Novel [6]-gingerol Triazole Derivatives and their Antiproliferative Potential against Tumor Cells.

Autor:	de Lima Silva WC; Programa de Pos-Graduacao em Quimica, Departamento de Quimica, Universidade Federal do Espirito Santo, Vitoria, Brazil., Conti R; Programa de Pos-Graduacao em Quimica, Departamento de Quimica, Universidade Federal do Espirito Santo, Vitoria, Brazil., de Almeida LC; Instituto de Ciencias Biomedicas, Universidade de Sao Paulo, Sao Paulo, Brazil., Morais PAB; Centro de Ciencias Exatas, Naturais e da Saude, Universidade Federal do Espírito Santo, Alegre, Brazil., Borges KB; Departamento de Ciencias Naturais, Universidade Federal de Sao Joao Del Rei, Sao Joao Del Rei, Brazil., Júnior VL; Programa de Pos-Graduacao em Quimica, Departamento de Quimica, Universidade Federal do Espirito Santo, Vitoria, Brazil., Costa-Lotufo LV; Instituto de Ciencias Biomedicas, Universidade de Sao Paulo, Sao Paulo, Brazil., de Souza Borges W; Programa de Pos-Graduacao em Quimica, Departamento de Quimica, Universidade Federal do Espirito Santo, Vitoria, Brazil.
Jazyk:	angličtina
Zdroj:	Current topics in medicinal chemistry [Curr Top Med Chem] 2020; Vol. 20 (2), pp. 161-169.
DOI:	10.2174/1568026620666191227125507
Abstrakt:	Background: Effective cancer treatment is a major public health challenge. The limitations of current therapies and their adverse effects reduce the efficacy of treatment, leading to significant mortality rates worldwide. Moreover, natural product chemistry occupies a prominent role in the search for new treatment alternatives, by contributing a spectrum of chemical structures that may potentially yield new bioactive compounds. The compound [6]-gingerol (1) is the main active substance in ginger (Zingiber officinale) and several studies have shown it to produce beneficial effects, including antitumor activity. Objective: This work aims to obtain new gingerol derivatives with cytotoxic activity. Methods: [6]-gingerol was isolated and its derivatives were produced using click chemistry, obtaining eight new compounds. All chemical structures were determined by means of IR, NMR and HRMS data, and cytotoxicity was evaluated in the HCT 116 (colon carcinoma) and MCF-7 (breast carcinoma) cell lines at concentrations of 5 µmol L-1 and 50 µmol L-1. Results: At 50 µmol L-1, more than 70% inhibition of cell growth was achieved with compounds 2e, 2g against HCT 116, and 2b, 2d, 2e, 2f and 2g against MCF-7. Conclusion: The obtained compounds showed only moderate cytotoxic activity. However, the products with substituents occupying the meta position in relation to the triazole ring showed increased cytotoxic properties. The brominated compound (2g) showed the strongest activity, inhibiting cell proliferation by 87%. (Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.)
Databáze:	MEDLINE
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