2. Academic Validation
  3. Novel R-(+)-limonene-based thiosemicarbazones and their antitumor activity against human tumor cell lines

Novel R-(+)-limonene-based thiosemicarbazones and their antitumor activity against human tumor cell lines

  • Eur J Med Chem. 2014 May 22:79:110-6. doi: 10.1016/j.ejmech.2014.03.086.
Fábio Vandresen 1,  Hugo Falzirolli 2,  Sabrina A Almeida Batista 2,  Ana Paula B da Silva-Giardini 2,  Diogo N de Oliveira 3,  Rodrigo R Catharino 3,  Ana Lúcia T G Ruiz 4,  João E de Carvalho 4,  Mary Ann Foglio 4,  Cleuza Conceição da Silva 5
Affiliations

Affiliations

  • 1 Departamento de Química, Centro de Ciências Exatas, Universidade Estadual de Maringá, Av. Colombo, 5790, CEP 87020-900, Maringá, PR, Brazil. Electronic address: fvandresen@hotmail.com.
  • 2 Departamento de Química, Centro de Ciências Exatas, Universidade Estadual de Maringá, Av. Colombo, 5790, CEP 87020-900, Maringá, PR, Brazil.
  • 3 Faculdade de Ciências Médicas, Universidade Estadual de Campinas, CEP 13083-877, Campinas, SP, Brazil.
  • 4 Centro Pluridisciplinar de Pesquisas Químicas, Biológicas e Agrícolas (CPQBA), Universidade Estadual de Campinas, 6171, CEP 13083-970, Campinas, SP, Brazil.
  • 5 Departamento de Química, Centro de Ciências Exatas, Universidade Estadual de Maringá, Av. Colombo, 5790, CEP 87020-900, Maringá, PR, Brazil. Electronic address: ccsilva@uem.br.
PMID: 24727464 DOI: 10.1016/j.ejmech.2014.03.086
Abstract

In an attempt to develop potent and selective antitumor agents, a series of novel thiosemicarbazones derived from a natural monoterpene R-(+)-limonene was synthesized and their antitumor activity was evaluated. Overall, the majority of tested compounds exhibited considerable inhibitory effects on the growth of a wide range of Cancer cell lines. Almost all of tested thiosemicarbazones were especially sensitive to prostate cells (PC-3). Derivatives 5, 6, 8, 9, 10, 11 and 13 presented the most potent antitumor activity against PC-3 cells. These compounds showed lower value of GI50 (0.04-0.05 μM) than the reference drug paclitaxel, besides a high selectivity for the same cell line. The 4-fluorobenzaldehyde derivative 10 was the most selective compound for prostate cells, while 2-hydroxybenzaldehyde derivative 8 was the most active compound, with potent antitumor activity against all tested cell lines.

Keywords

Antitumor; Prostate cancer cells; R-(+)-limonene; Thiosemicarbazide; Thiosemicarbazones.

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