Pentacyclic Triterpenoid Saponins, Poterinasides A–J, from Silverweed Cinquefoil Roots Promising Hepatoprotective and Anti-inflammatory Agents

Yang, Dan; Han, Na; Wang, Yuwei; Zhai, Jianxiu; Liu, Zhihui; Li, Sikai; Yin, Jun

doi:10.1021/acs.joc.1c00812

Cited by 8 publications

(6 citation statements)

References 35 publications

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“…COX-2 is upregulated in inflammatory conditions. 44 Thus, the discovery of potent anti-inflammatory compounds from natural plant sources through the inhibition of COX-2 is an effective approach in the pharmaceutical field. In the present study, the COX-2 enzyme inhibiting activity of crude extract of B. indica , as well as the isolated triterpenoid saponins, were evaluated.…”

Section: Resultsmentioning

confidence: 99%

Phytochemical Analysis, Anti-inflammatory, and Anticancer Activities of the Halophyte Herb Bassia indica

Othman

Amen

Inoue

et al. 2022

Natural Product Communications

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Bassia indica (Wight) A.J. Scott, family Amaranthaceae, is a halophyte herb growing in extreme environments and hence deemed as a potential economic source of bioactive chemicals with functional properties. In our study, 25 compounds were obtained from B. indica. We aimed to assess the inhibitory effect of the methanol extract of B. indica and its isolated compounds on COX-2 and cytotoxicity activity against MCF-7, OVK-18, HepG2, and HCT116 tumor cells. Among the isolates, the triterpene oleanane saponin (23) displayed promising anti-inflammatory activity with an IC50 = 3.05 ± 0.15 μg/mL. Additionally, N- trans-feruloyl tyramine (11) exhibited significant cytotoxicity to OVK-18 with IC50 = 1.74 ± 1.56 μg/mL, whereas 6,7-dihydroxy coumarin (7) exhibited potent inhibition against the MCF-7 cell line with IC50 = 1.47 ± 0.22 μg/mL. Interestingly, compounds 1 and 25 exhibited remarkable cytotoxicity against HepG2 and HCT116 cells with IC50 < 0.1 μg/mL, while compounds 2, 4, 5, 6, and 9 exerted potent cytotoxicity against HepG2. Finally, B. indica is a potential source of candidate compounds for the development of anti-inflammatory and antitumor therapies.

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Section: Resultsmentioning

confidence: 99%

Phytochemical Analysis, Anti-inflammatory, and Anticancer Activities of the Halophyte Herb Bassia indica

Othman

Amen

Inoue

et al. 2022

Natural Product Communications

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“…The cytotoxicity of compounds and extracts against Raw 264.7 cells was first determined by the MTT assay . In short, Raw 264.7 cells were cultured in 96-well plates with DMEM at a concentration of 5 × 10 4 per well and incubated for 24 h in a CO 2 incubator.…”

Section: Methodsmentioning

confidence: 99%

Antichilblain Components in Eggplant Based on Network Pharmacology and Biological Evaluation

Shi

Chen

et al. 2023

J. Agric. Food Chem.

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Eggplant, the fruit of Solanum melongena L. (Solanaceae), is applied externally to relieve the symptoms of chilblains in the folk in East Asia. However, the mechanisms and biological ingredients are not clear. A network pharmacology approach was used to shed light on the mechanisms of eggplant against chilblains, which illustrated that anti-inflammation and antioxidation are mainly involved in the curative effects. Bioassay-guided assays led to the isolation of 44 ingredients (1–44), including two new natural compounds (1–2) and 42 known compounds. Thirteen compounds (3–15) were first reported from the Solanum genus. The anti-inflammatory and antioxidative effects of all isolates were evaluated, and the results showed that 11 compounds have anti-inflammatory activity and 27 have antioxidant activity. Fatty acids, flavonoids, alkaloids, phenolic acids, saponins, and lignans from eggplant have certain anti-inflammatory and antioxidant effects. These results provide a scientific basis for eggplant to treat chilblains.

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“…Triterpenoid saponins received extensive attention for their potential medicinal value, such as anti-inflammatory, antitumor, antidiabetic, hepatoprotective, antimicrobial, antimycotic, analgesic, immunomodulatory, and cardiotonic. ,, Especially in the field of antibacterial applications, a variety of triterpenoid saponins from quinoa crops have been found to have antibacterial activity in recent years. − These saponins inhibit the growth of Gram-positive and Gram-negative microorganisms . Oleanane-type triterpenoid saponins from Paullinia pinnata show antibacterial effects on S.…”

Section: Introductionmentioning

confidence: 99%

Effect of Glycone Diversity on the Interaction of Triterpenoid Saponins and Lipid Bilayers

Monje-Galvan

2023

ACS Appl. Bio Mater.

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Triterpenoid saponins are organic compounds widely available in the plant kingdom. These molecules have received extensive attention due to their antibacterial activity against both Gram-negative and Gram-positive bacteria. Recent studies identified the antibacterial activity of saponins closely relates to their interaction with bacterial membrane lipids; however, molecular details of this interaction remain unclear. Increased understanding of the mechanisms to disrupt bacterial lipid bilayers can help to mitigate development of antibiotic resistance. Here, we examined the effect of chemical structure and deprotonation states of saponin on its interaction with a bacterial membrane model using molecular dynamics simulations. We run multiple simulations with a ternary lipid mixture of POPE/POPG/ DPPG (80/15/5 mol %) and different saponin molecules. While all saponin structures can permanently bind the membrane, their location and orientation inside the bilayer depend on the sugar chains attached to their backbone. Similarly, cluster formation and stability also depend on the chemical structure of the saponin molecule. Deprotonation site affects interactions with the bilayer by modulating hydrophilicity of the molecules. At the low concentrations simulated in this work, there is no statistically significant change in the membrane properties upon saponin(s) binding, but the molecules do preferentially partition to POPE lipid environment.

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Pentacyclic Triterpenoid Saponins, Poterinasides A–J, from Silverweed Cinquefoil Roots Promising Hepatoprotective and Anti-inflammatory Agents

Cited by 8 publications

References 35 publications

Phytochemical Analysis, Anti-inflammatory, and Anticancer Activities of the Halophyte Herb Bassia indica

Phytochemical Analysis, Anti-inflammatory, and Anticancer Activities of the Halophyte Herb Bassia indica

Antichilblain Components in Eggplant Based on Network Pharmacology and Biological Evaluation

Effect of Glycone Diversity on the Interaction of Triterpenoid Saponins and Lipid Bilayers

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