Gossypol

Gossypol is a lipid of Prenol Lipids (PR) class. Gossypol is associated with abnormalities such as Paralytic Ileus, PARKINSON DISEASE, LATE-ONSET, Fibrillation, Hepatic necrosis and Lymphopenia. The involved functions are known as Atrophic, Ulcer, Necrosis, Apoptosis and antagonists. Gossypol often locates in Mucous Membrane, Epithelium, Blood, Microsomes, Liver and Autophagic vacuole. The associated genes with Gossypol are BCL2A1 gene, BCL2 gene, Transgenes, IGH@ gene cluster and Bax protein (53-86). The related lipids are Promega, proteoliposomes, Phosphatidylserines and Liposomes. The related experimental models are Transgenic Model and Xenograft Model.

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Introduction

To understand associated biological information of Gossypol, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with Gossypol?

Gossypol is suspected in Severe Combined Immunodeficiency, Aortic Valve Insufficiency, PARKINSON DISEASE, LATE-ONSET, Infertility, CLEFT LIP, CONGENITAL HEALED, Pulmonary Fibrosis and other diseases in descending order of the highest number of associated sentences.

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Disease Cross reference Weighted score Related literature
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Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with Gossypol

MeSH term MeSH ID Detail
Hemolysis D006461 131 associated lipids
Neovascularization, Pathologic D009389 39 associated lipids
Adenocarcinoma D000230 166 associated lipids
Lung Neoplasms D008175 171 associated lipids
Pancreatic Neoplasms D010190 77 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Cattle Diseases D002418 24 associated lipids
Infertility, Male D007248 11 associated lipids
Mammary Neoplasms, Experimental D008325 67 associated lipids
Body Weight D001835 333 associated lipids
Per page 10 20 50 100 | Total 52

PubChem Associated disorders and diseases

What pathways are associated with Gossypol

Lipid pathways are not clear in current pathway databases. We organized associated pathways with Gossypol through full-text articles, including metabolic pathways or pathways of biological mechanisms.

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Pathway name Related literatures
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PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with Gossypol?

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Location Cross reference Weighted score Related literatures
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What functions are associated with Gossypol?


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Function Cross reference Weighted score Related literatures

What lipids are associated with Gossypol?

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Lipid concept Cross reference Weighted score Related literatures
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What genes are associated with Gossypol?

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Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with Gossypol?

Xenograft Model

Xenograft Model are used in the study 'Gossypol induces apoptosis by activating p53 in prostate cancer cells and prostate tumor-initiating cells.' (Volate SR et al., 2010), Xenograft Model are used in the study 'Sorafenib sensitizes (-)-gossypol-induced growth suppression in androgen-independent prostate cancer cells via Mcl-1 inhibition and Bak activation.' (Lian J et al., 2012), Xenograft Model are used in the study 'Natural BH3 mimetic (-)-gossypol chemosensitizes human prostate cancer via Bcl-xL inhibition accompanied by increase of Puma and Noxa.' (Meng Y et al., 2008), Xenograft Model are used in the study '(-)-Gossypol suppresses the growth of human prostate cancer xenografts via modulating VEGF signaling-mediated angiogenesis.' (Pang X et al., 2011) and Xenograft Model are used in the study 'Gossypol induces death receptor-5 through activation of the ROS-ERK-CHOP pathway and sensitizes colon cancer cells to TRAIL.' (Sung B et al., 2010).

Transgenic Model

Transgenic Model are used in the study 'Bcl-2 antagonist apogossypol (NSC736630) displays single-agent activity in Bcl-2-transgenic mice and has superior efficacy with less toxicity compared with gossypol (NSC19048).' (Kitada S et al., 2008).

Related references are published most in these journals:

Model Cross reference Weighted score Related literatures
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NCBI Entrez Crosslinks

All references with Gossypol

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Per page 10 20 50 100 | Total 1511
Authors Title Published Journal PubMed Link
Carrière Y et al. Effects of gossypol on fitness costs associated with resistance to Bt cotton in pink bollworm. 2004 J. Econ. Entomol. pmid:15568363
Oliver CL et al. In vitro effects of the BH3 mimetic, (-)-gossypol, on head and neck squamous cell carcinoma cells. 2004 Clin. Cancer Res. pmid:15570010
Wang X et al. Development of monoclonal antibody-based enzyme-linked immunosorbent assay for gossypol analysis in cottonseed meals. 2004 J. Agric. Food Chem. pmid:15612757
Mandal AB et al. Comparison of broiler chicken performance when fed diets containing meals of Bollgard II hybrid cotton containing Cry-X gene (Cry1Ac and Cry2ab gene), parental line or commercial cotton. 2004 Br. Poult. Sci. pmid:15623220
Chang JS et al. Upregulation of Fas/Fas ligand-mediated apoptosis by gossypol in an immortalized human alveolar lung cancer cell line. 2004 Clin. Exp. Pharmacol. Physiol. pmid:15554914
Przybylski P et al. Schiff base of gossypol with 3,6,9-trioxa-decylamine complexes with monovalent cations studied by mass spectrometry, (1)H-NMR, FTIR, and PM5 semiempirical methods. 2004 Biopolymers pmid:14991665
Hassan ME et al. Reversibility of the reproductive toxicity of gossypol in peripubertal bulls. 2004 Theriogenology pmid:15037004
Ergun MA et al. Apoptosis and nitric oxide release induced by thalidomide, gossypol and dexamethasone in cultured human chronic myelogenous leukemic K-562 cells. 2004 Cell Biol. Int. pmid:14984751
Aneja R et al. Effect of gossypol in association with chromium protoporphyrin on heme metabolic enzymes. 2004 Artif Cells Blood Substit Immobil Biotechnol pmid:15027808
Bork S et al. Identification of Babesia bovis L-lactate dehydrogenase as a potential chemotherapeutical target against bovine babesiosis. 2004 Mol. Biochem. Parasitol. pmid:15478796
Susman E Cottonseed-oil byproduct as anticancer radiation sensitiser. 2004 Lancet Oncol. pmid:15536689
Hamilton KA et al. Bollgard II cotton: compositional analysis and feeding studies of cottonseed from insect-protected cotton (Gossypium hirsutum L.) producing the Cry1Ac and Cry2Ab2 proteins. 2004 J. Agric. Food Chem. pmid:15537305
Han J et al. [Determination of anti-nutrients in genetically modified crops]. 2004 Wei Sheng Yan Jiu pmid:15727185
Cui X et al. [Determination of free gossypol in meat by reversed-phased high performance liquid chromatography]. 2004 Se Pu pmid:15706952
Yildirim-Aksoy M et al. In vitro inhibitory effect of gossypol from gossypol-acetic acid, and (+)- and (-)-isomers of gossypol on the growth of Edwardsiella ictaluri. 2004 J. Appl. Microbiol. pmid:15186445
Garcia-Abiado MA et al. Effect of diets containing gossypol on blood parameters and spleen structure in tilapia, Oreochromis sp., reared in a recirculating system. 2004 J. Fish Dis. pmid:15189376
Du L et al. Effect of cotton cultivar on development and reproduction of Aphis gossypii (Homoptera: Aphididae) and its predator Propylaea japonica (Coleoptera: Coccinellidae). 2004 J. Econ. Entomol. pmid:15384338
Tripathi AK et al. An alpha-proteobacterial type malate dehydrogenase may complement LDH function in Plasmodium falciparum. Cloning and biochemical characterization of the enzyme. 2004 Eur. J. Biochem. pmid:15317584
Cass QB et al. Determination of gossypol enantiomer ratio in cotton plants by chiral higher-performance liquid chromatography. 2004 J. Agric. Food Chem. pmid:15366827
Meyer R et al. Identification and quantification of gossypol in cotton by using packed micro-tips columns in combination with HPLC. 2004 Anal Bioanal Chem pmid:15372136
Yang ZJ et al. Combined administration of low-dose gossypol acetic acid with desogestrel/mini-dose ethinylestradiol/testosterone undecanoate as an oral contraceptive for men. 2004 Contraception pmid:15325889
Mena H et al. The effects of varying gossypol intake from whole cottonseed and cottonseed meal on lactation and blood parameters in lactating dairy cows. 2004 J. Dairy Sci. pmid:15328274
Cai Y et al. An optimized gossypol high-performance liquid chromatography assay and its application in evaluation of different gland genotypes of cotton. 2004 J. Biosci. pmid:15286405
Hou DX et al. Involvement of reactive oxygen species-independent mitochondrial pathway in gossypol-induced apoptosis. 2004 Arch. Biochem. Biophys. pmid:15246875
Przybylski P et al. The schiff base of gossypol with 3,6,9,12,15,18,21,24-octaoxa-pentacosylamine complexes and monovalent cations studied by electrospray ionization-mass spectrometry, (1)H nuclear magnetic resonance, Fourier transform infrared, as well as PM5 semiempirical methods. 2004 Biopolymers pmid:15211497
Fombad RB and Bryant MJ Effects of cottonseed cake-based diets supplemented with blood meal, alone or with lysine, on the growth of pigs. 2004 Trop Anim Health Prod pmid:15241972
Fombad RB and Bryant MJ An evaluation of the use of cottonseed cake in the diet of growing pigs. 2004 Trop Anim Health Prod pmid:15080544
Fiorini C et al. Sertoli cell junctional proteins as early targets for different classes of reproductive toxicants. 2004 Reprod. Toxicol. pmid:15082077
Hockenbery D Breaking down tumor defenses. 2004 Chem. Biol. pmid:15123233
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Abe F et al. Trypanocidal constituents in plants 3. Leaves of Garcinia intermedia and heartwood of Calophyllum brasiliense. 2004 Biol. Pharm. Bull. pmid:14709920
Cui GH et al. A combined regimen of gossypol plus methyltestosterone and ethinylestradiol as a contraceptive induces germ cell apoptosis and expression of its related genes in rats. 2004 Contraception pmid:15451339
Xu YH et al. Characterization of GaWRKY1, a cotton transcription factor that regulates the sesquiterpene synthase gene (+)-delta-cadinene synthase-A. 2004 Plant Physiol. pmid:15133151
Sabirova FM and Madaminov AA [Anti-inflammatory activity of the novel water soluble gossipol derivative mebavine]. 2003 Nov-Dec Eksp Klin Farmakol pmid:14743712
Aneja R et al. Modulatory influence of tin-protoporphyrin on gossypol-induced alterations of heme oxygenase activity in male Wistar rats. 2003 Jul-Sep Eur J Drug Metab Pharmacokinet pmid:14527098
Zhang M et al. Molecular mechanism of gossypol-induced cell growth inhibition and cell death of HT-29 human colon carcinoma cells. 2003 Biochem. Pharmacol. pmid:12818369
Dowd MK Preparation of enantiomeric gossypol by crystallization. 2003 Chirality pmid:12774287
Yurtcu E et al. Apoptotic effect of gossypol on human lymphocytes. 2003 Cell Biol. Int. pmid:12972286
Wang YH et al. 8-Hydroxy-(+)-delta-cadinene is a precursor to hemigossypol in Gossypium hirsutum. 2003 Phytochemistry pmid:12946420
Kitada S et al. Discovery, characterization, and structure-activity relationships studies of proapoptotic polyphenols targeting B-cell lymphocyte/leukemia-2 proteins. 2003 J. Med. Chem. pmid:13678404
Santos JE et al. Type of cottonseed and level of gossypol in diets of lactating dairy cows: plasma gossypol, health, and reproductive performance. 2003 J. Dairy Sci. pmid:12703626
Dao VT et al. New thioderivatives of gossypol and gossypolone, as prodrugs of cytotoxic agents. 2003 Bioorg. Med. Chem. pmid:12670651
Keller PA et al. Novel pharmacophore-based methods reveal gossypol as a reverse transcriptase inhibitor. 2003 J. Mol. Graph. Model. pmid:12543135
Bai JP et al. Effects of demethylzeylasteral and celastrol on spermatogenic cell Ca2+ channels and progesterone-induced sperm acrosome reaction. 2003 Eur. J. Pharmacol. pmid:12600689
Prieto JG et al. Increasing dietary levels of cracked pima cottonseed increase plasma gossypol but do not influence productive performance of lactating Holstein cows. 2003 J. Dairy Sci. pmid:12613869
Shi YL et al. Ion-channels in human sperm membrane and contraceptive mechanisms of male antifertility compounds derived from Chinese traditional medicine. 2003 Acta Pharmacol. Sin. pmid:12511225
Freedman TB et al. Determination of the absolute configuration and solution conformation of gossypol by vibrational circular dichroism. 2003 Chirality pmid:12520512
Dowd MK and Stevens ED The gossypol-cyclododecanone (1/2) inclusion complex. 2003 Acta Crystallogr C pmid:12855869
Jo C et al. Irradiation effects on embryotoxicity and oxidative properties of gossypol dissolved in methanol. 2003 Food Chem. Toxicol. pmid:12909266
Räsänen TL et al. Gossypol activates pancreatic polyamine catabolism in normal rats and induces acute pancreatitis in transgenic rats over-expressing spermidine/spermine N1-acetyltransferase. 2003 Scand. J. Gastroenterol. pmid:12889567
Kawanishi K et al. Aldose reductase inhibitors from the nature. 2003 Curr. Med. Chem. pmid:12871134
Kovacic P Mechanism of drug and toxic actions of gossypol: focus on reactive oxygen species and electron transfer. 2003 Curr. Med. Chem. pmid:14529461
Cheng JS et al. Effect of gossypol on intracellular Ca2+ regulation in human hepatoma cells. 2003 Chin J Physiol pmid:14672280
NarovlianskiÄ­ AN et al. [Effect of interferon inductors on infection induced by hepatitis C virus and activity of mRNA cytokines in cell cultures SW-13 and MT-4]. 2002 Nov-Dec Vopr. Virusol. pmid:12508677
Jiang J et al. Effects of gossypol on O2 consumption and CO2 production in human prostate cancer cells. 2002 May-Jun Anticancer Res. pmid:12168828
Romualdo GS et al. Postweaning exposure to gossypol results in epididymis-specific effects throughout puberty and adulthood in rats. 2002 Mar-Apr J. Androl. pmid:11868815
Galegov GA et al. [The effect of Kagocel on herpes virus reproduction]. 2002 Jul-Aug Vopr. Virusol. pmid:12271726
Liu S et al. The (-)-enantiomer of gossypol possesses higher anticancer potency than racemic gossypol in human breast cancer. 2002 Jan-Feb Anticancer Res. pmid:12017312
Qiu J et al. Different pathways of cell killing by gossypol enantiomers. 2002 Exp. Biol. Med. (Maywood) pmid:12037129
Lee KJ and Dabrowski K High-performance liquid chromatographic determination of gossypol and gossypolone enantiomers in fish tissues using simultaneous electrochemical and ultraviolet detectors. 2002 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:12361745
Velasquez-Pereira J et al. Effects of gossypol from cottonseed meal and dietary vitamin E on the reproductive characteristics of superovulated beef heifers. 2002 J. Anim. Sci. pmid:12350026
Puckhaber LS et al. Toxicity of (+)- and (-)-gossypol to the plant pathogen, Rhizoctonia solani. 2002 J. Agric. Food Chem. pmid:12428953
Przybylski P et al. Spectroscopic studies and PM5 semiempirical calculations of new Schiff bases of gossypol with polyoxaalkylamines. 2002 Biopolymers pmid:12209461
Jensen JT Male contraception. 2002 Curr Womens Health Rep pmid:12215306
Rogers GM et al. Feeding cotton products to cattle. 2002 Vet. Clin. North Am. Food Anim. Pract. pmid:12235661
Cui GH et al. [Determination of gossypol in cotton root bark by HPLC]. 2002 Zhongguo Zhong Yao Za Zhi pmid:12774395
Mego M Telomerase inhibitors in anticancer therapy: gossypol as a potential telomerase inhibitor. 2002 Bratisl Lek Listy pmid:12583508
Kuhn G et al. Gossypol induces chloride secretion in rat proximal colon. 2002 Eur. J. Pharmacol. pmid:12464365
Risco CA et al. Effects of gossypol from cottonseed on hematological responses and plasma alpha-tocopherol concentration of dairy cows. 2002 J. Dairy Sci. pmid:12512612
Le Blanc M et al. An in vitro study of inhibitory activity of gossypol, a cottonseed extract, in human carcinoma cell lines. 2002 Pharmacol. Res. pmid:12457630
Vershinina MY et al. Regulation of cytokine mRNAs by interferon and interferon inducers. 2002 Russ. J. Immunol. pmid:12687259
Lee KJ et al. A mixture of cottonseed meal, soybean meal and animal byproduct mixture as a fish meal substitute: growth and tissue gossypol enantiomer in juvenile rainbow trout (Oncorhynchus mykiss). 2002 J Anim Physiol Anim Nutr (Berl) pmid:15379906
Phillis JW et al. Effects of immunosuppressants, calcineurin inhibition, and blockade of endoplasmic reticulum calcium channels on free fatty acid efflux from the ischemic/reperfused rat cerebral cortex. 2002 Brain Res. pmid:12443975
Wang MS et al. Inhibition of 11beta-hydroxysteroid dehydrogenase in guinea pig kidney by three bioflavonoids and their interactions with gossypol. 2002 Acta Pharmacol. Sin. pmid:11860745
Schneider IC et al. Fermentation of cottonseed and other feedstuffs in cattle rumen fluid. 2002 J. Agric. Food Chem. pmid:11929282
Przybylski P and Brzezinski B Spectroscopic studies and PM3 semiempirical calculations of Schiff bases of gossypol with L-amino acid methyl esters. 2002 Biopolymers pmid:11842415
Coviella CE et al. Plant allocation to defensive compounds: interactions between elevated CO(2) and nitrogen in transgenic cotton plants. 2002 J. Exp. Bot. pmid:11807136
Santos JE et al. Type of cottonseed and level of gossypol in diets of lactating dairy cows: effects on lactation performance and plasma gossypol. 2002 J. Dairy Sci. pmid:12146481
Bai J and Shi Y Inhibition of T-type Ca(2+) currents in mouse spermatogenic cells by gossypol, an antifertility compound. 2002 Eur. J. Pharmacol. pmid:11959082
Coutinho EM Gossypol: a contraceptive for men. 2002 Contraception pmid:12020773
Lee KJ and Dabrowski K Gossypol and gossypolone enantiomers in tissues of rainbow trout fed low and high levels of dietary cottonseed meal. 2002 J. Agric. Food Chem. pmid:11982441
Cheng JS et al. Gossypol, a component in cottonseed, induced increases in cytosolic Ca2+ levels in Chang liver cells. 2002 Toxicon pmid:12076637
Henry MH et al. Pathology and histopathology of gossypol toxicity in broiler chicks. 2001 Jul-Sep Avian Dis. pmid:11569732
Nogueda-Torres B et al. Trypanocidal activity of 4 isopropyl salicylaldehyde and 4-isopropyl salicylic acid on Trypanosoma cruzi. 2001 Jan-Mar Rev. Latinoam. Microbiol. pmid:17061565
Yu Y et al. Selective active site inhibitors of human lactate dehydrogenases A4, B4, and C4. 2001 Biochem. Pharmacol. pmid:11377399
Baumgrass R et al. Reversible inhibition of calcineurin by the polyphenolic aldehyde gossypol. 2001 J. Biol. Chem. pmid:11598106
Mena H et al. The effects of feeding varying amounts of gossypol from whole cottonseed and cottonseed meal in lactating dairy cows. 2001 J. Dairy Sci. pmid:11699455
Dando C et al. The kinetic properties and sensitivities to inhibitors of lactate dehydrogenases (LDH1 and LDH2) from Toxoplasma gondii: comparisons with pLDH from Plasmodium falciparum. 2001 Mol. Biochem. Parasitol. pmid:11704270
Final report on the safety assessment of Hydrogenated Cottonseed Oil, Cottonseed (Gossypium) Oil, Cottonseed Acid, Cottonseed Glyceride, and Hydrogenated Cottonseed Glyceride. 2001 Int. J. Toxicol. pmid:11558638
Van Poznak C et al. Oral gossypol in the treatment of patients with refractory metastatic breast cancer: a phase I/II clinical trial. 2001 Breast Cancer Res. Treat. pmid:11510695
Gamboa DA et al. Tissue distribution of gossypol enantiomers in broilers fed various cottonseed meals. 2001 Poult. Sci. pmid:11469655
Poprawski TJ and Jones WJ Host plant effects on activity of the mitosporic fungi Beauveria bassiana and Paecilomyces fumosoroseus against two populations of Bemisia whiteflies (Homoptera: Aleyrodidae). 2001 Mycopathologia pmid:11502058
Kolena J et al. Gossypol inhibits follicle-stimulating hormone- and epidermal growth factor-stimulated expansion of oocyte-cumulus complexes from porcine preovulatory follicles. 2001 Physiol Res pmid:11829325
Dabrowski K et al. Gossypol isomers bind specifically to blood plasma proteins and spermatozoa of rainbow trout fed diets containing cottonseed meal. 2001 Biochim. Biophys. Acta pmid:11342251
Benson CG et al. Improved method for the rapid determination of terpenoid aldehydes in cotton. 2001 J. Agric. Food Chem. pmid:11368574
Blom JH et al. Reproductive efficiency and maternal-offspring transfer of gossypol in rainbow trout (Oncorhynchus mykiss) fed diets containing cottonseed meal. 2001 J. Anim. Sci. pmid:11424691
Henry MH et al. The performance of broiler chicks fed diets containing extruded cottonseed meal supplemented with lysine. 2001 Poult. Sci. pmid:11441843
Gamboa DA et al. Use of expander cottonseed meal in broiler diets formulated on a digestible amino acid basis. 2001 Poult. Sci. pmid:11441847
Jiang J et al. The effects of gossypol on the invasiveness of MAT-LyLu cells and MAT-LyLu cells from the metastasized lungs of MAT-LyLu-bearing Copenhagen rats. 2000 Nov-Dec Anticancer Res. pmid:11205308
Brandes AA et al. New drugs in recurrent high grade gliomas. 2000 May-Jun Anticancer Res. pmid:10928126