NMR studies of darutoside, a rare <i>ENT</i>-pimarane glucoside

Sơn, Phan Tống; Giang, Phan Minh; Taylor, Walter C.

doi:10.1080/14786410412331280997

Cited by 4 publications

(2 citation statements)

References 15 publications

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“…1C) and darutoside (Fig. 1D) are the two most important compounds in S. Orientails , both demonstrating anti-inflammatory effects in vitro and in vivo [1011]. Moreover, kerinol is the recommended chemical marker use for quality control of the S. Orientails herb by the Chinese Pharmacopeia.…”

Section: Resultsmentioning

confidence: 99%

Siegesbeckia Orientalis L. Extract Attenuates Postoperative Cognitive Dysfunction, Systemic Inflammation, and Neuroinflammation

et al. 2018

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A proportion of patients experience acute or even prolonged cognitive impairment after surgery, a condition known as postoperative cognitive dysfunction (POCD). It is characterized by impairment in different cognitive domains and neuroinflammation has been implicated as one of the inciting factors as strategies targeting inflammation tend to improve cognitive performance. Siegesbeckia Orientails L. (S. Orientails) is a common Chinese medicinal herb used for managing chronic inflammatory diseases. We investigated if pretreatment with S. Orientails before surgery confers any neuroprotective effects in postoperative animals in terms of reducing inflammation and mitigating cognitive impairment. Three-month-old male C57BL/6N mice were fed different doses of S. Orientails extract for 14 days before they underwent a laparotomy. After cognitive testing they were sacrificed on postoperative day (POD) 3. Our results showed that animals with extract pretreatment demonstrated memory improvement in a dose-dependent manner compared with control. Further, evidence for the attenuation of systemic and neuroinflammation was found in the pretreated animals, along with the inhibition of inflammatory pathways and significantly reduced tau phosphorylation in the hippocampus. Taken together, these results demonstrated a neuroprotective effect of S. Orientails in postoperative animals, indicating a therapeutic potential of S. Orientails in minimizing POCD and the possibility of utilizing this traditional Chinese medicine perioperatively.

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Section: Resultsmentioning

confidence: 99%

Siegesbeckia Orientalis L. Extract Attenuates Postoperative Cognitive Dysfunction, Systemic Inflammation, and Neuroinflammation

et al. 2018

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“…Since the outbreak of COVID-19 in 2019, natural products have become an important resource for seeking potential therapeutic candidates against disease by the global research community’s attention ( Yang Y. et al, 2020 ). Darutoside is one of diterpenoid ingredient, however, the pharmacological action and effective mechanism protecting against rats with acute gouty arthritis has hardly been reported at present ( Son et al, 2005 ; Su et al, 2014 ; Guo et al, 2018a ; Guo et al, 2018b ; Sang et al, 2018 ). Metabolomics as a member of systems biology aims to depict the dynamic metabolic profile of endogenous metabolites with low molecular weight throughout the biological system using modern analytical technologies such as nuclear magnetic resonance (NMR), gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-mass spectrometry (LC-MS) coupled with multivariate analysis.…”

Section: Introductionmentioning

confidence: 99%

Revealing the pharmacological effect and mechanism of darutoside on gouty arthritis by liquid chromatography/mass spectrometry and metabolomics

Wang

Sun

2022

Front. Mol. Biosci.

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Darutoside is a diterpenoids compound with significant anti-inflammatory activity, however the pharmacological action and mechanism are still unclear. Metabolomics strategy was used to uncovering the pharmacological action and effective mechanism of darutoside against acute gouty arthritis rats. Liquid chromatography coupled with mass spectrometry technique was performed to explore the serum metabolites and potential pathways. We found that darutoside can up-regulate the level of glutamate, alanine, chenodeoxycholic acid, 1-methyladenosine, aspartic acid, citric acid, and down-regulate the level of valine, isoleucine, glutamine, alanyl-threonine, pyruvic acid, gamma-aminobutyric acid, uric acid. Metabolic pathway analysis showed that the therapeutic effect of darutoside was involved in amino acid metabolism, sugar metabolism, fatty acid metabolism, energy metabolism, purine metabolism and butanoate metabolism. It indicated that darutoside protect against acute gouty arthritis by regulating the expression of the key protein targets. It revealed that the mechanism of darutoside on acute gouty arthritis, which may be leading to the changes of serum metabolites, metabolic pathways and key protein targets to improve immune system response, inhibit oxidative stress and inflammatory response. It provides a novel method for molecular mechanisms of natural product in the disease treatment.

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Two unusual minor 18,19-seco-ursane glycosides from leaves of Ilex cornuta

Tang

et al. 2008

Food Chemistry

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NMR studies of darutoside, a rare ENT-pimarane glucoside

Abstract: NMR spectral data in various solvents (DMSO-d6, CD3OD, C5D5N) for the rare ent-pimar-8(14)-ene-15, 16-diol 3-O-beta-D-glucoside, darutoside, are reported. Complete assignments are made on the basis of 1D and 2D (COSY, HMQC, HMBC, NOESY) spectra.

Cited by 4 publications

References 15 publications

Siegesbeckia Orientalis L. Extract Attenuates Postoperative Cognitive Dysfunction, Systemic Inflammation, and Neuroinflammation

Siegesbeckia Orientalis L. Extract Attenuates Postoperative Cognitive Dysfunction, Systemic Inflammation, and Neuroinflammation

Revealing the pharmacological effect and mechanism of darutoside on gouty arthritis by liquid chromatography/mass spectrometry and metabolomics

Two unusual minor 18,19-seco-ursane glycosides from leaves of Ilex cornuta

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