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    Gossypin
    Information
    CAS No. 652-78-8 Price $100 / 20mg
    Catalog No.CFN91987Purity>=98%
    Molecular Weight480.38Type of CompoundFlavonoids
    FormulaC21H20O13Physical DescriptionPowder
    Download     COA    MSDSSimilar structuralComparison (Web)  (SDF)
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    Gossypin

    Gossypin
    Product Name Gossypin
    CAS No.: 652-78-8
    Catalog No.: CFN91987
    Molecular Formula: C21H20O13
    Molecular Weight: 480.38 g/mol
    Purity: >=98%
    Type of Compound: Flavonoids
    Physical Desc.: Powder
    Targets: Beta Amyloid | p65 | NF-kB | IkB | Bcl-2/Bax | Caspase | IL Receptor | COX | VEGFR | c-Myc | MMP(e.g.TIMP) | GABA Receptor | LDL | HMG-CoA Reductase | ERK | SOD | TNF-伪 | Antifection | IKK
    Source: The roots of Glycyrrhiza uralensis
    Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
    Price: $100 / 20mg
    Inquire / Order: manager@chemfaces.com
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  • BMC Complement Altern Med.2018, 18(1):221
  • J Biol Chem.2014, 289(3):1723-31
  • Korean Journal of Pharmacognosy2017, 48(4):320-328
  • J. of Med. Plant Research.2013, 90-151
  • Pharmacological Reports2020, 1-9
  • Molecules.2019, 24(6):E1177
  • Int J Biol Macromol.2020, 161:1230-1239.
  • Nat Commun.2019, 10(1):2745
  • Phytother Res.2016, 30(12):2020-2026
  • Korean Journal of Pharmacognosy2019, 50(4):285-290
  • Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
    10 mM * 1 mL in DMSO / Inquiry / In-stock
    Related Libraries
  • Flavonoids Compound Library
  • VEGFR Inhibitor Library
  • TNF-α Inhibitor Library
  • SOD Inhibitor Library
  • p65 Inhibitor Library
  • NF-kB Inhibitor Library
  • MMP(e.g.TIMP) Inhibitor Library
  • LDL Inhibitor Library
  • IL Receptor Inhibitor Library
  • IKK Inhibitor Library
  • IkB Inhibitor Library
  • HMG-CoA Reductase Inhibitor Library
  • GABA Receptor Inhibitor Library
  • ERK Inhibitor Library
  • COX Inhibitor Library
  • c-Myc Inhibitor Library
  • Caspase Inhibitor Library
  • Beta Amyloid Inhibitor Library
  • Bcl-2/Bax Inhibitor Library
  • Antifection Inhibitor Library
  • Biological Activity
    Description: Gossypin has antidiabetic, antioxdiant, anticonvulsant, anti-allergic, antiinflammatory, antinociceptive, cytotoxic and antibacterial activities; it inhibits the NF-kappaB activation pathway, which may explain its role in the suppression of inflammation, carcinogenesis, and angiogenesis. Gossypin is a new hypocholesterolemic agent that up-regulates LDLR expression independent of SREBP-2 but is dependent on ERK activation. Gossypin has ameliorative effect against gentamicin-induced nephrotoxicity in rats. Gossypin also shows inhibitory effects on RANKL-induced osteoclast differentiation and bone resorption in murine macrophages (LB364).
    Targets: Beta Amyloid | p65 | NF-kB | IkB | Bcl-2/Bax | Caspase | IL Receptor | COX | VEGFR | c-Myc | MMP(e.g.TIMP) | GABA Receptor | LDL | HMG-CoA Reductase | ERK | SOD | TNF-α | Antifection | IKK
    In vitro:
    Arch Pharm Res. 2004 Apr;27(4):454-9.
    Gossypin protects primary cultured rat cortical cells from oxidative stress- and beta-amyloid-induced toxicity.[Pubmed: 15180313]
    The present study investigated the effects of Gossypin, 3,3',4',5,7,8-hexahydroxyflavone 8-glucoside, on the toxicity induced by oxidative stress or beta-amyloid (Abeta) in primary cultured rat cortical cells.
    METHODS AND RESULTS:
    The antioxidant properties of Gossypin were also evaluated by cell-free assays. Gossypin was found to inhibit the oxidative neuronal damage induced by xanthine/xanthine oxidase or by a glutathione depleting agent, D,L-buthionine (S,R)-sulfoximine. In addition, Gossypin significantly attenuated the neurotoxicity induced by Abeta(25-35). Furthermore, Gossypin dramatically inhibited lipid peroxidation initiated by Fe2+ and ascorbic acid in rat brain homogenates. It also exhibited potent radical scavenging activity generated from 1,1-diphenyl-2-picrylhydrazyl.
    CONCLUSIONS:
    These results indicate that Gossypin exerts neuroprotective effects in the cultured cortical cells by inhibiting oxidative stress- and Abeta-induced toxicity, and that the antioxidant properties of Gossypin may contribute to its neuroprotective actions.
    Indian Journal of Pharmacology,2008, 39(6):281-283.
    Free radical scavenging activity of gossypin and nevadensin: An in-vitro evaluation.[Reference: WebLink]
    The antioxidant potential of Gossypin and nevadensin, two flavonoid compounds, were evaluated by in vitro methods.
    METHODS AND RESULTS:
    Gossypin, nevadensin, and the reference standard, butylated hydroxyl toluene (BHT), were evaluated for DPPH (1, 1-diphenyl-2-picrylhydrazyl), nitric oxide, superoxide, and hydroxyl radical scavenging activity. Gossypin and BHT showed the potential for significant DPPH radical inhibition of up to 88.52 and 91.45% at 100 μg/ml concentration. With a 100 μg/ml concentration of Gossypin, the in vitro nitric oxide, superoxide, and hydroxyl radical scavenging activity was found to be 74.00, 74.22, and 67.15%, respectively; and with 100 μg/ml of BHT the corresponding values were 82.24, 81.76, and 73.03% of inhibition, respectively.
    CONCLUSIONS:
    The study results showed that Gossypin has significant antioxidant activity.
    Natural Product Sciences,2007,13(4):300-303.
    Cytotoxic and antibacterial activities of gossypin.[Reference: WebLink]

    METHODS AND RESULTS:
    Gossypin, a naturally occurring polyhydroxy flavonoid, when subjected to in vitro cytotoxic screening against vero cell lines exhibited 68.75% inhibition at a concentration of 1000 μg. When tested against five bacteria and five fungi, the flavone derivative showed a moderate activity against Staphylococcus aureus and Escherichia coli, mild inhibition against Pseudomonas aerugenosa and Salmonella typhi and no activity against any of the tested fungi, in the concentrations studied.
    Faseb Journal, 2014, 28.
    Inhibitory effects of gossypin on RANKL-induced osteoclast differentiation and bone resorption in murine macrophages (LB364)[Reference: WebLink]
    Bone-remodeling imbalance between bone formation by osteoblasts and bone resorption by osteoclasts results in the metabolic bone diseases such as osteoporosis. Gossypin is a naturally-occurring bioflavonoid seen in vegetables and fruit, as being a treatment for melanoma.
    METHODS AND RESULTS:
    The present study investigated that 1-20 μM Gossypin suppressed RANKL-induced bone resorption in Raw 264.7 macrophages. To differentiate to osteoclasts, macrophages were treated with 50 ng/ml RANKL for 5 days. RANKL enhanced multi-nucleated osteoclast formation and tartrate-resistance acid phosphatase activity, which was dose-dependently attenuated by Gossypin. Western blot analysis revealed that Gossypin suppressed RANKL induction of integrin β3 and carbonic anhydrase II in macrophage-derived osteoclasts.
    CONCLUSIONS:
    These results demonstrate that Gossypin retarded the differentiation and activation of osteoclasts to be integrated on bone tissue. Therefore, Gossypin is a potent agent in alleviating bone resorption of osteoclasts.
    In vivo:
    Phytother Res. 2009 Jun;23(6):878-84.
    Antiinflammatory and antinociceptive activities of gossypin and procumbentin--cyclooxygenase-2 (COX-2) inhibition studies.[Pubmed: 19107863]
    In the present study the antiinflammatory and antinociceptive activities of a few selected flavonoids were investigated.
    METHODS AND RESULTS:
    Procumbentin, Gossypin, chrysin and methylhespiridin were studied for antiinflammatory and antinociceptive activities using in vitro enzymatic assays and in animal models utilizing acetic acid-induced writhing in mice and hind paw edema in rats. In vitro studies were performed using TMPD (NNN'N'-tetramethyl-p-phenylene diamine) and oxygraphic methods for COX-1 (cyclooxygenase-1), COX-2, 5-LOX (5-lipoxygenase) and 15-LOX. Gossypin and procumbentin showed COX-2 inhibitory activity and exhibited IC(50) (COX-2/COX-1) ratios of 0.14 and 0.11, respectively. None of the flavonoids tested in this study showed LOX inhibitory activity. Four groups were studied for each test compound following intraperitoneal (i.p.) administration of doses of 10, 30 and 100 mg/kg. Antiinflammatory activity was measured by the carrageenin-induced rat hind paw edema model and antinociceptive activity by acetic acid-induced writhing.
    CONCLUSIONS:
    Procumbentin and Gossypin showed antinociceptive activity at the 100 mg/kg dose. Gossypin showed antiinflammatory activity at doses of 10, 30, 100 mg/kg. Procumbentin and Gossypin exhibited COX-2 inhibitory activity when tested by in vitro methods. Procumbentin and Gossypin showed antinociceptive, and Gossypin showed antiinflammatory, activities.
    J Diabetes. 2012 Mar;4(1):41-6.
    Antidiabetic activity of gossypin, a pentahydroxyflavone glucoside, in streptozotocin-induced experimental diabetes in rats.[Pubmed: 21722326]
    Most of the currently available oral hypoglycemic drugs for the treatment of diabetes mellitus elicit detrimental side effects. Hence, the search for plant-derived products for the treatment of diabetes continues. Gossypin, a pentahydroxy flavone glucoside found in the flowers of Hibiscus vitifolius, has many biological properties, including as an antioxidant, anti-inflammatory and anticancer agent. The aim of the present study was to evaluate the effect of Gossypin in streptozotocin (STZ)-induced experimental diabetes in rats.
    METHODS AND RESULTS:
    Diabetic rats were administered 20 mg/kg per day Gossypin orally for 30 days. On the 28th day, rats were subjected to an oral glucose tolerance test. In addition, blood glucose, plasma insulin, hemoglobin, and HbA1c levels were determined, as was the glycogen content of the liver and muscles. Plasma protein and blood urea were also estimated. Oral administration of Gossypin to diabetic rats resulted in improved glucose tolerance. Increased blood glucose and HbA1c levels and the reduced plasma insulin and hemoglobin levels in diabetic rats were significantly reversed to near normal after oral administration of Gossypin. Furthermore, the glycogen content of the liver and muscles was significantly improved after Gossypin treatment of diabetic rats, and plasma protein and blood urea levels were almost normalized. The data obtained in Gossypin-treated rats were comparable with those obtained following gliclazide treatment of rats, a standard reference drug for diabetes.
    CONCLUSIONS:
    The results of the present study indicate that Gossypin has potent antidiabetic activity in STZ-induced experimental diabetes in rats.
    Gossypin Description
    Source: The roots of Glycyrrhiza uralensis
    Solvent: DMSO, Pyridine, Methanol, Ethanol, 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.
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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.0817 mL 10.4084 mL 20.8169 mL 41.6337 mL 52.0421 mL
    5 mM 0.4163 mL 2.0817 mL 4.1634 mL 8.3267 mL 10.4084 mL
    10 mM 0.2082 mL 1.0408 mL 2.0817 mL 4.1634 mL 5.2042 mL
    50 mM 0.0416 mL 0.2082 mL 0.4163 mL 0.8327 mL 1.0408 mL
    100 mM 0.0208 mL 0.1041 mL 0.2082 mL 0.4163 mL 0.5204 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.
    Protocol
    Kinase Assay:
    Blood. 2007 Jun 15;109(12):5112-21.
    Gossypin, a pentahydroxy glucosyl flavone, inhibits the transforming growth factor beta-activated kinase-1-mediated NF-kappaB activation pathway, leading to potentiation of apoptosis, suppression of invasion, and abrogation of osteoclastogenesis.[Pubmed: 17332240]
    Gossypin, a flavone originally isolated from Hibiscus vitifolius, has been shown to suppress angiogenesis, inflammation, and carcinogenesis. The mechanisms of these activities, however, are unknown. Because nuclear factor-kappaB (NF-kappaB) is associated with inflammation, carcinogenesis, hyperproliferation, invasion, and angiogenesis, we hypothesized that Gossypin mediates its effects through modulation of NF-kappaB activation.
    METHODS AND RESULTS:
    In the present study, we demonstrate that Gossypin (and not gossypetin, an aglycone analog) inhibited NF-kappaB activation induced by inflammatory stimuli and carcinogens. Constitutive NF-kappaB activation in tumor cells was also inhibited by this flavone. Inhibition of I kappa B alpha kinase by Gossypin led to the suppression of I kappa B alpha phosphorylation and degradation, p65 nuclear translocation, and NF-kappaB-regulated gene expression. This, in turn, led to the down-regulation of gene products involved in cell survival (IAP2, XIAP, Bcl-2, Bcl-xL, survivin, and antiFas-associated death domain-like interleukin-1 beta-converting enzyme-inhibitory protein), proliferation (c-myc, cyclin D1, and cyclooxygenase-2), angiogenesis (vascular endothelial growth factor), and invasion (matrix metalloprotease-9). Suppression of these gene products by Gossypin enhanced apoptosis induced by tumor necrosis factor and chemotherapeutic agents, suppressed tumor necrosis factor-induced cellular invasion, abrogated receptor activator of NF-kappaB ligand-induced osteoclastogenesis, and vascular endothelial growth factor-induced migration of human umbilical vein endothelial cells.
    CONCLUSIONS:
    Overall, our results demonstrate that Gossypin inhibits the NF-kappaB activation pathway, which may explain its role in the suppression of inflammation, carcinogenesis, and angiogenesis.
    J Agric Food Chem. 2008 Dec 10;56(23):11526-32.
    Gossypin up-regulates LDL receptor through activation of ERK pathway: a signaling mechanism for the hypocholesterolemic effect.[Pubmed: 19007237]
    Hypercholesterolemia is one of the major risk factors for the development of cardiovascular disease. This study aims to elucidate the effect of Gossypin on cholesterol metabolism in HepG2 cells.
    METHODS AND RESULTS:
    Results indicated that Gossypin significantly reduced the total cholesterol concentration in a dose-dependent manner. There was a time- and dose-dependent increase in the expression of low-density lipoprotein receptor (LDLR) protein. However, 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase, the rate-limiting enzyme in cholesterol synthesis, was not affected by Gossypin. Moreover, Gossypin had no effect on nuclear sterol regulatory element binding proteins (SREBP)-2 abundance. The activity of Gossypin on LDLR expression was inhibited by the extracellular signal-regulated kinase (ERK) inhibitor PD98059. Western blotting analysis revealed that Gossypin treatment dose- and time-dependently increased ERK activation and preceded the up-regulation of LDLR expression.
    CONCLUSIONS:
    Collectively, these new findings identify Gossypin as a new hypocholesterolemic agent that up-regulates LDLR expression independent of SREBP-2 but is dependent on ERK activation.
    Cell Research:
    Indian J Biochem Biophys. 2010 Apr;47(2):90-5.
    Evaluation of anti-allergic activity of gossypin and suramin in mast cell-mediated allergy model.[Pubmed: 20521621]
    The mast cell-mediated allergic reactions are involved in many allergic diseases, such as asthma, allergic rhinitis and sinusitis. Stimulation of mast cells initiates the process of degranulation, resulting in the release of mediators such as histamine and an array of inflammatory cytokines.
    METHODS AND RESULTS:
    In this report, we investigated the effect of Gossypin (a biflavonoid) and suramin (a synthetic polysulphonated naphtylurea) on the mast cell-mediated allergy model, and studied the possible mechanism of their action. Both Gossypin and suramin inhibited (P<0.001) compound 48/80-induced systemic anaphylaxis reactions, antiprurities (P<0.001) and reduced the histamine release in rats. Further, both showed significant (P<0.001) protection against rat peritoneal mast cells activated by compound 48/80.
    CONCLUSIONS:
    Thus, our findings provide evidence that Gossypin and suramin inhibit mast cell-derived allergic reactions.
    Animal Research:
    Bangladesh Journal of Pharmacology, 2009,4(1).
    Anticonvulsant activity of bioflavonoid gossypin.[Reference: WebLink]
    The anticonvulsant activity of Gossypin was investigated by studying the effects on seizures induced by pentelentetrazole, strychnine and maximal electroshock convulsive methods in mice.
    METHODS AND RESULTS:
    Gossypin (10 and 20 mg/kg) significantly reduced the duration of convulsion in tonic seizure induced by pentelenetetrazole (95 mg/kg, intraperitoneally). Gossypin (20 mg/kg p.o) significantly reduced the tonic extensor convulsion induced by strychnine and maximum electroshock-induced convulsions.
    CONCLUSIONS:
    The data obtained suggest that Gossypin have anticonvulsant property and may probably be affecting both GABA aminergic and glycine inhibitory mechanism.
    Life Sci. 2017 May 1;176:75-81.
    Ameliorative effect of gossypin against gentamicin-induced nephrotoxicity in rats.[Pubmed: 28302561 ]
    Gentamicin (GEN) is an aminoglycoside antibiotic employed in treatment of life-threatening gram-negative infections, but one of its major side effects is the induction of nephrotoxicity. Therefore, the aim of this work was to scrutinize the possible protective effect of Gossypin against GEN-induced nephrotoxicity.
    METHODS AND RESULTS:
    Rats were randomly divided into four groups. First group served as a control, second group was injected with Gossypin (10mg/kg, orally) for 7days, third group was injected with GEN (80mg/kg, i.p.) and the fourth group was co-treated with GEN and Gossypin for 7days. GEN-treated group showed kidney dysfunction as proteinuria excretion rate, podocalyxin excretion rates, renal monocyte chemoattractant protein-1 (MCP-1), blood urea nitrogen (BUN) and plasma creatinine were significantly increased as well as tubular degeneration occur. The significant decrease in renal reduced glutathione (GSH) level, superoxide dismutase (SOD) and catalase (CAT) activities and an increase in thiobarbituric acid reactive substances (TBARs) level, indicated that GEN-induced nephrotoxicity through oxidative stress reactions. Also, GEN up-regulated both gene expression and renal levels of inflammatory cytokines TNF-α and IL-6. On the other hand, concurrent treatment of Gossypin plus GEN protected kidney tissues against nephrotoxic effects of GEN through elevated levels of renal GSH, SOD and CAT activities while decreased in renal TBARs level. In addition, Gossypin down-regulated gene expression and renal levels of inflammatory cytokines TNF-α and IL-6 induced by GEN.
    CONCLUSIONS:
    This study revealed that Gossypin exerts protection against nephrotoxicity induced by gentamicin via its antioxidant activity.
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