Flavonoids-induced redox cycling of copper ions leads to generation of reactive oxygen species: A potential role in cancer chemoprevention

Arif, Hussain; Sohail, Aamir; Farhan, Mohd; Rehman, Ahmed Abdur; Ahmad, Aamir; Hadi, S. M.

doi:10.1016/j.ijbiomac.2017.08.049

Cited by 65 publications

(48 citation statements)

References 56 publications

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“…The preferential cytotoxicity towards tumor cells is probably due to the high levels of copper ions, and not of iron ions in cells and in tumor tissues. The mechanism through which copper concentration is increased in the tumor is not yet clear [68,69]. However, it has been shown that the copper transporter 1, with high affinity in humans, is over-expressed in malignant cells, resulting in the increased absorption and accumulation of the metal.…”

Section: Phytochemicals As Pro-oxidant Agents: Friend or Foe?mentioning

confidence: 99%

Plant-Derived Bioactives and Oxidative Stress-Related Disorders: A Key Trend towards Healthy Aging and Longevity Promotion

Azzini²,

et al. 2020

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Plants and their corresponding botanical preparations have been used for centuries due to their remarkable potential in both the treatment and prevention of oxidative stress-related disorders. Aging and aging-related diseases, like cardiovascular disease, cancer, diabetes, and neurodegenerative disorders, which have increased exponentially, are intrinsically related with redox imbalance and oxidative stress. Hundreds of biologically active constituents are present in each whole plant matrix, providing promissory bioactive effects for human beings. Indeed, the worldwide population has devoted increased attention and preference for the use of medicinal plants for healthy aging and longevity promotion. In fact, plant-derived bioactives present a broad spectrum of biological effects, and their antioxidant, anti-inflammatory, and, more recently, anti-aging effects, are considered to be a hot topic among the medical and scientific communities. Nonetheless, despite the numerous biological effects, it should not be forgotten that some bioactive molecules are prone to oxidation and can even exert pro-oxidant effects. In this sense, the objective of the present review is to provide a detailed overview of plant-derived bioactives in age-related disorders. Specifically, the role of phytochemicals as antioxidants and pro-oxidant agents is carefully addressed, as is their therapeutic relevance in longevity, aging-related disorders, and healthy-aging promotion. Finally, an eye-opening look into the overall evidence of plant compounds related to longevity is presented.

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Section: Phytochemicals As Pro-oxidant Agents: Friend or Foe?mentioning

confidence: 99%

Plant-Derived Bioactives and Oxidative Stress-Related Disorders: A Key Trend towards Healthy Aging and Longevity Promotion

Azzini²,

et al. 2020

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“…Phenoxyl radicals, which are produced during cleaning of free radicals by some plant polyphenols, oxidize proteins and lipids and thus show pro-oxidant activity. Flavonoids and tannic acid, for example, cause DNA degradation due to the formation of hydroxyl radicals as a result of Fenton Reaction in the presence of copper (II) (12,22). In addition, some flavonoids may show prooxidant activity in the presence of a free radical, NO (nitric oxide), and cause DNA damage (12,23).…”

Section: Pro-oxidant Activitymentioning

confidence: 99%

“…An in vitro study on human breast cancer cells revealed that, between 5 flavonoids, myricetin showed the highest cytotoxic effect in the presence of copper ions. This suggests that the chemical structure of the polyphenols is different and that their cytotoxic effects on cancer cells are different (22).…”

Section: Anti-cancer Effectmentioning

confidence: 99%

The Importance of Polyphenols as Functional Food in Health

Bayır¹,

Aksoy²,

Koçyiğit³

2019

Bezmialem Science

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Polyphenols which are produced by plants are very important functional foods in our nutrition. Because of their diverse chemical structures, they are subject to main classification among them. The main groups of polyphenols are; flavanoids, lignans, stilbenes and phenolic acids. At the present time, the health effects of them have been investigated in several in vivo and in vitro studies. In addition to their antioxidant effects, they are known to have a pro-oxidant character. Polyphenols have important effects in protecting the body against external factors and the cleansing of reactive oxygen species which occur as a consequence of some diseases. Furthermore, polyphenols have effects on protection from specific diseases and stop their progression with certain mechanisms. In this review, various effects of polyphenols including antioxidant, pro-oxidant, cytotoxic, anti-inflammatory, antihypertensive, anti-diabetic are discussed which obtained from in vitro, in vivo experimental animal and clinical investigations.

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“…As an important class of bioactive compounds, flavonoids display many beneficial effects on human health, such as antioxidant, anti-inflammatory, anti-proliferative, anti-tumor, anti-microbial, and estrogenic-like activities, as well as regulatory effects on various enzymes [4][5][6][7][8]. Flavonoids-containing herbs, beverages (such as tea and coffee) or dietary supplements are often used for the prevention of various human diseases, such as diabetes, osteoporosis and cancer that are caused by free-radical damage, and as adjuvant treatment for liver injury, cardiovascular diseases and neurodegenerative disorders [9][10][11][12] (such as baicalin and sliymarin) have been widely used for treatment of hepatitis [13][14].…”

Section: Introductionmentioning

confidence: 99%

Inhibition of UGT1A1 by natural and synthetic flavonoids

Liu

Wang

et al. 2019

International Journal of Biological Macromolecules

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Flavonoids are widely distributed phytochemicals in vegetables, fruits and medicinal plants. Recent studies demonstrate that some natural flavonoids are potent inhibitors of the human UDP-glucuronosyltransferase 1A1 (UGT1A1), a key enzyme in detoxification of endogenous harmful compounds such as bilirubin. In this study, the inhibitory effects of 56 natural and synthetic flavonoids on UGT1A1 were assayed, while the structure-inhibition relationships of flavonoids as UGT1A1 inhibitors were investigated. The results demonstrated that the C-3 and C-7 hydroxyl groups on the flavone skeleton would enhance UGT1A1 inhibition, while flavonoid glycosides displayed weaker inhibitory effects than their corresponding aglycones. Further investigation on inhibition kinetics of two strong flavonoid-type UGT1A1 inhibitors, acacetin and kaempferol, yielded interesting results. Both flavonoids were competitive inhibitors against UGT1A1-mediated NHPN-O-glucuronidation, but were mixed and competitive inhibitors toward UGT1A1-mediated NCHN-O-glucuronidation, respectively. Furthermore, docking simulations showed that the binding areas of NHPN, kaempferol and acacetin on UGT1A1 were highly overlapping, and convergence with the binding area of bilirubin within UGT1A1. In summary, detailed structure-inhibition relationships of flavonoids as UGT1A1 inhibitors were investigated carefully and the findings shed new light on the interactions between flavonoids and UGT1A1, and will contribute considerably to the development of flavonoid-type drugs without strong UGT1A1 inhibition.

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Flavonoids-induced redox cycling of copper ions leads to generation of reactive oxygen species: A potential role in cancer chemoprevention

Cited by 65 publications

References 56 publications

Plant-Derived Bioactives and Oxidative Stress-Related Disorders: A Key Trend towards Healthy Aging and Longevity Promotion

Plant-Derived Bioactives and Oxidative Stress-Related Disorders: A Key Trend towards Healthy Aging and Longevity Promotion

The Importance of Polyphenols as Functional Food in Health

Inhibition of UGT1A1 by natural and synthetic flavonoids

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