Quinone and Hydroquinone Metabolites from the Ascidians of the Genus Aplidium

Bertanha, Camila Spereta; Januário, Ana Helena; Alvarenga, Tavane A.; Pimenta, Letícia Pereira; Silva, Márcio Luís Andrade e; Cunha, Wilson Roberto; Pauletti, Patrícia Mendonça

doi:10.3390/md12063608

Cited by 23 publications

(26 citation statements)

References 67 publications

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“…The most antioxidant‐active compound – hydroquinone – has been used as a cholesterol biosensor . Hydroquinone derivatives revealed activities against P388 lymphocytic leukemia; it inhibited superoxide anion production in rat, exhibited antiproliferative activity and displayed significant cytotoxicity against tumor cell lines …”

Section: Resultsmentioning

confidence: 99%

“…61 Hydroquinone derivatives revealed activities against P388 lymphocytic leukemia; it inhibited superoxide anion production in rat, exhibited antiproliferative activity and displayed significant cytotoxicity against tumor cell lines. 62 According to these results, it may be concluded that O. majorana should be acknowledged as a promising source of non-toxic natural antioxidants, which could be used for cultivation and for breeding programs.…”

Section: Antioxidant Activitiesmentioning

confidence: 97%

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Isolation and identification of chemical constituents from Origanum majorana and investigation of antiproliferative and antioxidant activities

et al. 2015

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Section: Resultsmentioning

confidence: 99%

Section: Antioxidant Activitiesmentioning

confidence: 97%

Isolation and identification of chemical constituents from Origanum majorana and investigation of antiproliferative and antioxidant activities

et al. 2015

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“…Among the natural substances, quinone pigments (found in bacteria, fungi, animals and plants) have attracted attention in recent years due to both their importance in vital biochemical processes and their several known biological activities, such as antitumor, anti-bacterial and anti-viral effects (20,21). In the present study, the new pigments, produced by Fusarium sp.…”

Section: Discussionmentioning

confidence: 99%

Benzoquinone from Fusarium pigment inhibits the proliferation of estrogen receptor-positive MCF-7 cells through the NF-κB pathway via estrogen receptor signaling

Zheng

Cai

Zhou

et al. 2016

International Journal of Molecular Medicine

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Natural pigments are known for possessing a wide range of pharmacological and health-promoting properties. The pigments, produced by a new strain Fusarium (Fusarium sp. JN158) previously identified in our laboratory, were found to have 6 peaks (representing 6 compounds) by high-performance liquid chromatography with a diode-array detector (HPLC-DAD) separation. The 6th peak compound (compound VI) is a benzoquinone compound. In this study, we examined the effects of compound VI on the proliferation of breast cancer cells and aimed to elucidate the underlying mechamisms. Compound VI exerted anti-proliferative effects on MCF-7 estrogen receptor (ER)+ cells in a dose-dependent manner (IC25, 7 µM; IC50, 11 µM), whereas it had no effect on MDA-MB-231 ER− cells and normal cells. The cell index (CI) began to decrease at 24 h following treatment with benzoquinone. Mechanistically, the results from molecular analysis revealed that compound VI inhibited the expression of ERα, progesterone receptor (PR), vascular endothelial growth factor (VEGF), Bcl-2, cyclin D1 and nuclear factor-κB (NF-κB) p65, while it increased the expression of cleaved caspase-3 and Bax in the MCF-7 cells. Taken together, our findings indicate that compound VI exerts anti-proliferative effects on MCF-7 cells through the NF-κB pathway via the regulation of ER signaling. Our data may indicate that benzoquinone from Fusarium pigment may have potential for use as an anti-proliferative agent in the treatment of breast cancer.

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“…For MKN74 cells, the density was 5 x 10 3 cells/ well. The following day, the media was replaced with new complete media containing the tested compounds ( Figure 1B Figure 1A), as the positive control 39 . Compounds and control stock solutions were prepared at 40 mM in dimethylsulfoxide (DMSO).…”

Section: Cytotoxicity Assaymentioning

confidence: 99%

Cytotoxic Effect of Geranylphenol Derivatives in the Human Breast Cancer Cell Line MDA-MB-231 and Gastric Cancer Cell Line MKN74

Espinoza

Taborga

Araya

et al. 2020

Bangladesh J Med Sci

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Background: Previous studies have demonstrated that geranyl metabolites, found mainly in marine organisms, exhibit interesting antimicrobial and antifungal activities. In addition, linear geranyl derivatives have been synthesized as drugs and reported cytotoxic and anticancer activities. Aims: Considering the biological testing and the structural features of these compounds, we evaluated seven linear geranylphenol derivatives on the human breast cancer cell line MDA-MB-231, and the human gastric cancer cell line MKN74. Results: We found that compounds 2, 5 and 7 were cytotoxic for both cancer cell lines. From them, the most potent was compound 2, with an IC50=7.5 μM for MKN74 cells, and compound 7, with an IC50=14.73 μM for MDA-MB-231 cells. By nuclear staining and inmunocytochemistry, we detected that the three compounds induced cell death, and by Western blot analysis, we observed a remarkable decrease in the expression of cyclin D1 and the retinoblastoma protein, key regulators of the cell cycle. Conclusion: Considering that compounds 2 and 7 were the most potent compounds inducing cell death, and were able to decrease the expression of retinoblastoma protein and cyclin D1, proteins usually altered in different types of cancers, they appear as promising therapeutic agents against cancer. Bangladesh Journal of Medical Science Vol.19(3) 2020 p.486-500

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Quinone and Hydroquinone Metabolites from the Ascidians of the Genus Aplidium

Cited by 23 publications

References 67 publications

Isolation and identification of chemical constituents from Origanum majorana and investigation of antiproliferative and antioxidant activities

Isolation and identification of chemical constituents from Origanum majorana and investigation of antiproliferative and antioxidant activities

Benzoquinone from Fusarium pigment inhibits the proliferation of estrogen receptor-positive MCF-7 cells through the NF-κB pathway via estrogen receptor signaling

Cytotoxic Effect of Geranylphenol Derivatives in the Human Breast Cancer Cell Line MDA-MB-231 and Gastric Cancer Cell Line MKN74

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