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    Goniothalamin
    Goniothalamin
    Information
    CAS No. 17303-67-2 Price
    Catalog No.CFN97803Purity> 95%
    Molecular Weight200.23Type of CompoundPhenols
    FormulaC13H12O2Physical DescriptionPowder
    Download Manual    COA    MSDS    SDFSimilar structuralComparison (Web)
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    Goniothalamin Description
    Source: The herbs of Goniothalamus griffithii
    Biological Activity or Inhibitors: 1. Goniothalamin enhances rather than inhibits the ATPase activity of a cyanobacterial Hsp90 (HtpG) and a yeast Hsp90, increases both K(m) and k(cat) of the Hsp90s.
    2. Goniothalamin induces oxidative stresses and inhibits the expression of cell wall-associated proteins resulting in growth inhibition of Arabidopsis seedlings.
    3. Goniothalamin has gastroprotective activity which is inhibited after pre-treatment with NEM (N-ethylmaleimide) and NSAID (non-steroidal anti-inflammatory drugs), highlighting the importance of sulfhydryl compounds and prostaglandins on Goniothalamin activity.
    4. Goniothalamin is a natural product that has been demonstrated to induce apoptosis in various cancer cell lines, can induce cytotoxicity and apoptosis on RT4 cells, induce apoptosis on HepG2 liver cancer cells via induction of caspase-3 with less sensitivity on the cell line of Chang cells.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 4.9943 mL 24.9713 mL 49.9426 mL 99.8851 mL 124.8564 mL
    5 mM 0.9989 mL 4.9943 mL 9.9885 mL 19.977 mL 24.9713 mL
    10 mM 0.4994 mL 2.4971 mL 4.9943 mL 9.9885 mL 12.4856 mL
    50 mM 0.0999 mL 0.4994 mL 0.9989 mL 1.9977 mL 2.4971 mL
    100 mM 0.0499 mL 0.2497 mL 0.4994 mL 0.9989 mL 1.2486 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Goniothalamin References Information
    Citation [1]

    J Biochem. 2015 Mar;157(3):161-8.

    Goniothalamin enhances the ATPase activity of the molecular chaperone Hsp90 but inhibits its chaperone activity.[Pubmed: 25294885]
    We studied effect of a naturally occurring styryl-lactone Goniothalamin on the activity of Hsp90. Although many drugs targeting Hsp90 inhibit the ATPase activity of Hsp90, Goniothalamin enhanced rather than inhibited the ATPase activity of a cyanobacterial Hsp90 (HtpG) and a yeast Hsp90. It increased both K(m) and k(cat) of the Hsp90s. Domain competition assays and tryptophan fluorescence measurements with various truncated derivatives of HtpG indicated that Goniothalamin binds to the N-terminal domain of HtpG. Goniothalamin did not influence on the interaction of HtpG with a non-native protein or the anti-aggregation activity of HtpG significantly. However, it inhibited the activity of HtpG that assists refolding of a non-native protein in cooperation with the Hsp70 chaperone system. This is the first report to show that a small molecule that binds to the N-terminal domain of Hsp90 activates its ATPase activity, while inhibiting the chaperone function of Hsp90.
    Citation [2]

    BMC Complement Altern Med. 2014 Aug 9;14:295.

    Involvement of Seladin-1 in goniothalamin-induced apoptosis in urinary bladder cancer cells.[Pubmed: 25107315]
    Goniothalamin is a natural product that has been demonstrated to induce apoptosis in various cancer cell lines. In this study, we have elucidated the role of Seladin-1 in Goniothalamin-induced cytotoxicity towards human urinary bladder cancer cell line RT4. METHODS: The cytotoxicity of Goniothalamin in human urinary bladder cancer cell line RT4 was assessed using MTT assay and the mode of cell death was determined by Annexin V-FITC/PI labeling assay. Finally, the expression of Seladin-1 protein in Goniothalamin-treated RT4 cells was determined by Western blot. RESULTS: MTT assay showed that the cytotoxicity of Goniothalamin on RT4 cells was concentration and time dependent with IC50 values of 61 μM (24 hr), 38 μM (48 hr) and 31 μM for 72 hr, respectively. Cell death induced was confirmed through apoptosis; as assessed using the Annexin V-FITC/PI labeling assay. Furthermore, the involvement of Seladin-1 in Goniothalamin-induced apoptosis was evidenced through the cleavage of 60 kDa protein to 40 kDa and 20 kDa. This was followed by a gradual increase of 20 kDa fragment suggesting the involvement of Seladin-1 in Goniothalamin-induced apoptosis on RT4 cells. CONCLUSION: This study demonstrates that Goniothalamin induce cytotoxicity and apoptosis on RT4 cells. The involvement of Seladin-1 in Goniothalamin-induced apoptosis further suggested that Seladin-1 may play a role in the formation of primary bladder cancer.
    Citation [3]

    Nat Prod Commun. 2015 May;10(5):725-7.

    Transcriptomic evaluation of plant growth inhibitory activity of goniothalamin from the Malaysian medicinal plant Goniothalamus andersonii.[Pubmed: 26058144]
    Goniothalamin produced by the Malaysian medicinal plant, Goniothalamus andersonii J. Sinclair, strongly inhibits plant growth. However, its mode of action has not been characterized at the gene expression level. We conducted DNA microarray assay to analyze the changes in early gene responses of Arabidopsis thaliana seedlings. After a 6-h exposure to Goniothalamin, we observed an upregulation of genes highly associated with heat response, and 22 heat shock protein (AtHSP) genes were upregulated more than 50 fold. Together with these genes, we observed upregulation of the genes related to oxidative stress and protein folding. Also, the genes related to cell wall modification and cell growth, expansin (AtEXPA) genes, were significantly downregulated. The results suggested that Goniothalamin induces oxidative stresses and inhibits the expression of cell wall-associated proteins resulting in growth inhibition of Arabidopsis seedlings.
    Citation [4]

    Chem Biol Interact. 2014 Nov 10;224C:206-212.

    Gastroprotective effects of goniothalamin against ethanol and indomethacin-induced gastric lesions in rats: Role of prostaglandins, nitric oxide and sulfhydryl compounds.[Pubmed: 25451594]
    Goniothalamin (GTN), a styryl-lactone, is a secondary metabolite naturally found in its enantiomeric form (R) in plants of the genus Goniothalamus (Annonaceae). Our group reported on the in vivo activity of (R)- and (S)-Goniothalamin as well as its racemic form (rac-Goniothalamin) in both Ehrlich solid tumor and carrageenan-induced paw edema in mice, without side effects in the effective doses. Despite the rich body of data on the in vitro Goniothalamin biological activity, much less is known about its in vivo pharmacological action. Herein we describe the gastroprotective activity of rac-Goniothalamin on chemical-induced gastric ulcers models in rats. Goniothalamin has a potent gastroprotective effect on ethanol-induced ulcers (effective dose50=18mg/kg) and this activity is dependent on sulfhydryl compounds and prostaglandins generation, but independent of nitric oxide (NO), gastric secretion and mucus production. This hypothesis is supported by the fact that Michael acceptors are the most potent inducers of antioxidant response (as activation of Nrf2 pathway) through generation of mild oxidative stress and that gastroprotective activity of Goniothalamin is inhibited after pre-treatment with NEM (N-ethylmaleimide) and NSAID (non-steroidal anti-inflammatory drugs), highlighting the importance of sulfhydryl compounds and prostaglandins on Goniothalamin activity.
    Citation [5]

    Nat Prod Res. 2013;27(23):2216-8.

    Goniothalamin selectively induces apoptosis on human hepatoblastoma cells through caspase-3 activation.[Pubmed: 23767409]
    Goniothalamin is a biologically active styrylpyrone derivative isolated from various Goniothalamus species. The ability of Goniothalamin to induce apoptosis via caspase-3 activation against hepatoblastoma (HepG2) and normal liver cells (Chang cells) was studied using morphological and biochemical evaluations. HepG2 and Chang cells were treated with Goniothalamin for 72 h and analysed by TUNEL and Annexin-V/PI staining. Furthermore, the post-mitochondrial caspase-3 was quantified using ELISA. In view of our results, Goniothalamin induced apoptosis on treated cells via alteration of cellular membrane integrity and cleavage of DNA. On the other hand, post-mitochondrial caspase-3 activity was significantly elevated in HepG2 cells treated with Goniothalamin after 72 h. These findings suggest that Goniothalamin induced apoptosis on HepG2 liver cancer cells via induction of caspase-3 with less sensitivity on the cell line of Chang cells.