Flavonoids and Other Compounds from Two Species of the Genus Eupatorium

Yang, Jian-Ni; Yang, Jianyun; Cao, Jian; Zhou, Xiu-Qiao; Mian-Wen,; Ye, Hui; Chen, Wen‐Hao

doi:10.1007/s10600-020-03084-1

Cited by 9 publications

(1 citation statement)

References 12 publications

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“…To explore its hypoglycemic constituents, two new compounds (1 and 2), a new natural product (3), and four known compounds (4-7) were isolated from G. pedunculata fruits (Figure 1). And by the comparison of the NMR data with those reported in the kinds of literature, the known compounds were identified as p-hydroxyl phenyl propanol (4), [14] 4-hydroxy-3,5-dimethoxybenzoic acid (5), [15] p-methoxybenzoicacid (6) [16] and ligballinol (7). [17] Subsequently, the isolated compounds were tested for α-glucosidase inhibitory activity.…”

Section: Introductionmentioning

confidence: 99%

α‐Glucosidase Inhibitory Components from Garcinia pedunculata Fruits

Zou,

Liu,

Liu

et al. 2024

Chemistry & Biodiversity

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From Garcinia pedunculata Roxb. fruits, two undescribed aromatic compounds including a benzofuran and a depsidone derivative, and a new natural product, together with four known compounds were isolated. Through the analysis of spectroscopic data, high resolution mass spectrum and calculated nuclear magnetic resonance, their structures were determined. The α‐glucosidase inhibitory activity of the isolates was evaluated. And compound 3 exhibited a moderate inhibitory effect on α‐glucosidase. The molecular docking of compound 3 was performed to elucidate the interaction with α‐glucosidase.

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Section: Introductionmentioning

confidence: 99%

α‐Glucosidase Inhibitory Components from Garcinia pedunculata Fruits

Zou,

Liu,

Liu

et al. 2024

Chemistry & Biodiversity

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Redox‐Mediated Amination of Pyrogallol‐Based Polyphenols

Ashirbaev,

Brás,

Frei

et al. 2024

Chemistry A European J

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Flavonoids are known to covalently modify amyloidogenic peptides by amination reactions. The underlying coupling process between polyphenols and N‐nucleophiles is assessed by several in vitro and in silico approaches. The coupling reaction involves a sequence of oxidative dearomatization, amination, and reductive amination (ODARA) reaction steps. The C6‐regioselectivity of the product is confirmed by crystallographic analysis. Under aqueous conditions, the reaction of baicalein with lysine derivatives yields C‐N coupling as well as hydrolysis products of transient imine intermediates. The observed C‐N coupling reactions work best for flavonoids combining a pyrogallol substructure with an electron‐withdrawing group attached to the C4a‐position. Thermodynamic properties such as bond dissociation energies also highlight the key role of pyrogallol units for the antioxidant ability. Combining the computed electronic properties and in vitro antioxidant assays suggests that the studied pyrogallol‐containing flavonoids act by various radical‐scavenging mechanisms working in synergy. Multivariate analysis indicates that a small number of descriptors for transient intermediates of the ODARA process generates a model with excellent performance (r=0.93) for the prediction of cross‐coupling yields. The same model has been employed to predict novel antioxidant flavonoid‐based molecules are considered as potential covalent inhibitors, opening a new avenue to the design of therapeutically relevant anti‐amyloid compounds.

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