Chemical constituents from Gentiana crassicaulis Duthie ex Burk

Huang, Rong; Wang, Xin; Liu, Huan; Hu, Hai-Min; Hu, Wenyi; Chen, Guang

doi:10.1016/j.bse.2020.104115

Cited by 10 publications

(5 citation statements)

References 25 publications

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“…As a result of consecutive chromatographic methods, seven compounds (1-7) (Figure 1) were purified from the EtOAc and n-BuOH subextracts. The structures were identified as depressine (1) [27], gentiopicroside (2) [28], loganic acid (3) [29], isoorientin (4) [30], isovitexin (5) [31], mangiferin (6) [32] and adenosine (7) [33] by comparison of their spectroscopic data with those reported in the literature. In previous studies, compounds 2-6 were detected in G. asclepiadea extracts by HPLC analysis, while the presence of 1 was tentatively identified [34][35][36].…”

Section: Structure Elucidation Of the Isolatesmentioning

confidence: 99%

Iridoids and flavonoids from the aerial parts of Gentiana asclepiadea L. with anti-inflammatory and analgesic activities

Konya¹,

Reıs²,

Sipahi³

et al. 2023

jrp

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Using various chromatographic methods, seven compounds, including two secoiridoid glycosides; depressine (1) and gentiopicroside (2), one iridoid glycoside; loganic acid (3), two flavone-C-glycosides; isoorientin (4) and isovitexin ( 5), one xanthone-C-glycoside, mangiferin (6) as well as a nucleoside; adenosine (7) were isolated from the MeOH extract prepared from the aerial parts of Gentiana asclepiadea L. Their structures were elucidated unambiguously by spectroscopic methods such as 1D and 2D NMR as well as HRESIMS. The anti-inflammatory and analgesic activities of the isolated compounds were also evaluated in vitro. Among the tested compounds, 1, 2, and 4 showed potent anti-inflammatory activity through both nitrite and IL-6 pathways at 200 µM. Besides, compound 1 exhibited the highest decrease in PGE2 level, with a higher inhibition rate compared to positive control indomethacin.

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Section: Structure Elucidation Of the Isolatesmentioning

confidence: 99%

Iridoids and flavonoids from the aerial parts of Gentiana asclepiadea L. with anti-inflammatory and analgesic activities

Konya¹,

Reıs²,

Sipahi³

et al. 2023

jrp

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“…Radix Gentiana macrophylla (RGM), the dried roots of G. macrophylla Pall., Gentiana straminea Maxim., Gentiana crassicaulis Duthie ex Burk., and Gentiana dahurica Fisch., is a commonly used TCM with the function of analgesic [17], antioxidant [18], anti‐inflammatory [19], hepato‐protective [20], anti‐atherosclerotic [21], and antitumor [22]. These functions are mainly related to iridoid glycosides [23], flavones [24], sterols [25], and polysaccharide [26]. However, the different rainfall, temperature, and ecological environment lead to a large difference in the content of active ingredients in RGM from different geographical origins [27].…”

Section: Introductionmentioning

confidence: 99%

Quality by design‐based capillary electrophoresis method development for the quantitative analysis of four iridoid compounds in Gentiana macrophylla Radix

Zhang

et al. 2023

Electrophoresis

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In this study, the capillary electrophoresis‐photodiode array detector was employed for the analysis of four iridoid compounds in Gentiana macrophylla Radix (RGM), and the method was optimized based on the concept of analytical quality by design (AQbD). The peak areas relative standard deviation (n = 3) and resolution of the four analytes were selected as critical method attributes. Fractional factorial design test combined with Pareto analysis were employed to screen critical method parameters (buffer concentration, pH, sodium dodecyl sulfate [SDS] micelle concentration, temperature, and voltage). Subsequently, three main factors (buffer concentration, buffer pH, and SDS concentration) were selected by central composite design test for constructing the design space. The optimal separation conditions as follows: capillary column (50.2 cm × 50 µm, detection length 40 cm). Working background electrolyte consisted of 51 mmol/L borax solution (pH = 9.47) and 40 mmol/L SDS. The samples were injected by pressure (5 s at 0.5 psi) and the detection was performed at 254 nm. Applied voltage was 20 kV and column temperature was 23°C. The developed method is rapid and reliable for the quantitative analysis of four iridoid compounds in RGM, providing a reference for the application of AQbD concept in the analysis of natural products.

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“…is widely distributed in alpine meadows, hillside grasslands, thickets and forest margins at altitudes of 2000-4800 m in Sichuan, Guizhou, Yunnan and Tibet of China. [2,3] Clinically, Gentiana crassicaulis ("Qinjiao" in Chinese) has been utilized for the treatment of rheumatism, arthralgia, apoplexy, jaundice and diabetes for a long time. [4] Phytochemically, various of iridoids, triterpines, sterols, alkaloids and benzoic derivatives have been isolated from Gentiana crassicaulis.…”

Section: Introductionmentioning

confidence: 99%

“…[8] Meanwhile, owing to the similar iridoid profiling of Gentiana crassicaulis with that of Gentiana macrophylla Pall., Gentiana straminea Maxim., and Gentiana dahurica Fisch., respectively, these four herbs are recorded as the equivalent materials of "Qinjiao" and quality controlled using iridoid compounds as markers. [4,[9][10] On the other hand, our previous research about Qinjiao led to the isolation of miscellaneous compounds with potential anti-inflammatory effect [3,[11][12][13] and determined the species specificity of Gentiana crassicaulis among Gentiana herbs based on characteristic compounds, which indicated the importance of minor iridoids or non-iridoid constituents among Gentiana crassicaulis or "Qinjiao". As the continuing effort for bioactive constituent discovery and chemical profiling of "Qinjiao" herbs, we reported herein three new glycoside constituents macrophyllosides E-G (1-3) and a pair of iridoid glycosides genticrasides A/B (4 a/4 b), together with eleven known compounds from the roots of Gentiana crassicaulis.…”

Section: Introductionmentioning

confidence: 99%

Five New Glycoside Constituents from the Roots of Gentiana crassicaulis Duthie ex Burk.

Gao

Zhou

Huang

et al. 2023

Chemistry & Biodiversity

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Three undescribed glycoside constituents, macrophyllosides E‐G and a pair of iridoid glycosides genticrasides A/B, together with eleven known glycoside compounds were isolated from the roots of Gentiana crassicaulis Duthie ex Burk. Their structures were identified by means of spectra analysis and data comparison with previous literatures. Interestingly, the glucose moieties in macrophylloside E and F possess free anomeric hydroxy groups. Genticrasides A/B, identified as a pair of iridoid originated lactones, have not been reported from Gentianaceae family up to now. The anti‐inflammatory effects of selected compounds were also evaluated through the nitric oxide (NO) production inhibition in lipopolysaccharides (LPS)‐induced RAW264.7 macrophage cells. In which, macrophyllosides G and D showed NO inhibitory activities with rates of 76.14±4.02 % and 52.44±8.29 % at 100 μg/mL.

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Chemical constituents from Gentiana crassicaulis Duthie ex Burk

Cited by 10 publications

References 25 publications

Iridoids and flavonoids from the aerial parts of Gentiana asclepiadea L. with anti-inflammatory and analgesic activities

Iridoids and flavonoids from the aerial parts of Gentiana asclepiadea L. with anti-inflammatory and analgesic activities

Quality by design‐based capillary electrophoresis method development for the quantitative analysis of four iridoid compounds in Gentiana macrophylla Radix

Five New Glycoside Constituents from the Roots of Gentiana crassicaulis Duthie ex Burk.

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