: Baylis-Hillman adducts, pyrimidine derivatives, Anti-cancer activity

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)

Maria Rita Marques, Federal University of Mato Grosso do Sul

Instituto de Biociências (INBIO)

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

Instituto de Biociências (INBIO)

Camila Izabela Nantes, Federal University of Mato Grosso do Sul

Faculdade de Ciências Farmacêuticas, Alimentos e Nutrição (FACFAN)

Cashew Nut Shell Liquid as potential antitumor agents
Published
2018-01-31
How to Cite
de Lima, D., Reddy, T., Beatriz, A., Lopes, R., Marques, M. R., dos Santos, E., Nantes, C., Matos, M. de F., Perdomo, R., Pereira, I., & Weber, S. (2018). Design, synthesis and Structure-Activity Relationship of novel Phenolic based Pyrimidine hybrids from Cashew Nut Shell Liquid (CNSL) components as potential antitumor agents. Chemical Biology Letters, 5(2), 41-54. Retrieved from http://pubs.thesciencein.org/journal/index.php/cbl/article/view/57
Section
Research Articles