Filsuvez (birch triterpenes)

To treat wounds associated with dystrophic and junctional epidermolysis bullosa Drug Trials Snapshot

FDA Approval: 12/18/2023

Research Synopsis

  • * Research indicates that certain triterpenoids, like betulinic acid from white birch bark, can selectively induce apoptosis in melanoma cells, suggesting a promising route for melanoma treatment.
  • * A specific study highlighted that betulinic acid not only halts tumor growth in mice but also spares healthy tissue, thus showing potential for cancer therapy.
  • * The bark of Betula species has been noted for its rich triterpenoid content, which has been linked to beneficial pharmacological properties, such as cholesterol-lowering and anti-inflammatory effects.
  • * Triterpenes found in birch, such as papyriferic acid, have demonstrated defensive properties against herbivores and may contribute to the plant's natural resilience mechanisms.
  • * Current research involves the exploration of new derivatives of betulin, seeking to enhance the biological activity of these compounds through chemical modifications.
  • * Some studies identified specific chemical characteristics of triterpenes, including the influence of their hydroxyl group configurations on cytotoxicity, providing insights for future drug development.
  • * A range of findings point to the promise of birch triterpenes in cancer treatment, showing efficacy in various models, including their effective suppression of tumor-promoting pathways in leukemia.
  • * The ongoing research underscores the multicentric potential of Filsuvez as not only an anti-cancer agent but also for its roles in reducing inflammation and protecting liver health, among other applications.
  • * The synthesis of new triterpene derivatives continues to support the enhancement of their therapeutic profiles, opening avenues for innovations in pharmacology based on natural products.

Related articles

Research articles about Filsuvez (birch triterpenes)

Filsuvez (birch triterpenes)

[Triterpenes of Betula pendula Roth and Betula pubescens Ehrh. Comparative study of the bark].

London, UK

2 hours ago

1 Received

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Defense of winter-dormant Alaska paper birch against snowshoe hares.

London, UK

2 hours ago

1 Received

  • Snowshoe hares prefer mature growth-phase internodes of Alaska paper birch over juvenile ones because the latter have low nutritional value.
  • The preference can't be explained by inorganic nutrients or basic chemical components but is linked to differences in secondary metabolites.
  • Juvenile internodes contain high levels of papyriferic acid, a triterpene that deters snowshoe hares from feeding, making them 25 times more concentrated in juvenile internodes compared to mature ones.

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Saponins in the leaves of birch? Hemolytic dammarane triterpenoid esters of Betula pendula.

London, UK

2 hours ago

1 Received

  • The structures of these compounds were determined using chemical techniques and spectroscopy.
  • Contrary to previous studies claiming the presence of saponins in birch leaves, the hemolytic activity was actually due to the isolated dammarane esters, which also showed no diuretic effect in male Wistar rats when administered orally.

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[The pharmacological properties of the triterpenoids from birch bark].

London, UK

2 hours ago

1 Received

  • The birch bark was used to create a new triterpenic drug called betulenol and its derivative, diacetate.
  • Tests on rats showed that these compounds exhibited beneficial effects, including lowering lipid levels, promoting bile flow, preventing kidney stones, and protecting liver health.
  • The effectiveness of betulenol and diacetate was found to be greater than that of existing official drugs used for similar purposes.

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Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis.

London, UK

2 hours ago

1 Received

  • Betulinic acid, a natural compound from white birch bark, has been identified as a specific agent that can kill melanoma cells without harming healthy tissue.
  • In studies with mice that had human melanoma, betulinic acid completely stopped tumor growth and triggered apoptosis (a form of programmed cell death).
  • The compound is not only affordable and readily available, but it is also in preclinical development for treating or preventing malignant melanoma.

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New dammaranes, esterified with malonic acid, from leaves of Betula pendula.

London, UK

2 hours ago

1 Received

  • Researchers identified three known and five new dammarane triterpenes from an ethanol-water extract of Betula pendula Roth leaves, all esterified with malonic acid at C-3 and showing hemolytic activity.
  • The identified compounds include various tetra- and pentahydroxydammar-25-en-3-yl derivatives, with one new compound being previously found in other Betula species.
  • The structures of these compounds were determined using advanced techniques like mass spectrometry (MS) and various nuclear magnetic resonance (NMR) methods.

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Cytotoxicity of natural ginseng glycosides and semisynthetic analogues.

London, UK

2 hours ago

1 Received

  • The study analyzed the cytotoxic effects of natural glycosides from Ginseng and semisynthetic derivatives from dammarane triterpenes on different cancer cell lines.
  • Natural glycosides exhibited the least cytotoxicity, while dammarane triterpenes showed moderate effects, with those containing keto groups being more active.
  • Cytotoxicity was inversely related to the number of sugar and hydroxy groups in the compounds, with side chain types and C-3 configurations having minimal impact.

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[A comparative study of the hemolytic activity of triterpene polyols of the dammarane series].

London, UK

2 hours ago

1 Received

  • * Polyols with an acyclic side chain and four hydroxyl (OH) groups exhibited greater hemolytic activity than those with three or five OH groups.
  • * Triterpenes featuring a tetrahydrofurane cycle showed increased hemolytic effects at an acidic pH of 5.0 and a higher temperature of 45°C, while compounds with a 24(S) configuration lysed red blood cells more slowly than those with a 24(R) configuration, regardless of the side chain

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A comparison of the composition of epicuticular wax from red raspberry (Rubus idaeus L.) and hawthorn (Crataegus monogyna Jacq.) flowers.

London, UK

2 hours ago

1 Received

  • Epicuticular waxes from raspberry and hawthorn flowers were analyzed, revealing similar alkane profiles but differing amounts of various compounds.
  • Raspberry flower wax contained unique fatty acid methyl esters that were not found in hawthorn, and different long-chain alcohol-fatty acid esters were predominant in each species.
  • Both types of flower waxes included pentacyclic triterpenoids, with raspberry having mainly ursolic and oleanolic acids, while hawthorn also had notable amounts of alpha- and beta-amyrins.

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Microbial transformations of two lupane-type triterpenes and anti-tumor-promoting effects of the transformation products.

London, UK

2 hours ago

1 Received

  • The fungus Chaetomium longirostre transformed betulin and betulonic acid, leading to the creation of four new metabolites (compounds 3-6) with distinct chemical structures.
  • These metabolites, along with betulin and betulonic acid, were tested for their ability to inhibit Epstein-Barr virus early antigen (EBV-EA) activation, a process related to tumor promotion.
  • All tested triterpenes demonstrated strong inhibitory effects, with metabolites 3-6 showing particularly potent results compared to the original compounds.

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Preparation of a 24-nor-1,4-dien-3-one triterpene derivative from betulin: a new route to 24-nortriterpene analogues.

London, UK

2 hours ago

1 Received

  • Researchers have developed a method to create 24-nortriterpene derivatives, specifically focusing on 2-hydroxy-Delta(1,4)-cyclohexadien-3-one A-rings from triterpene compounds, starting with betulin.
  • The process involves a critical Suárez cleavage of the A-ring, which is a reaction that breaks it down, and then uses a SmI(2)-mediated pinacol-type coupling to reform the A-ring after removing a specific carbon.
  • The transformation highlights innovative reactions that modify betulin to create derivatives of betulinic acid, which could have potential applications in various fields.

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[Synthesis and pharmacological activity of betulin dinicotinate].

London, UK

2 hours ago

1 Received

  • The study refined the assignment of NMR (Nuclear Magnetic Resonance) resonances specifically for the compound 3,28-dinicotinoylbetulin, which is derived from betulin through acylation.
  • The compound exhibited several biological activities, including hepatoprotective, anti-inflammatory, anti-ulcer, reparative, and even anti-HIV effects.
  • This research also identified immunomodulatory activity in lupane triterpenoids for the first time, indicating its potential applications in immunology.

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Oxidosqualene cyclases from cell suspension cultures of Betula platyphylla var. japonica: molecular evolution of oxidosqualene cyclases in higher plants.

London, UK

2 hours ago

1 Received

  • Betula platyphylla var. japonica is notable for its high triterpenoid content, with different types found in its leaves and bark.
  • Scientists cloned four oxidosqualene cyclase (OSC) cDNAs from this plant and introduced them into a yeast strain to study their enzyme activities.
  • A phylogenetic analysis was conducted to show that OSCs with similar functions cluster together, indicating a link between their reaction mechanisms and evolutionary relationships among different plant species.

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[Cytotoxic activity of dammarane triterpenoids from birch leaves].

London, UK

2 hours ago

1 Received

  • The study investigates the cytotoxic effects of dammarane triterpenoids isolated from beach leaves, focusing on their chemical structure differences from ginseng genin.
  • It finds that the orientation of the C-3 OH-group does not influence cytotoxicity, with variations in OH-groups affecting activity levels among the triterpenoids tested.
  • One specific triterpenoid, Dammar-24-ene-3 alpha 2 beta,17 alpha,20(S)-tetraol, shows significant cytotoxicity against Ehrlich ascite carcinoma cells and enhances the effectiveness of the anthracycline antibiotic carminomycin.

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Betulinic acid-induced programmed cell death in human melanoma cells involves mitogen-activated protein kinase activation.

London, UK

2 hours ago

1 Received

  • - Betulinic acid, found in the white birch tree, has been shown to promote programmed cell death in human melanoma cells by activating specific proapoptotic pathways while not affecting antiapoptotic pathways.
  • - The study suggests that reactive oxygen species (ROS) play a critical role in the signaling process, as antioxidants were able to inhibit both cell death and MAPK activation induced by betulinic acid.
  • - Additionally, betulinic acid treatment leads to changes in mitochondrial membrane potential, contributing to cell death, with p38 protein having a moderating effect, and no involvement of known caspases observed in the apoptosis process.

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New oleanene and fernane-type triterpenes from the stem bark of Betula pendula roth.

London, UK

2 hours ago

1 Received

  • A new type of triterpene named betuloleanolic acid acetate and two isomeric fernane-type triterpenes, betufernanediol A and betufernanediol B, have been discovered from the bark of Betula pendula.
  • The structural identities of these compounds were determined using spectral data and chemical reactions.
  • Betuloleanolic acid acetate is classified as an oleanene-type, while betufernanediols A and B are both classified as fernane-type triterpenes.

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Betulinic acid suppresses carcinogen-induced NF-kappa B activation through inhibition of I kappa B alpha kinase and p65 phosphorylation: abrogation of cyclooxygenase-2 and matrix metalloprotease-9.

London, UK

2 hours ago

1 Received

  • Betulinic acid (BA), a compound from white birch bark, selectively induces apoptosis in tumor cells and has anti-inflammatory and immunomodulatory effects.
  • The study found that BA inhibits the activation of the transcription factor NF-kappaB, which plays a crucial role in inflammation and immune responses, by blocking its activation triggered by various agents.
  • BA not only suppresses the expression of NF-kappaB-regulated genes involved in inflammation but also enhances apoptosis in response to TNF treatment, suggesting its potential therapeutic benefits in cancer and inflammatory conditions.

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The hemolytic activity of epoxydammarane triterpenoids.

London, UK

2 hours ago

1 Received

  • The study focused on the hemolytic activity of epoxydammarane triterpenoids from Betula species and their modified forms.
  • Comparative tests at different pH levels and temperatures revealed that certain derivatives had lower hemolytic potency compared to their polyol counterparts.
  • Triterpenoids with a specific hydroxyl configuration (3alpha-OH) were more potent than those with a different configuration (3beta-OH), with malonic acid-esterified compounds showing the highest hemolytic activity.

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Betulinic acid-induced apoptosis in leukemia cells.

London, UK

2 hours ago

1 Received

  • Betulinic acid (BA), derived from Birch trees, has been shown to effectively induce cell death (apoptosis) in pediatric acute leukemia cells while showing low toxicity in animal models.
  • In tests, BA was more effective than most conventional cancer drugs and showed strong efficacy against tumor relapses, with no observed resistance between BA and traditional therapies.
  • The apoptosis mechanism in leukemia cells involves caspases and mitochondrial changes, suggesting that BA could be a promising candidate for future leukemia treatments.

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