Copper(II) and iron(III) complexes of chiral dehydroabietic acid derived from natural rosin: metal effect on structure and cytotoxicity
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Le résumé fourni par la source
A novel optically pure dinuclear copper(II) complex of a rosin derivative dehydroabietic acid (DHA, HL) was synthesized and fully characterized. The in vitro antitumor activities of the copper(II) complex Cu2(µ2-O)(L)4(DMF)2 (1) were explored and compared with those of a trinuclear iron(III) complex [Fe3(µ3-O)(L)6(CH3OH)2(CH3O)]·H2O (2). 1 was more cytotoxic than 2, and the in vitro cytotoxicity of 1 was comparable to that of cisplatin and oxaliplatin. The metal coordination improved the cytotoxicity of DHA. 1 could arrest cycle in G1 phase and induce apoptosis in MCF-7 cell. 1 increased reactive oxygen species level, GSSG/GSH ratio, and Ca2+ production, and caused the loss of mitochondrial membrane potential (Δψm) in MCF-7 cells. The up-regulated Bax and down-regulated Bcl-2 expression levels, caspase-9/caspase-3 activation, and the release of Cyt c demonstrate that 1 triggered mitochondria-mediated intrinsic apoptosis in MCF-7 cells. Caspase-8/caspase-4 activation and up-regulated Fas expression indicate that death receptor-mediated extrinsic apoptosis was included. Comet assay and up-regulated γ-H2AX and p53 expressions confirmed that 1 caused DNA damage in MCF-7 cells. Moreover, 1 led to enhancement of the biomarker of lipid peroxidation and the indicator of protein carbonylation in MCF-7 cells. All the results suggest that 1 could kill MCF-7 cells by generating oxidative stress, impairing DNA, promoting lipid peroxidation and protein carbonylation, and inducing apoptosis and autophagy. Furthermore, 1 also displayed antimetastatic activities with inhibition of cell invasion and migration, together with antiangiogenesis properties. On the whole, copper complex based on rosin derivatives is worth developing as metal-based antitumor drugs.
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Le contrôle bibliographique ouvert
DOI retrouvé dans Crossref DOI retrouvé ; titre concordant.
- Titre Crossref
- Copper(II) and iron(III) complexes of chiral dehydroabietic acid derived from natural rosin: metal effect on structure and cytotoxicity
- Date Crossref
- 25/03/2021
- Éditeur
- Oxford University Press (OUP)
- Type
- journal-article
Ce recoupement confirme des métadonnées liées au DOI. Il ne confirme ni la méthode ni les conclusions de l’étude, et il ne compte pas comme une seconde source scientifique indépendante.
Où se fait cette recherche
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Nanjing Forestry University Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources pays non établi dans la noticeUniversité ou école supérieure
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Guangxi Normal University State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources pays non établi dans la noticeUniversité ou école supérieure
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State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources pays non établi dans la noticeStructure de recherche
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Nanjing University of Finance and Economics pays non établi dans la noticeUniversité ou école supérieure
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Soochow University pays non établi dans la noticeUniversité ou école supérieure
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College of Chemical Engineering Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals pays non établi dans la noticeUniversité ou école supérieure
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College of Food Science and Engineering pays non établi dans la noticeUniversité ou école supérieure
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College of Science pays non établi dans la noticeUniversité ou école supérieure
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College of Pharmaceutical Sciences pays non établi dans la noticeUniversité ou école supérieure
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources — Nanjing Forestry University, State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources — Guangxi Normal University et State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, avec 6 autres affiliations.
Une affiliation ne permet pas de déduire la nationalité d’un auteur.