Metabolic conjugation reduces in vitro toxicity of the flavonoid nevadensin

Müller, Lena; Keuter, Lucas; Bücksteeg, David; Uebel, Thomas; Wilken, Markus; Schürmann, Lina; Behrens, Matthias; Humpf, Hans‐Ulrich; Esselen, Melanie

doi:10.1016/j.fct.2022.113006

Cited by 6 publications

(5 citation statements)

References 51 publications

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“…Flavonoids are a class of polyphenolic compounds with 2-phenyl flavone structure, and are generally referred to as a general term for a class of compounds with a C6-C3-C6 structure consisting of two benzene rings interconnected by three carbon atoms ( Kato et al, 2023 ; Li et al, 2022a ; Lu et al, 2022 ; Müller et al, 2022 ; Tan et al, 2022 ). They are widely present in citrus, grapes, tea, chamomile, cocoa ( Schijlen et al, 2004 ).…”

Section: Introductionmentioning

confidence: 99%

Characterization of tangeretin as an activator of nuclear factor erythroid 2-related factor 2/antioxidant response element pathway in HEK293T cells

Liang

et al. 2023

Current Research in Food Science

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Section: Introductionmentioning

confidence: 99%

Characterization of tangeretin as an activator of nuclear factor erythroid 2-related factor 2/antioxidant response element pathway in HEK293T cells

Liang

et al. 2023

Current Research in Food Science

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“…At the later time point the only highly significant affected metabolite was glucuronic acid (3.8-fold), which was increased very clearly. These marginal effects were most likely caused by the phase II metabolism of HepG2 cells resulting in a fast glucuronidation of NEV. [40] API (Figure 4b) reduced the concentration of adenosine (−0.8fold), cytidine (−0.9-fold), guanosine (−0.6-fold), and uridine (−0.6-fold) as well as the content of 6-PG (−0.7-fold) which gives a hint on an impaired DNA synthesis after 2 h, which is similar to NEV. In contrast to the decreased concentration of cytidine, CMP was significantly enriched (1.3-fold).…”

Section: Flavones and Isoflavones (Nev Api Gen)mentioning

confidence: 64%

“…At the later time point the only highly significant affected metabolite was glucuronic acid (3.8‐fold), which was increased very clearly. These marginal effects were most likely caused by the phase II metabolism of HepG2 cells resulting in a fast glucuronidation of NEV. [ 40 ]…”

Section: Resultsmentioning

confidence: 99%

Polyphenols Cause Structure Dependent Effects on the Metabolic Profile of Human Hepatocarcinogenic Cells

Gerdemann,

Broenhorst,

Behrens

et al. 2023

Molecular Nutrition Food Res

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ScopeAlthough many beneficial health effects are attributed to polyphenols their influence on the human metabolome has not been elucidated yet. The ubiquitous occurrence of polyphenols in the human diet demands comprehensive knowledge about physiological and toxicological effects of these compounds on human cells.Methods and resultsThe human hepatocarcinogenic cell line HepG2 is used to elucidate the effects of 13 polyphenols and three respective phenolic degradation products on the human metabolome using HPLC‐MS/MS. To investigate structure‐activity‐relationships, structurally related examples of polyphenols from different compound classes are selected. The analysis of catechins points toward a relation between the degree of hydroxylation and the extent of metabolic effects particularly on the urea cycle and the pentose phosphate pathway (PPP). A correlation between the modulation of the PPP and the stability of the compounds is demonstrated, which may be caused by reactive oxygen species (ROS). The incubation of flavones and alkenylbenzenes demonstrates reduced activity of methoxylated compounds and no impact of the B‐ring position.ConclusionIn general, polyphenols induce a multitude of metabolic effects, for example, on energy metabolism, PPP, and urea cycle. These metabolic alterations may be related to the widely reported bioactivity of these compounds such as the anticarcinogenic effects.

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“…[11][12][13] According to the different molecular structures, flavonoids are mainly classified into flavones, flavanones, cate-chins, and anthocyanins. [14][15][16][17][18][19] Among the flavonoids, quercetin (Fig. 1) is the major polyphenolic flavonoid in various fruits and vegetables.…”

Section: Introductionmentioning

confidence: 99%

Quercetin ameliorates hepatic fat accumulation in high-fat diet-induced obese mice via PPARs

et al. 2023

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Metabolic conjugation reduces in vitro toxicity of the flavonoid nevadensin

Cited by 6 publications

References 51 publications

Characterization of tangeretin as an activator of nuclear factor erythroid 2-related factor 2/antioxidant response element pathway in HEK293T cells

Characterization of tangeretin as an activator of nuclear factor erythroid 2-related factor 2/antioxidant response element pathway in HEK293T cells

Polyphenols Cause Structure Dependent Effects on the Metabolic Profile of Human Hepatocarcinogenic Cells

Quercetin ameliorates hepatic fat accumulation in high-fat diet-induced obese mice via PPARs

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