Reis, Rúbia Castro Fernandes MeloReis, Adriana Cotta CardosoTorchelsen, Fernanda Karoline Vieira da SilvaLana, Marta deSales Júnior, Policarpo AdemarBrandão, Geraldo CélioBraga, Saulo Fehelberg PintoSouza, Thiago Belarmino de2023-10-102023-10-102022REIS, R. C. F. M. et al. Synthesis, trypanocidal and cytotoxic activities of α,β-unsaturated ketones derived from eugenol and analogues. Medicinal Chemistry Research, v. 31, p. 2152–2159, 2022. Disponível em: <https://link.springer.com/article/10.1007/s00044-022-02976-x>. Acesso em: 01 ago. 2023.1554-8120http://www.repositorio.ufop.br/jspui/handle/123456789/17552This work describes the synthesis, structural characterization, trypanocide and cytotoxic evaluation of α,β-unsaturated ketones derived from eugenol and analogues. Among the synthesized compounds, the cyclopentanonic/dihydroeugenol derivative 12 was active against amastigote forms of Trypanosoma cruzi at 5.2 nM (700 times more potent than benznidazole) and represents a potential hit for future structural optimizations to reduce its toxicity. All the compounds were also evaluated against a healthy human and four cancer cell lines and the derivative 10 was more active than doxorubicin against three cancer cells (IC50 values between 2.03–23.51 μM) and showed the higher selectivity index considering the human cells. Derivative 14 was also more potent and selective than doxorubicin against two cancer cells (IC50 values between 4.71–8.86 μM).en-USrestritoEugenolTrypanocide activityArtigo publicado em periodicohttps://link.springer.com/article/10.1007/s00044-022-02976-xhttps://doi.org/10.1007/s00044-022-02976-x