SFE from Bidens pilosa Linné to obtain extracts rich in cytotoxic polyacetylenes with antitumor activity

Kviecinski, Maicon Roberto; Benelli, P.; Felipe, Karina Bettega; Correia, João Francisco Gomes; Pich, Claus Tröger; Ferreira, Sandra R.S.; Pedrosa, Rozangela Curi

doi:10.1016/j.supflu.2010.12.011

Cited by 38 publications

(19 citation statements)

References 18 publications

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“…At a fixed temperature level, the CEY increased with increasing pressure up to a certain value (around 250 bar), which was due to the increased SC-CO 2 density at higher pressure [ 15 ]. It was known that as pressure increased the extraction rate also increased due to the changes in solubility of solutes in solvent [ 18 , 19 , 20 , 21 , 22 , 23 , 24 ]. However, in the current study, further increase in the pressure level (above 250 bar) led to an unexpected reduction in the CEY.…”

Section: Resultsmentioning

confidence: 99%

“…Among different solvents ethanol (EtOH) is the most used solvent due to its good miscibility with CO 2 , non-toxicity and allowed use in the food and pharmaceutical industries [ 16 ]. Previously, SC-CO 2 has been used to extract valuable compounds from different raw materials such as hazelnut [ 18 ], grape seed [ 19 ], watermelon [ 20 ], orange pomace [ 21 ], peach ( Prunus persica ) seed oil [ 22 ], Bidens pilosa Linné [ 23 ] and Mitragyna speciosa leaves [ 24 ]. Herrero et al [ 25 ] presented an overview on the recent advances and applications of SFE.…”

Section: Introductionmentioning

confidence: 99%

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Supercritical Carbon Dioxide Extraction of Seed Oil from Winter Melon (Benincasa hispida) and Its Antioxidant Activity and Fatty Acid Composition

et al. 2013

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In the present study, supercritical carbon dioxide (SC-CO2) extraction of seed oil from winter melon (Benincasa hispida) was investigated. The effects of process variables namely pressure (150–300 bar), temperature (40–50 °C) and dynamic extraction time (60–120 min) on crude extraction yield (CEY) were studied through response surface methodology (RSM). The SC-CO2 extraction process was modified using ethanol (99.9%) as co-solvent. Perturbation plot revealed the significant effect of all process variables on the CEY. A central composite design (CCD) was used to optimize the process conditions to achieve maximum CEY. The optimum conditions were 244 bar pressure, 46 °C temperature and 97 min dynamic extraction time. Under these optimal conditions, the CEY was predicted to be 176.30 mg-extract/g-dried sample. The validation experiment results agreed with the predicted value. The antioxidant activity and fatty acid composition of crude oil obtained under optimized conditions were determined and compared with published results using Soxhlet extraction (SE) and ultrasound assisted extraction (UAE). It was found that the antioxidant activity of the extract obtained by SC-CO2 extraction was strongly higher than those obtained by SE and UAE. Identification of fatty acid composition using gas chromatography (GC) showed that all the extracts were rich in unsaturated fatty acids with the most being linoleic acid. In contrast, the amount of saturated fatty acids extracted by SE was higher than that extracted under optimized SC-CO2 extraction conditions.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Supercritical Carbon Dioxide Extraction of Seed Oil from Winter Melon (Benincasa hispida) and Its Antioxidant Activity and Fatty Acid Composition

et al. 2013

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“…Test groups received juglone, Q7, or Q9 (1 mg/kg) and/or ascorbate (100 mg/kg). After treatment, the inhibition of tumor growth was measured, based on changes in the abdominal circumference [ 24 ]. The percentage of increased life span was calculated by recording mortality on a daily basis for 30 days, according to the method of Kaplan and Meier [ 25 ].…”

Section: Methodsmentioning

confidence: 99%

DNA Damage and Inhibition of Akt Pathway in MCF-7 Cells and Ehrlich Tumor in Mice Treated with 1,4-Naphthoquinones in Combination with Ascorbate

Ourique

Kviecinski

Correia

et al. 2015

Oxidative Medicine and Cellular Longevity

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The aim of this study was to enhance the understanding of the antitumor mechanism of 1,4-naphthoquinones and ascorbate. Juglone, phenylaminonaphthoquinone-7, and 9 (Q7/Q9) were evaluated for effects on CT-DNA and DNA of cancer cells. Evaluations in MCF-7 cells are DNA damage, ROS levels, viability, and proliferation. Proteins from MCF-7 lysates were immunoblotted for verifying PARP integrity, γH2AX, and pAkt. Antitumor activity was measured in Ehrlich ascites carcinoma-bearing mice. The same markers of molecular toxicity were assessed in vivo. The naphthoquinones intercalate into CT-DNA and caused oxidative cleavage, which is increased in the presence of ascorbate. Treatments caused DNA damage and reduced viability and proliferation of MCF-7 cells. Effects were potentiated by ascorbate. No PARP cleavage was observed. Naphthoquinones, combined with ascorbate, caused phosphorylation of H2AX and inhibited pAkt. ROS were enhanced in MCF-7 cells, particularly by the juglone and Q7 plus ascorbate. Ehrlich carcinoma was inhibited by juglone, Q7, or Q9, but the potentiating effect of ascorbate was reproduced in vivo only in the cases of juglone and Q7, which caused up to 60% inhibition of tumor and the largest extension of survival. Juglone and Q7 plus ascorbate caused enhanced ROS and DNA damage and inhibited pAkt also in Ehrlich carcinoma cells.

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“…Inhibition of tumor growth. The inhibition of tumor growth was determined by measuring the change in the abdominal circumference of mice between day zero and day ten based on previously reported methods (21). The following formula was used: Inhibition of tumor growth (%) = [(variation in waist circumference of the treated group x 100) / variation in waist circumference of the control group] -100.…”

Section: In Vivo Antitumor Activitymentioning

confidence: 99%

Substituted 3-acyl-2-phenylamino-1,4-naphthoquinones intercalate into DNA and cause genotoxicity through the increased generation of reactive oxygen species culminating in cell death

Farias

Pich²,

Kviecinski

et al. 2014

Molecular Medicine Reports

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Naphthoquinones interact with biological systems by generating reactive oxygen species (ROS) that can damage cancer cells. The cytotoxicity and the antitumor activity of 3‑acyl‑2‑phenylamino‑1,4‑naphthoquinones (DPB1‑DPB9) were evaluated in the MCF7 human breast cancer cell line and in male Ehrlich tumor‑bearing Balb/c mice. DPB4 was the most cytotoxic derivative against MCF7 cells (EC50 15 µM) and DPB6 was the least cytotoxic one (EC50 56 µM). The 1,4‑naphthoquinone derivatives were able to cause DNA damage and promote DNA fragmentation as shown by the plasmid DNA cleavage assay (FII form). In addition, 1,4‑naphthoquinone derivatives possibly interacted with DNA as intercalating agents, which was demonstrated by the changes caused in the fluorescence of the DNA‑ethidium bromide complexes. Cell death of MCF7 cells induced by 3‑acyl‑2‑phenylamino‑1,4‑naphthoquinones was mostly due to apoptosis. The DNA fragmentation and subsequent apoptosis may be correlated to the redox potential of the 1,4‑naphthoquinone derivatives that, once present in the cell nucleus, led to the increased generation of ROS. Finally, certain 1,4‑naphthoquinone derivatives and particularly DPB4 significantly inhibited the growth of Ehrlich ascites tumors in mice (73%).

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SFE from Bidens pilosa Linné to obtain extracts rich in cytotoxic polyacetylenes with antitumor activity

Cited by 38 publications

References 18 publications

Supercritical Carbon Dioxide Extraction of Seed Oil from Winter Melon (Benincasa hispida) and Its Antioxidant Activity and Fatty Acid Composition

Supercritical Carbon Dioxide Extraction of Seed Oil from Winter Melon (Benincasa hispida) and Its Antioxidant Activity and Fatty Acid Composition

DNA Damage and Inhibition of Akt Pathway in MCF-7 Cells and Ehrlich Tumor in Mice Treated with 1,4-Naphthoquinones in Combination with Ascorbate

Substituted 3-acyl-2-phenylamino-1,4-naphthoquinones intercalate into DNA and cause genotoxicity through the increased generation of reactive oxygen species culminating in cell death

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