The isolation, structure and fragmentation characteristics of natural truxillic and truxinic acid derivatives in Abrus mollis leaves

Yuan, Xiaohong; Liu, Yadi; Zhao, Huan; Men, Lijiao; He, Cuimin; Qiu, Yu; Qian, Yu; Li, Kunping; Qi, Longkai; Chen, Diling

doi:10.1016/j.phytochem.2020.112572

Cited by 16 publications

(14 citation statements)

References 28 publications

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“…1) rather than an α -form. 39 Among them, abrusamides A and B ( 27 , 28 ) (Fig. 1) exhibited significant hepatoprotective effects.…”

Section: Structures Sources and Bioactivities Of [2 + 2]-type Cyclobu...mentioning

confidence: 99%

“…Abrusamides A–H ( 27–34 ) were separated from Abrus mollis and possibly formed through a [2 + 2] cycloaddition from ( E / Z )- N -(4-hydroxycinnamoyl) tyrosine as a precursor. 38,39 A previously reported structure of 27# was reassessed and was determined to have a β -truxinate configuration ( 27 ) (Fig. 1) rather than an α -form.…”

Section: Structures Sources and Bioactivities Of [2 + 2]-type Cyclobu...mentioning

confidence: 99%

“…1) are three compounds that showed potent anti-inflammatory activities in vitro without influencing cell viability. 39…”

Section: Structures Sources and Bioactivities Of [2 + 2]-type Cyclobu...mentioning

confidence: 99%

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[2 + 2]-Cycloaddition-derived cyclobutane natural products: structural diversity, sources, bioactivities, and biomimetic syntheses

et al. 2023

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“…1) rather than an α -form. 39 Among them, abrusamides A and B ( 27 , 28 ) (Fig. 1) exhibited significant hepatoprotective effects.…”

Section: Structures Sources and Bioactivities Of [2 + 2]-type Cyclobu...mentioning

confidence: 99%

Section: Structures Sources and Bioactivities Of [2 + 2]-type Cyclobu...mentioning

confidence: 99%

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[2 + 2]-Cycloaddition-derived cyclobutane natural products: structural diversity, sources, bioactivities, and biomimetic syntheses

et al. 2023

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“…This unique structure provides bioactivity for the prevention and treatment of diseases through their potential anti-inflammatory, antioxidative, antiviral, antibacterial, anti-hyperlipidemia, antithrombosis, and anti-neoplastic effects. [34,35] However, the pharmacological activity of BJBS has not been reported. On the basis of the unique structure and pharmacological effects of A. mollis, we speculated that BJBS has potential anti-inflammatory, hypoglycemic, and antitumor effects.…”

Section: Introductionmentioning

confidence: 99%

“…Abrusamide H (BJBS) is an amino acid amide with TADs from A. mollis leaves ( Figure 1). This unique structure provides bioactivity for the prevention and treatment of diseases through their potential anti‐inflammatory, antioxidative, antiviral, antibacterial, anti‐hyperlipidemia, antithrombosis, and anti‐neoplastic effects [34,35] . However, the pharmacological activity of BJBS has not been reported.…”

Section: Introductionmentioning

confidence: 99%

Abrusamide H Impairs the Secretion of the Cytokines in RAW264.7 Cells and the Inflammatory Infiltration in Tail Transection‐Induced Zebrafish

Liu

Zhou

et al. 2022

Chemistry & Biodiversity

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Abrus mollis Hance (Leguminosae) has a variety of biological activities, including anti-inflammatory, antioxidant, antibacterial, antiviral, and antitumor activities. However, the specific substances responsible for the anti-inflammatory effects are unknown. Abrusamide H (BJBS) is a truxillic acid derivative obtained from the leaves of Abrus mollis Hance and has potential anti-inflammatory effects. In this study, we aimed to estimate the potential effect and mechanism of BJBS in inflammation by establishing lipopolysaccharide (LPS)-stimulated RAW264.7 cells in vitro and an injured zebrafish tail fin in vivo. The RAW264.7 cells were treated with different concentrations of BJBS after LPS stimulation. The production of nitric oxide (NO) was detected by Griess reaction, and reactive oxygen species (ROS) were detected by an ROS assay kit. The levels of proinflammatory cytokines, including interleukin 6 (IL-6), tumor necrosis factor α (TNF-α), interleukin 1β (IL-1β), and interleukin 18 (IL-18) were measured by ELISA. Results showed that BJBS at all concentrations inhibited the proliferation of RAW264.7 macrophages after LPS stimulation by cell counting kit-8 and the production of NO and ROS. In the BJBS treatment group, the levels of IL-6, TNF-α, IL-1β, and IL-18 decreased in a concentration-dependent manner. The results in vivo showed that no significant difference in the survival of zebrafish between the BJBS and blank groups and BJBS inhibited the migration and aggregation of zebrafish neutrophils in a dose-dependent manner in inflammation induced by tail transection-induced inflammation. In conclusion, BJBS inhibited the production of NO and ROS, decreased the levels of secreted IL-6, TNF-α, IL-1β, and IL-18, and reduced the migration and aggregation of zebrafish neutrophils.

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A Comparative Study between Abrus cantoniensis and Abrus mollis: Flavonoids Profiles by UPLC‐Q‐TOF‐MS and Anti‐Inflammatory Mechanism by Transcriptomics

Liang

Chen²,

Xue

et al. 2023

Chemistry & Biodiversity

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Abrus mollis (MJGC) has been used as a substitute herb for Abrus cantoniensis (JGC) in China. However, an in‐depth comparison on their key metabolites and the mechanism of anti‐inflammation between these two is not available. In this report, high pressure liquid chromatography equipped with mass spectrometry was applied to capture their flavonoid profiles; transcriptomics was adopted to analyze their anti‐inflammatory mechanisms. The results showed that the main flavonoids in MJGC were vicenin‐2, schaftoside and isoschaftoside, while those in JGC were vicenin‐1 isomer and schaftoside isomer. The anti‐inflammatory activity of JGC was slightly stronger than that of MJGC. The number of differential expression genes regulated by JGC was significantly higher than MJGC. JGC regulated 151 (42 up and 109 down) of inflammation related genes, while MJGC regulated 58 (8 up and 50 down) of inflammation related genes. The results of this study provided scientific evidence and guidance for the substitution of MJGC and JGC.

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The isolation, structure and fragmentation characteristics of natural truxillic and truxinic acid derivatives in Abrus mollis leaves

Cited by 16 publications

References 28 publications

[2 + 2]-Cycloaddition-derived cyclobutane natural products: structural diversity, sources, bioactivities, and biomimetic syntheses

[2 + 2]-Cycloaddition-derived cyclobutane natural products: structural diversity, sources, bioactivities, and biomimetic syntheses

Abrusamide H Impairs the Secretion of the Cytokines in RAW264.7 Cells and the Inflammatory Infiltration in Tail Transection‐Induced Zebrafish

A Comparative Study between Abrus cantoniensis and Abrus mollis: Flavonoids Profiles by UPLC‐Q‐TOF‐MS and Anti‐Inflammatory Mechanism by Transcriptomics

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