Exploring the mechanism of stilbenes to quench singlet oxygen based on the key structures of resveratrol and its analogues

Li, Xue; Cai, Xinyu; Zeng, Qingzhi; Ren, Xueyan; Kong, Qingjun

doi:10.1016/j.foodchem.2022.134350

Cited by 5 publications

(3 citation statements)

References 33 publications

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“…PT is the most effective, followed by PI, and RE is the least effective. This was consistent with their abilities to quench singlet oxygen . These are all related to their structures.…”

Section: Discussionsupporting

confidence: 82%

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Characteristic Structures of Different Stilbenes Distinguish the Impact on Ochratoxin A Biosynthesis Intermediate Pathway and Metabolites of Aspergillus carbonarius

Cai

Xue

et al. 2023

J. Agric. Food Chem.

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In this paper, we accurately pinpointed the inhibition sites of ochratoxin A (OTA) synthesis pathway in Aspergillus carbonarius acted by stilbenes from the perspective of oxidative stress and comprehensively explored the relationship between the physical and chemical properties of natural polyphenolic substances and their biochemical properties of antitoxin. To facilitate the application of ultra-high-performance liquid chromatography and triple quadrupole mass spectrometry for real-time tracking of pathway intermediate metabolite content, the synergistic effect of Cu2+-stilbenes self-assembled carriers was utilized. Cu2+ increased the generation of reactive oxygen species to accumulate mycotoxin content, while stilbenes had the inhibitory effect. The impact of the m-methoxy structure of pterostilbene on A. carbonarius was found to be superior to that of resorcinol and catechol. The m-methoxy structure of pterostilbene acted on the key regulator Yap1, downregulated the expression of antioxidant enzymes, and accurately inhibited the halogenation step of the OTA synthesis pathway, thus accumulating the content of OTA precursors. This provided a theoretical basis for the extensive and efficient application of a wide range of natural polyphenolic substances for postharvest disease control and quality assurance of grape products.

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“…PT is the most effective, followed by PI, and RE is the least effective. This was consistent with their abilities to quench singlet oxygen . These are all related to their structures.…”

Section: Discussionsupporting

confidence: 82%

“…This was consistent with their abilities to quench singlet oxygen. 44 These are all related to their structures. The methoxy structure in PT is the main effect, which provides a theoretical basis for determining the ability of natural polyphenolic substances to be applied to fungal metabolic regulation.…”

Section: Discussionmentioning

confidence: 99%

Characteristic Structures of Different Stilbenes Distinguish the Impact on Ochratoxin A Biosynthesis Intermediate Pathway and Metabolites of Aspergillus carbonarius

Cai

Xue

et al. 2023

J. Agric. Food Chem.

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“…This justifies the use of antioxidants as a potential treatment for acute pancreatitis. Recent evidence has provided a mechanism that shows dihydroresveratrol is capable of quenching singlet oxygen, a common reactive oxygen species [ 43 ]. Tsang et al [ 42 ] investigated the effect dihydroresveratrol has as an antioxidant in rat models of acute pancreatitis.…”

Section: Dihydroresveratrolmentioning

confidence: 99%

Therapeutic Potential and Predictive Pharmaceutical Modeling of Stilbenes in Cannabis sativa

O’Croinin,

Garcia Guerra,

Doschak

et al. 2023

Pharmaceutics

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Cannabis sativa is a plant used for recreational and therapeutic purposes; however, many of the secondary metabolites in the plant have not been thoroughly investigated. Stilbenes are a class of compounds with demonstrated anti-inflammatory and antioxidant properties and are present in cannabis. Many stilbenes present in cannabis have been investigated for their therapeutic effects. Fourteen stilbenes have been identified to be present in cannabis, all of which are structurally dihydrostilbenoids, with half possessing a prenylated moiety. The stilbenes summarized in this analysis show varying degrees of therapeutic benefits ranging from anti-inflammatory, antiviral, and anti-cancer to antioxidant effects. Many of the identified stilbenes have been researched to a limited extent for potential health benefits. In addition, predictive in silico modeling was performed on the fourteen identified cannabis-derived stilbenes. This modeling provides prospective activity, pharmacokinetic, metabolism, and permeability data, setting the groundwork for further investigation into these poorly characterized compounds.

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Current research on determination of medically valued stilbenes and stilbenoids from spruce and pine with chromatographic and spectrometric methods—A review

Sirén

2024

Journal of Chromatography Open

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Exploring the mechanism of stilbenes to quench singlet oxygen based on the key structures of resveratrol and its analogues

Cited by 5 publications

References 33 publications

Characteristic Structures of Different Stilbenes Distinguish the Impact on Ochratoxin A Biosynthesis Intermediate Pathway and Metabolites of Aspergillus carbonarius

Characteristic Structures of Different Stilbenes Distinguish the Impact on Ochratoxin A Biosynthesis Intermediate Pathway and Metabolites of Aspergillus carbonarius

Therapeutic Potential and Predictive Pharmaceutical Modeling of Stilbenes in Cannabis sativa

Current research on determination of medically valued stilbenes and stilbenoids from spruce and pine with chromatographic and spectrometric methods—A review

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