Two new terpenoid ester glycosides from the twigs of <i>Litsea cubeba</i>

Wang, Lingyan; Tian, Yuan; Qu, Yu-Hong; Wu, Yu-Zhuo; Li, Yan-Cheng; Li, Rui; Lin, Peng-Cheng; Shang, Xiao-Ya; Lin, Sheng

doi:10.1080/10286020.2018.1526789

Cited by 5 publications

(2 citation statements)

References 17 publications

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“…Litebamine, a phenanthrene alkaloid from the wood of L. cubeba , exerts potential cardiovascular protective activity, as it inhibits rat smooth muscle cell adhesion and migration on collagen ( 38 ). A terpenoid ester glycoside isolated from L. cubeba twig ethanol extract induced cell death in human non-small-cell lung carcinoma A549 cells and human ileocecal adenocarcinoma HCT-8 cells ( 39 ). 1,8-Cineole- or linalool-containing L. cubeba leaf essential oil exerted antibacterial activity against Escherichia coli ( 40 ).…”

Section: Discussionmentioning

confidence: 99%

The leaves of the seasoning plant Litsea cubeba inhibit the NLRP3 inflammasome and ameliorate dextran sulfate sodium-induced colitis in mice

Wong

Wu²,

Li³

et al. 2022

Front. Nutr.

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The intracellular sensor NACHT, LRR, and PYD domain-containing protein 3 (NLRP3) inflammasome controls caspase-1 activity and the maturation and release of the cytokines interleukin (IL)−1β and IL−18. The NLRP3 inflammasome has attracted the attention of the pharmaceutical industry because it promotes the pathogenesis of many diseases, making it a promising target for drug development. Litsea cubeba (Lour.) is a plant traditionally used as a seasoning in Taiwan and in other Asian countries. In this study, we investigated the inhibitory activity of the leaves of L. cubeba against the NLRP3 inflammasome. We found that the ethanol extract of L. cubeba leaves (MLE) inhibited the NLRP3 inflammasome in macrophages by reducing caspase−1 activation and IL−1β secretion. MLE reduced pyroptosis in macrophages and inhibited the release of NLRP3 and apoptosis-associated speck-like protein containing a CARD (ASC). In a mechanistic study, MLE reduced mitochondrial reactive oxygen species (ROS) production and preserved mitochondrial integrity, which led to reduced mitochondrial DNA release into the cytosol. MLE did not reduce the expression levels of NLRP3, IL−1β precursor or TNF-α in lipopolysaccharide (LPS)-activated macrophages. These results indicated that MLE inhibited the NLRP3 inflammasome by suppressing the activation signals of the NLRP3 inflammasome but not by reducing the priming signal induced by LPS. In addition, oral administration of MLE (20−80 mg/kg) ameliorated dextran sulfate sodium (DSS)−induced colitis in a mouse model. Notably, mice that received MLE (1 and 2 g/kg) daily for 7 days did not exhibit visible side effects. Gas chromatography-mass spectrometry (GC-MS) analysis found that α-Terpinyl acetate (27.2%) and 1,8−Cineole (17.7%) were the major compounds in MLE. These results indicated that L. cubeba leaves have the potential to be a nutraceutical for preventing and improving NLRP3 inflammasome-related diseases.

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Section: Discussionmentioning

confidence: 99%

The leaves of the seasoning plant Litsea cubeba inhibit the NLRP3 inflammasome and ameliorate dextran sulfate sodium-induced colitis in mice

Wong

Wu²,

Li³

et al. 2022

Front. Nutr.

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“…They are the most important aromatic compounds affecting the characteristics of fruits. There are abundant terpenoids in Lauraceae family (Niogret et al, 2013;Wang et al, 2019b). The nonvolatile precursors, especially the glycosidically bound ones, of terpenoids can be effectively hydrolyzed with enzyme to release the terpenoids (Swiegers & Pretorius, 2005).…”

Section: Terpenoidsmentioning

confidence: 99%

Comparison of free and bound volatile profiles of immature Litsea mollis fruits grown in five distinct regions of China

et al. 2022

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The large amounts of fatty acids and aromatic oils in its fruit make it of a great economic plant, especially for the production of drugs and lubricants (Kim et al., 2014). The volatile oil of ripe Litsea mollis fruits is a biopreservative of low-cost in the dairy industry (Cai et al., 2019).Immature Litsea mollis fruit (ILMF) is generally pickled with soy sauce, vinegar, pepper, garlic, and ginger as a popular cold appetizer in southwestern China (Zhang, 2015). People usually only pay attention to the aroma of free volatiles in fruits, but the studies on the bound aroma compounds of other fruits show that the hydrolysis of bound volatiles can improve the overall aroma of the fruits. The bound forms, mainly referring to the glycosidically bound alcohols, terpenes, dimethyl isoprene, volatile organic acids and shikimic acid derivatives, can be released by enzymatic or acid hydrolysis (Sánchez-Palomo et al., 2017), and thus they are also considered as important aroma components (Sarry & Gunata, 2004). The glycosides in the bound volatile compounds identified in fruits are mainly O-β-D-glucosides and O-diglycosides. O-glycoside hydrolases (EC 3.2.1.x) are a widespread group of enzymes of significant biological, biomedical and industrial importance. They, as well as fungal enzymes (usually from Aspergillus niger), can release the bound aroma (Davis & Croteau, 2000). Chen et al. (1984) extracted volatile oils from matureLitsea mollis fruits by steam distillation and found that the aroma of volatile oils mainly came from terpenoids. To the best of our knowledge, only one work has been reported on the free volatile compounds in ILMF (Yang et al., 2020), where six terpenoids are found to be responsible for the typical flavor of ILMF. Other than that, the aroma compounds of ILMF, either the free forms or bound forms, have been rarely studied.In the present work, the volatile components in the ILMFs collected from different regions of China were extracted by headspace solid phase microextraction (SPME), and the glycosidically bound volatiles were enzymatically hydrolyzed with the pectinase from Aspergillus niger (Dziadas & Jelen, 2016;Yang et al., 2019). SPME is a simple, low cost, solvent free and sensitive method for aroma compound extraction without heating required, and thus can minimize the loss of aroma. The volatile components were then identified and quantitatively analyzed by GC-MS, and the volatile profiles of the ILMFs were compared, aiming to provide a scientific foundation for understanding the

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Chemical characteristics of the sesquiterpenes and diterpenes from Lauraceae family and their multifaceted health benefits: A review

Feng

Jiang

Cao

et al. 2022

Heliyon

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Two new terpenoid ester glycosides from the twigs of Litsea cubeba

Cited by 5 publications

References 17 publications

The leaves of the seasoning plant Litsea cubeba inhibit the NLRP3 inflammasome and ameliorate dextran sulfate sodium-induced colitis in mice

The leaves of the seasoning plant Litsea cubeba inhibit the NLRP3 inflammasome and ameliorate dextran sulfate sodium-induced colitis in mice

Comparison of free and bound volatile profiles of immature Litsea mollis fruits grown in five distinct regions of China

Chemical characteristics of the sesquiterpenes and diterpenes from Lauraceae family and their multifaceted health benefits: A review

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