Metabolites identification of glycycoumarin, a major bioactive coumarin from licorice in rats

Wang, Qi; Qiao, Xue; Ji, Shuai; Feng, Lin-min; Qian, Yi; Guo, Dan; Ye, Min

doi:10.1016/j.jpba.2014.06.001

Cited by 27 publications

(26 citation statements)

References 20 publications

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“…S1). The neutral loss of 31 Da at (+)-ESI mode was similar to the neutral loss of 30 Da at (−)-ESI mode for hydroxylated glycycoumarin [12], indicating that the hydroxylation occurred on the isoprenyl methyl group. However, position of the hydroxylation (4 or 5 ) could not be identified by mass spectra.…”

Section: Metabolites Identification Of Glycyrinmentioning

confidence: 54%

“…The m/z 307 and 295 fragments were the same as those of glycyrol, indicating that the isopentenyl group was hydroxylated. Similar to the metabolic routes of glycyrin and glycycoumarin [12], we proposed that M1 was hydroxylated at the trans-terminal methyl group. Considering the highly unsaturated structure of coumarin backbones, the dehydrogenation should occur on the side chain, where the hydroxyl group was transformed into carbonyl group (Fig.…”

Section: Metabolites Identification Of Glycyrolmentioning

confidence: 61%

“…Microbial transformation experiments were carried out according to our recent report [12]. The fungal strains were purchased from China General Microbiological Culture Collection Center.…”

Section: Microbial Transformationmentioning

confidence: 99%

“…We had discovered that hydroxylation of the isoprenyl methyl group was a major metabolic reaction for glycycoumarin, a close analog of glycyrin. This reaction was catalyzed by P450 enzymes [12]. In this work, we also studied the metabolism of glycyrin in rat liver microsomes.…”

Section: Metabolites Identification Of Glycyrinmentioning

confidence: 99%

“…U, detected in urine; F, detected in feces; RLM, detected in rat liver microsomes. more than cis product [12,18,19]. Therefore, M1 was identified as 5 -hydroxyl glycyrin.…”

Section: Metabolites Identification Of Glycyrinmentioning

confidence: 99%

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Metabolites identification of glycyrin and glycyrol, bioactive coumarins from licorice

Wang

Qiao

Qian

et al. 2015

Journal of Chromatography B

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Section: Metabolites Identification Of Glycyrinmentioning

confidence: 54%

Section: Metabolites Identification Of Glycyrolmentioning

confidence: 61%

“…Microbial transformation experiments were carried out according to our recent report [12]. The fungal strains were purchased from China General Microbiological Culture Collection Center.…”

Section: Microbial Transformationmentioning

confidence: 99%

Section: Metabolites Identification Of Glycyrinmentioning

confidence: 99%

“…U, detected in urine; F, detected in feces; RLM, detected in rat liver microsomes. more than cis product [12,18,19]. Therefore, M1 was identified as 5 -hydroxyl glycyrin.…”

Section: Metabolites Identification Of Glycyrinmentioning

confidence: 99%

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Metabolites identification of glycyrin and glycyrol, bioactive coumarins from licorice

Wang

Qiao

Qian

et al. 2015

Journal of Chromatography B

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Development and validation of an LC–MS/MS method for detection of glycyrol in rat plasma and its application to a pharmacokinetic study

Liu¹,

Yan²,

et al. 2022

Biomedical Chromatography

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Licorice (Glycyrrhiza uralensis) is one of the most popular edible and medicinal plants and is widely used in Asia. Glycyrol (GC) is a major coumarin present in licorice that exhibits various biological activities. We aimed to develop a highly sensitive and rapid liquid chromatography coupled with mass spectrometry method for the quantitative determination analysis of GC in rat plasma. GC showed linear calibration ranges of 1–100 and 50–2,000 ng/ml with correlation coefficients >0.99. The average extraction recovery ranged from 113.26 to 114.84%, and the relative standard deviation of internal standard normalized matrix factors ranged from 6.36 to 9.46%. The intra‐day and inter‐day precisions of GC were <15%, and the accuracy ranged from 95.31 to 112.72%. Pharmacokinetic studies showed that GC was distributed in the body with a volume of distribution of 9.06 L/kg, and the initial plasma concentration was 3275.11 ng/ml. The area under the plasma concentration vs. time curve was 479.25 ng h/ml. It was rapidly eliminated with a terminal elimination half‐life of 1.47 h and a clearance rate of 4.24 L/h/kg. The pharmacokinetic results can help us to better understand the pharmacological effects of GC in the body.

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A review on phytochemicals, pharmacological activities, drug interactions, and associated toxicities of licorice (Glycyrrhizasp.)

et al. 2021

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Since the beginning, human beings have consistently been using plants and their components for the prevention and treatment of various ailments. However, in the last few decades, plant-based medicines and health supplements are gaining more acceptability and rapid popularity. Licorice (Glycyrrhiza sp.) is a terrestrial herb belonging to the family Fabaceae and primarily cultivated in European, Middle Eastern, and South Asian countries. Ethnomedicinal uses of licorice have frequently been described in the world's renowned medical systems, including Ayurveda, Unani, Chinese, Korean, Japanese, African, and European traditional medical systems. To date, 30 species of licorice are known, and among them, G. glabra, G. inflata, and G. uralensis are significantly explored for nutritional and pharmacological benefits. The wide range of commercially available products, including herbal preparations, health supplements, cosmetics, and food and feeds preparations use licorice as active ingredient. Glabridin, licochalcone A, glycyrrhizin, and 18-glycyrrhetinic acid are the notable phytochemicals isolated from licorice and immensely explored for biological and pharmacological activities. Nevertheless, the excessive intake of licorice has also been associated with a wide spectrum of adverse effects on human health. Among them, several are reported to be mediated by modulation of drug-metabolizing cytochrome P-450 enzymes. In the present review, we provide a comprehensive description of the current knowledge of licorice, including historical development, phytoconstituents, species-specific marker metabolites, herb-drug interaction, pharmacological uses, food additive application, and toxicities. We believe this review will provide excellent information to physicians, researchers, and personnel of different scientific regulatory bodies.

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Metabolites identification of glycycoumarin, a major bioactive coumarin from licorice in rats

Cited by 27 publications

References 20 publications

Metabolites identification of glycyrin and glycyrol, bioactive coumarins from licorice

Metabolites identification of glycyrin and glycyrol, bioactive coumarins from licorice

Development and validation of an LC–MS/MS method for detection of glycyrol in rat plasma and its application to a pharmacokinetic study

A review on phytochemicals, pharmacological activities, drug interactions, and associated toxicities of licorice (Glycyrrhizasp.)

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