Synthesis of Cytotoxic Benzofurans and Ethers Derivatives of Paeonol.

Autor: Figueroa LPR; Graduate Program in Chemistry, Department of Chemistry, Federal University of Espírito Santo, UFES, Vitória, 29075-910, Brazil., Domingos HV; Department of Pharmacology, Institute of Biomedical Sciences, University of São Paulo, São Paulo, SP, 05508-000, Brazil., Pardo JB; Graduate Program in Chemistry, Department of Chemistry, Federal University of Espírito Santo, UFES, Vitória, 29075-910, Brazil., Santiago PHO; São Carlos Institute of Physics, University of São Paulo, São Carlos, SP, PO Box 369, 13560-970, Brazil., Ellena J; São Carlos Institute of Physics, University of São Paulo, São Carlos, SP, PO Box 369, 13560-970, Brazil., Lacerda Junior V; Graduate Program in Chemistry, Department of Chemistry, Federal University of Espírito Santo, UFES, Vitória, 29075-910, Brazil., Costa-Lotufo LV; Department of Pharmacology, Institute of Biomedical Sciences, University of São Paulo, São Paulo, SP, 05508-000, Brazil., Borges WS; Graduate Program in Chemistry, Department of Chemistry, Federal University of Espírito Santo, UFES, Vitória, 29075-910, Brazil.
Jazyk: angličtina
Zdroj: Chemistry & biodiversity [Chem Biodivers] 2024 Oct; Vol. 21 (10), pp. e202400943. Date of Electronic Publication: 2024 Sep 14.
DOI: 10.1002/cbdv.202400943
Abstrakt: Paeonol is a broadly studied natural product due to its many biological activities. Using a methodology previously employed by our research group, 11 derivatives of paeonol were synthesized (seven of them are unpublished compounds), including four ethers and seven benzofurans. Additionally, we determined the crystal structure of one of these ether derivatives (1 a) and of five benzofuran derivatives (2 a, 2 b, 2 c, 2 f and 2 g) by single crystal X-ray diffraction. To continue studying the cytotoxicity of this natural product and its derivatives, all compounds were tested against two cancer cell lines, HCT116 and MCF-7. Compounds 2 b, 2 e, and 2 g were considered active against the colorectal adenocarcinoma cells HCT116 (Growth inhibition >60 %). Compound 2 e showed an IC 50 of 0.2 μM and was selected for further analysis, results reinforce its anticancer potential.
(© 2024 Wiley-VHCA AG, Zurich, Switzerland.)
Databáze: MEDLINE
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