Gossypol (Synonyms: BL 193, (±)-Gossypol, NSC 56817, NSC 624336, Pogosin) |
Catalog No.GN10082
One-Click Copy Product Info
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Gossypol is a lipid-soluble polyphenolic compound extracted from the cotton plant with antifertility, antioxidant, and anticancer properties.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 303-45-7
Sample solution is provided at 25 µL, 10mM.
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Gossypol is a lipid-soluble polyphenolic compound extracted from the cotton plant with antifertility, antioxidant, and anticancer properties [1]. Gossypol can block the release and utilization of ATP in sperm cells, reduce the contents of cytoskeleton and microtubule β-tubulin in spermatogenic cells and sperm cells, and inhibit the calcium influx in the cell membrane of sperm cells, as well as the activities of Mg-ATPase and Ca-Mg-ATPase[2]. Gossypol has been widely used to inhibit the proliferation of various tumor cells and induce mitochondrial dysfunction in cancer cells [3].
In vitro, Gossypol treatment for 12 hours significantly promoted the death of Jurkat cells overexpressing Bcl-2 and Jurkat cells overexpressing Bcl-XL, with IC50 values of 18.1µM and 22.9µM, respectively[4]. Treatment with 80 µM Gossypol for 24 hours significantly induced cell necrosis in U266 cells and enhanced the production of reactive oxygen species and DNA damage[5]. Treatment with 20µM Gossypol for 24 hours significantly induced apoptosis in H1975 cells and inhibited the phosphorylation of EGFR as well as the downstream signaling pathways[6].
In vivo, Gossypol treatment via intraperitoneal injection at a dose of 10mg/kg/day for 4 weeks significantly inhibited tumor growth in the MDA-MB-468 xenograft mouse model and reduced VEGF-mediated angiogenesis[7]. A single intraperitoneal injection of 40mg/kg of Gossypol for 8 hours significantly alleviated lung injury in mice induced by lipopolysaccharide (LPS) and inhibited the production of cytokines[8].
References:
[1] Keshmiri-Neghab H, Goliaei B. Therapeutic potential of gossypol: an overview[J]. Pharmaceutical Biology, 2014, 52(1): 124-128.
[2] Gadelha I C N, Fonseca N B S, Oloris S C S, et al. Gossypol toxicity from cottonseed products[J]. The Scientific World Journal, 2014, 2014(1): 231635.
[3] Paunovic D, Rajkovic J, Novakovic R, et al. The potential roles of gossypol as anticancer agent: Advances and future directions[J]. Chinese Medicine, 2023, 18(1): 163.
[4] Oliver C L, Miranda M B, Shangary S, et al. (−)-Gossypol acts directly on the mitochondria to overcome Bcl-2-and Bcl-XL-mediated apoptosis resistance[J]. Molecular cancer therapeutics, 2005, 4(1): 23-31.
[5] Xu R, Tian E, Tang H, et al. Proteomic analysis of gossypol induces necrosis in multiple myeloma cells[J]. BioMed Research International, 2014, 2014(1): 839232.
[6] Wang Y, Lai H, Fan X, et al. Gossypol inhibits non-small cell lung cancer cells proliferation by targeting EGFRL858R/T790M[J]. Frontiers in pharmacology, 2018, 9: 728.
[7] Xiong J, Li J, Yang Q, et al. Gossypol has anti-cancer effects by dual-targeting MDM2 and VEGF in human breast cancer[J]. Breast Cancer Research, 2017, 19(1): 27.
[8] Liu Z, Yang Z, Fu Y, et al. Protective effect of gossypol on lipopolysaccharide-induced acute lung injury in mice[J]. Inflammation research, 2013, 62(5): 499-506.
| Cell experiment [1]: | |
Cell lines | H1975 cells |
Preparation Method | H1975 cells were grown in RPMI-1640 medium with 10% (v/v) fetal bovine serum (FBS), antibiotic/antimycotic solution at 37°C in 5% CO2/atmosphere. Cells were seeded in 96-well plates at a density of 3×103 cells and cultured overnight. After 72h of treatment with different concentrations of Gossypol (0, 10, 20, 30, 40, and 50µM), the cell viability was measured. |
Reaction Conditions | 0, 10, 20, 30, 40, and 50µM; 72h |
Applications | Gossypol treatment significantly inhibited the cell viability of H1975 cells in a dose-dependent manner. |
| Animal experiment [2]: | |
Animal models | Male BALB/c mice |
Preparation Method | Male BALB/c mice (6 weeks old; 18-22g) were housed singly in a standard environment with food and water ad libitum. Gossypol (40mg/kg) was given by intraperitoneal injection (i.p.). Blank control and LPS group mice were given an equal volume of distilled water by i.p. 1h later, mice were slightly anesthetized with an inhalation of diethyl ether, 10μg of LPS in 50μl PBS was instilled intranasally (i.n.) to induce lung injury. Blank control group mice were given a 50μl PBS by i.n. without LPS. All the mice were alive after 7h LPS treatment. The mice were killed by exsanguination at 7h after the administration of LPS. Collection of bronchoalveolar lavage fluid (BALF) for analysis. |
Dosage form | 40mg/kg for once; i.p. |
Applications | Gossypol treatment significantly reduced the production of inflammatory cytokine in in the BALF of LPS-induced mice. |
References: | |
| Cas No. | 303-45-7 | SDF | |
| Synonyms | BL 193, (±)-Gossypol, NSC 56817, NSC 624336, Pogosin | ||
| Chemical Name | 7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde | ||
| Canonical SMILES | CC1=C(C(=C2C(=C1)C(=C(C(=C2C=O)O)O)C(C)C)O)C3=C(C=C4C(=C3O)C(=C(C(=C4C(C)C)O)O)C=O)C | ||
| Formula | C30H30O8 | M.Wt | 518.55 |
| Solubility | ≥ 25.95mg/mL in DMSO | Storage | 4°C, protect from light |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.9285 mL | 9.6423 mL | 19.2845 mL |
| 5 mM | 385.7 μL | 1.9285 mL | 3.8569 mL |
| 10 mM | 192.8 μL | 964.2 μL | 1.9285 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)
Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >99.50% Appearance: A solid
- COA (Certificate of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 30 reference(s) in Google Scholar.)