Isolation of dihydromyricetin and dihydroquercetin from bark of pinus contorta

Outtrup, Henrik; Schaumburg, Kjeld; Madsen, Jørgen Steen

doi:10.1007/bf02907158

Cited by 11 publications

(6 citation statements)

References 10 publications

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“…MS analysis is based on ionizing chemical species and sorting the ions based on their mass-to-charge ratios (Ignat et al, 2011). By using 1 H and 13 C NMR and MS, purity and steric integrity of DMY were assessed (Outtrup, Schaumburg, & Madsen, 1985). Recently, the active compound was identified as 2R, 3R-dihydromyricetin from pine needles of Cedrus deodara based on MS and NMR data (Liang, Wu, Qiu, Zhong, & Gao, 2014).…”

Section: Spectral Methodsmentioning

confidence: 99%

Dihydromyricetin: A review on identification and quantification methods, biological activities, chemical stability, metabolism and approaches to enhance its bioavailability

Liú

Mao

Ding

et al. 2019

Trends in Food Science & Technology

114

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Background: Dihydromyricetin (DMY) is an important plant flavonoid, which has received great attention due to its health-benefiting activities, including antioxidant, antimicrobial, anti-inflammatory, anticancer, antidiabetic and neuroprotective activities. DMY capsules have been sold in US as a nutraceutical supplement to prevent alcoholic hangovers. The major disadvantage associated with DMY is its chemical instability and poor bioavailability caused by the combined effects of its low solubility and poor membrane permeability. This limits its practical use in the food and pharmaceutical fields. Scope and approach: The present paper gives an overview of the current methods for the identification and quantification of DMY. Furthermore, recent findings regarding the main biological properties and chemical stability of DMY, the metabolism of DMY as well as different approaches to increase DMY bioavailability in both aqueous and lipid phases are discussed. Key findings and conclusions: Current trends on identification and quantification of DMY have been focused on spectral and chromatographic techniques. Many factors such as heat, pH, metal ions, could affect the chemical stability of DMY. Despite the diverse biological effects of DMY, DMY faces with the problem of poor bioavailability. Utilization of different delivery systems including solid dispersion, nanocapsule, microemuslion, cyclodextrin inclusion complexes, co-crystallization, phospholipid complexes, and chemical or enzymatic acylation has the potential to improve both the solubility and bioavailability. DMY digested in laboratory animals undergoes reduction, dehydroxylation, methylation, glucuronidation, and sulfation. Novel DMY delivery systems and basic pharmacokinetic studies of encapsulated DMY on higher animals and humans might be required in the future.

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Section: Spectral Methodsmentioning

confidence: 99%

Dihydromyricetin: A review on identification and quantification methods, biological activities, chemical stability, metabolism and approaches to enhance its bioavailability

Liú

Mao

Ding

et al. 2019

Trends in Food Science & Technology

114

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“…In a previous study, in the 1 H‐NMR of DMY, the individual signals of the hydroxyl groups of DMY were not observed 21. In 13 C‐NMR, however, all the resonances of 15 carbon atoms had been observed and assigned 22.…”

Section: Resultsmentioning

confidence: 82%

Structure–activity relationship for dihydromyricetin as a new natural antioxidant in polymer

Xin

et al. 2012

J of Applied Polymer Sci

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Dihydromyricetin (DMY), a natural product, was used as antioxidant in ethylene vinyl acetate copolymer (EVA) in our laboratory. Oxidation induction temperature (OIT) of EVA with the antioxidant of DMY and effect of pH on OIT was measured by means of differential scanning calorimeter (DSC). The mechanism on that antioxidation of DMY in EVA is produced on basis of determination of UV-Vis absorption, nuclear magnetic resonance (NMR) and the experiment of reacting the pyrogallic (PA) and DMY, respectively, with the DPPH. The result shows that the ortho-trihydroxyl group (B ring) in DMY has mainly antioxidative activity and hydroxyl group of 7-position (A ring) not only displayed reversibility to acidic or alkaline medium but also affected in some extent the antioxidative ability in EVA.

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“…Chromatographic separation of the methanol extract of the dried G. usitata root yielded a new glycoside, glutacoside ( 1 ), and 6 known compounds ( 2-7 ) (Figure 1). These compounds were identified on the basis of spectroscopic methods and comparison of the data with the literature values as 3,4,5-trimethoxyphenol-1- O- β-d-glucopyranoside ( 2 ), 23 β-sitosterol-3- O- β-d-glucoside ( 3 ), 24 (−)-eriodictyol ( 4 ), 25 (−)-dihydroquercetin ( 5 ), 26 (−)-fustin ( 6 ), 27 and fisetin ( 7 ). 28 Compounds 4 to 6 were previously isolated from the twigs of this plant.…”

Section: Resultsmentioning

confidence: 99%

“…(2), 23 β-sitosterol-3-O-βd-glucoside (3), 24 (−)-eriodictyol (4), 25 (−)-dihydroquercetin (5), 26 (−)-fustin (6), 27 and fisetin (7). 28 Compounds 4 to 6 were previously isolated from the twigs of this plant.…”

Section: Structure Elucidationmentioning

confidence: 99%

Histone Deacetylase Inhibitors and Antioxidants From the Root of Gluta usitata

Kumboonma

Saenglee

Senawong

et al. 2019

Natural Product Communications

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A new glycoside, glutacoside (1), as well as 6 known compounds was isolated and identified from the root of Gluta usitata. Their structures were determined by Infrared spectroscopy, Mass spectroscopy, and 1-Dimensional and 2-dimensional nuclear magnetic resonance spectroscopy data. The histone deacetylase (HDAC) inhibitory and antioxidant activities of the obtained compounds were evaluated. Molecular docking experiments of the selected compound with representatives of class I (HDAC2 and HDAC8) and class II (HDAC4 and HDAC7) HDAC isoforms displayed potential isoform-selective HDAC inhibitors. Molecular docking data showed consistent results to the in vitro experiments with the highest potency against HDAC8. The docking studies suggested that the phenolic and carbonyl group can be favorably accommodated at the gorge region of the binding site. Furthermore, the phenolic groups also acted as major roles for antioxidant activities.

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Isolation of dihydromyricetin and dihydroquercetin from bark of pinus contorta

Cited by 11 publications

References 10 publications

Dihydromyricetin: A review on identification and quantification methods, biological activities, chemical stability, metabolism and approaches to enhance its bioavailability

Dihydromyricetin: A review on identification and quantification methods, biological activities, chemical stability, metabolism and approaches to enhance its bioavailability

Structure–activity relationship for dihydromyricetin as a new natural antioxidant in polymer

Histone Deacetylase Inhibitors and Antioxidants From the Root of Gluta usitata

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