Two new xanthone glycosides from <i>Swertia punicea</i> Hemsl. and their anti-inflammatory activity

Mou, Lin-Yun; Wu, Haiyan; Ma, En-Guang; Wang, Mingfeng; Duan, Yan-Qing; Lei, Sheng; Li, Gan‐Peng

doi:10.1080/14786419.2018.1509325

Cited by 3 publications

(2 citation statements)

References 7 publications

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“…Xanthones are a class of oxygen-containing heterocycles with γ-pyran moiety condensed with two benzene rings, which are widely distributed in nature. 18) In recent years, xanthone derivatives have been received considerable attention in the field of medicinal chemistry because of their diversely biological functions, 20,21) such as anti-oxidant, 22) anti-hypertensive, 23) anti-convulsant, 24) anti-cholinesterase, 25) anti-malarial, 26) antimicrobial, 27) anti-inflammatory, 28) and anti-cancer activities. 29) Besides, they also served as the effective inhibitors of several enzymes like α-glycosidase, 30,31) topoisomerase, 32) proteinkinase, 33) aromatase.…”

Section: Introductionmentioning

confidence: 99%

Study on Synthesis and Biological Evaluation of 3-Aryl Substituted Xanthone Derivatives as Novel and Potent Tyrosinase Inhibitors

Chen

Luo

et al. 2019

CHEMICAL & PHARMACEUTICAL BULLETIN

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Tyrosinase plays a key role in the melanin biosynthesis since it catalyzes the transformation of tyrosine into L-dopaquinone. A large number of studies have also shown that molecules to efficiently inhibit the activity of tyrosinase would be potentially used in treating many depigmentation-related disorders. In this study, we targeted a series of structure-based 3-aryl substituted xanthone derivatives in which diverse functional groups were respectively attached on 3-aromatic ring moiety as new tyrosinase inhibitors. The results demonstrated that all obtained compounds had potent tyrosinase inhibitory activities with IC 50 values at micromolar range. Especially, compound 4t was found to be the most active tyrosinase inhibitor with the IC 50 value of 11.3 µM, uncovering that the introduction of the proper hydroxyl group in the 3-aromatic ring was beneficial for enhancing the inhibitory potency against tyrosinase. Moreover, the inhibition mechanism and inhibition kinetics studies revealed that compound 4t presented such inhibitory effect by acting as the reversible and competitive-uncompetitive mixed-II type inhibitor. Further molecular docking simulation showed that 3-aromatic ring of compound 4t was inserted into the narrow regions of binuclear copper-binding site at the bottom of the enzyme binding pocket, while the xanthone skeleton was positioned at the surface of tyrosinase. Taken together, these data suggested that such type of molecules might be utilized for the development of new and promising candidate for the treatment of depigmentation-related disorders.

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Section: Introductionmentioning

confidence: 99%

Study on Synthesis and Biological Evaluation of 3-Aryl Substituted Xanthone Derivatives as Novel and Potent Tyrosinase Inhibitors

Chen

Luo

et al. 2019

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…According to the Chinese Pharmacopoeia, the dried whole herb of S. pseudochinensis is used as a traditional Chinese medicine called Swertiae Herba, with antipyretic-alexipharmic and stomachic effects. [1] Through previous studies on Swertia genus, it can be known that the chemical constituents of Swertia genus include flavonoids, [2] iridoids, [3] xanthones, triterpenoids and alkaloids, [4] and they have been shown to have hepatoprotective, [5] anti-tumor, [6] anti-inflammatory, [7,8] antioxidant, and hypoglycemic activities [9,10] in further pharmacological studies.…”

Section: Introductionmentioning

confidence: 99%

Xanthones and Phenylpropanoids from the Whole Herb of Swertia pseudochinensis and Their Anti‐Inflammatory Activity

Yan

et al. 2023

Chemistry & Biodiversity

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An undescribed xanthone dimer, 1,3,5,8-tetrahydroxy-7-(1',5',8'-trihydroxy-3'-methoxy-2'-xanthonyl)xanthone (1) was separated together with eleven known compounds (2 -12) from the dried whole herb of Swertia pseudochinensis. It was the first time that the compounds 8-12 were isolated from the Swertia genus. The structure of compound 1 was illuminated based on chemical evidence and spectral data analysis (UV, 1D and 2D-NMR, HR-ESI-MS). Moreover, the inhibitory effects of all compounds on NO production in LPS-induced RAW 264.7 cells were tested, compounds 8, 9, 10, 11 and 12 showing significant inhibition. The IC 50 value of compound 12 was 3.05 � 1.10 μM. Using target screening and molecular docking, we hypothesized that compound 12 may bind neutrophil elastase to exert its anti-inflammatory effects.

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8-O-β-D-Glucopyranosyl-2-methylchromone, a new chromone glycoside from the Tibetan medicine plant of Swertia punicea Hemsl

Mou

Wei

et al. 2020

Natural Product Research

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A new chromone glycoside, 8-O-β-D-Glucopyranosyl-2-methylchromone (1), together with eight known compounds (2-9) were isolated from the Tibetan medicine plant of Swertia punicea. All compounds of this plant were reported for the first time. The structures of these metabolites were elucidated by analysis of their HR-ESI-MS, 1D and 2D NMR spectroscopic data and comparison with data reported in the literature. In vitro test, all compounds were evaluated for their anti-inflammatory activity through determination of nitric oxide (NO) production. Compounds 1-2 were evaluated for cytotoxic activities against three human cancer cell lines (HeLa, MDA-MB-231 and A375) by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) method. Furthermore, the chemotaxonomic significance of these compounds has also been described.

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Two new xanthone glycosides from Swertia punicea Hemsl. and their anti-inflammatory activity

Cited by 3 publications

References 7 publications

Study on Synthesis and Biological Evaluation of 3-Aryl Substituted Xanthone Derivatives as Novel and Potent Tyrosinase Inhibitors

Study on Synthesis and Biological Evaluation of 3-Aryl Substituted Xanthone Derivatives as Novel and Potent Tyrosinase Inhibitors

Xanthones and Phenylpropanoids from the Whole Herb of Swertia pseudochinensis and Their Anti‐Inflammatory Activity

8-O-β-D-Glucopyranosyl-2-methylchromone, a new chromone glycoside from the Tibetan medicine plant of Swertia punicea Hemsl

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