Pharmacokinetics of B-Ring Unsubstituted Flavones

Ancuceanu, Robert; Dinu, Mihaela; Dinu-Pîrvu, Cristina-Elena; Anuța, Valentina; Negulescu, Vlad

doi:10.3390/pharmaceutics11080370

Cited by 15 publications

(17 citation statements)

References 285 publications

(418 reference statements)

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“…The next step would be to precisely evaluate the mechanisms of action of pure dihydrowogonin against bacterial strains or yeasts, to finally determine the potential use of this molecule as an interesting antimicrobial metabolite. Its chemical stability, due to the presence of an unsubstituted B-ring and methoxylated group [28], makes it a potentially interesting molecule to be used as an antiseptic or a disinfectant.…”

Section: Discussionmentioning

confidence: 99%

Abundant Extractable Metabolites from Temperate Tree Barks: The Specific Antimicrobial Activity of Prunus Avium Extracts

et al. 2020

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Tree barks are mainly considered as wood wastes from forestry activities, but represent valuable resources as they may contain antimicrobial compounds. Here, we aimed to evaluate the possible antimicrobial activities of bark extracts and to characterize the chemical composition of the most active extract. Ten methanol bark extracts were tested in vitro against 17 bacterial strains and 5 yeast strains, through minimum inhibitory concentration (MIC) and minimum bactericidal (or fungicidal) concentration (MBC/MFC) assays. The extract from Prunus avium (E2-4) displayed the largest bactericidal activity against Gram-positive bacteria, with a lethal effect on 6 out of 8 strains. Antibiofilm assays of E2-4 were performed by crystal violet staining and enumeration of adhered bacteria. Assays demonstrated a biofilm inhibitory effect of E2-4 against Staphylococcus aureus CIP 53.154 at concentrations equal to or higher than 250 µg/mL. Chemical profiling of E2-4 by 13 C nuclear magnetic resonance (NMR) revealed the presence of dihydrowogonin as a major constituent of the extract. E2-4 was fractionated by centrifugal partition chromatography and the three fractions containing dihydrowogonin were tested for their antibacterial and antibiofilm activities, revealing similar activities to those of E2-4. Dihydrowogonin was positively assessed as an interesting antimicrobial compound, which could be valued from wastes of Prunus avium barks.

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Section: Discussionmentioning

confidence: 99%

Abundant Extractable Metabolites from Temperate Tree Barks: The Specific Antimicrobial Activity of Prunus Avium Extracts

et al. 2020

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“…There are many reasons that contribute to the discrepancy between in vivo and in vitro results, and pharmacokinetics and pharmacodynamics in animal or human bodies are one of them . For example, methoxylated flavones (which could happen in vivo ) have higher anti-inflammatory activity, which is aligned with the phenomenon that methoxylated flavones, such as wogonin, are more stable under the action of human gut microflora . Additionally, chrysin is less active than apigenin in the in vitro anti-inflammation model.…”

Section: Anti-inflammatory Activity Of Flavone Aglycones In Animal St...mentioning

confidence: 99%

Anti-Inflammation Activity of Flavones and Their Structure–Activity Relationship

Wang

Cao

Chen

et al. 2021

J. Agric. Food Chem.

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Flavones are an important class of bioactive constituents in foods, and their structural diversity enables them to interact with different targets. In particular, flavones are known for their anti-inflammatory activity. Herein, we summarized commonly applied in vitro, in vivo, and clinical models in testing anti-inflammatory activity of flavones. The anti-inflammatory structure−activity relationship of flavones was systematically mapped and supported with cross comparisons of that with flavanones, flavanols, and isoflavones. Hydroxyl groups (−OH) are indispensable for the anti-inflammatory function of flavones, and −OH at the C-5 and C-4′ positions enhance while −OH at the C-6, C-7, C-8, and C-3′ positions attenuate their activity. Moreover, the C2−C3 single bond, −OH at the C-3 and B-ring positions undermine flavone aglycones' activity. Most of the flavone aglycones function through NF-κB, MAPK, and JNK-STAT pathways, and their possible cell binding targets are kinase, aryl hydrocarbon receptor (AhR), G-protein coupled receptors, and estrogen receptors. However, the structure and anti-inflammatory activity relationship of flavones were unclear, and further research shall be conducted to close the gap in order to guide development of evidence-based functional foods.

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“…Glucuronidation of flavones by UDP-glucuronosyltransferases (UGT) 1A1 represents together with sulfation by sulfotransferase (SULT) 1A3 and 1A1 the most important metabolic pathway of these natural molecules when ingested by humans. Chrysin is predominantly glucuronidated by UGT1A1, having preeminence over sulfation [88,89].…”

Section: Pharmacology Pharmacokinetics and Safetymentioning

confidence: 99%

“…In the case of chrysin, only about 3% of the dose administered is excreted through the kidneys. However, most of the glucuronides tend to be pharmacologically inactive, although notable exceptions are known [88,89].…”

Section: Pharmacology Pharmacokinetics and Safetymentioning

confidence: 99%

Herbal Medicinal Products fromPassiflorafor Anxiety: An Unexploited Potential

Fonseca

Rodrigues

Ramos

et al. 2020

The Scientific World Journal

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Herbal medicines containing Passiflora species have been widely used to treat anxiety since ancient times. The species Passiflora incarnata L. is included in many Pharmacopoeias, and it is the most used species in food, cosmetic, and pharmaceutical industries. However, there are around 600 species of the genus Passiflora and probably other species that can be used safely. Thus, this article was based on a search into the uses of the main species of the genus Passiflora with anxiolytic activity and its main secondary metabolites and some pharmacological studies, patents, and registered products containing Passiflora. Furthermore, the Brazilian Regulatory Health Agency Datavisa, Medicines and Healthcare Products Regulatory Agency of the United Kingdom, and the European Medicines Agency websites were consulted. The results showed that Passiflora species have health benefits but clinical trials are still scarce. The complexity of Passiflora extracts creates challenges for the development of herbal medicines. P. incarnata is the most studied species of the genus and the most used in natural anxiolytic herbal medicine formulations. However, there are hundreds of Passiflora species potentially useful for medicinal and nutraceutical purposes that are still little explored.

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Pharmacokinetics of B-Ring Unsubstituted Flavones

Cited by 15 publications

References 285 publications

Abundant Extractable Metabolites from Temperate Tree Barks: The Specific Antimicrobial Activity of Prunus Avium Extracts

Abundant Extractable Metabolites from Temperate Tree Barks: The Specific Antimicrobial Activity of Prunus Avium Extracts

Anti-Inflammation Activity of Flavones and Their Structure–Activity Relationship

Herbal Medicinal Products fromPassiflorafor Anxiety: An Unexploited Potential

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