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.

Related references are mostly published in these journals:

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
Gunassekaran GR et al. In vitro and in vivo studies on antitumor effects of gossypol on human stomach adenocarcinoma (AGS) cell line and MNNG induced experimental gastric cancer. 2011 Biochem. Biophys. Res. Commun. pmid:21782799
de Peyster A et al. Oxygen radical formation induced by gossypol in rat liver microsomes and human sperm. 1984 Biochem. Biophys. Res. Commun. pmid:6322752
Olgiati KL and Toscano WA Kinetics of gossypol inhibition of bovine lactate dehydrogenase X. 1983 Biochem. Biophys. Res. Commun. pmid:6615526
Keniry MA et al. The effect of gossypol and 6-aminonicotinamide on tumor cell metabolism: a 31P-magnetic resonance spectroscopic study. 1989 Biochem. Biophys. Res. Commun. pmid:2530981
Chang WY et al. Gossypol induces spermidine/spermine N1-acetyltransferase in canine prostate epithelial cells. 1997 Biochem. Biophys. Res. Commun. pmid:9070284
Fornés MW et al. Sperm motility loss induced by gossypol: relation with OH. scavengers, motile stimulators and malondialdehyde production. 1993 Biochem. Biophys. Res. Commun. pmid:8216260
Pelosin JM et al. Differential inhibition of protein kinase C subtypes. 1990 Biochem. Biophys. Res. Commun. pmid:2363714
Abe K et al. Phosphorylation of coagulation factor II by phospholipid/Ca(2+)-dependent protein kinase (protein kinase C). 1991 Biochem. Biophys. Res. Commun. pmid:2039497
Priyadarshi A et al. Structural insights into mouse anti-apoptotic Bcl-xl reveal affinity for Beclin 1 and gossypol. 2010 Biochem. Biophys. Res. Commun. pmid:20206602
McClarty GA et al. Ribonucleotide reductase: an intracellular target for the male antifertility agent, gossypol. 1985 Biochem. Biophys. Res. Commun. pmid:3907637
Whaley KJ et al. A circular dichroism study of (+) gossypol binding to proteins. 1984 Biochem. Biophys. Res. Commun. pmid:6743322
Zaidi R and Hadi SM Complexes involving gossypol, DNA and Cu(II). 1992 Biochem. Int. pmid:1290468
Tuhácková Z Staurosporine and gossypol are inhibitors of the function of peptide elongation factor 1 alpha from rabbit reticulocytes. 1994 Biochem. Mol. Biol. Int. pmid:8032322
Gerez de Burgos NM et al. Inhibition by gossypol of oxidoreductases from Trypanosoma cruzi. 1984 Biochem. Pharmacol. pmid:6370265
Yu Y et al. Selective active site inhibitors of human lactate dehydrogenases A4, B4, and C4. 2001 Biochem. Pharmacol. pmid:11377399
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
Janero DR and Burghardt B Protection of rat myocardial phospholipid against peroxidative injury through superoxide-(xanthine oxidase)-dependent, iron-promoted Fenton chemistry by the male contraceptive gossypol. 1988 Biochem. Pharmacol. pmid:2840914
Laughton MJ et al. Antioxidant and pro-oxidant actions of the plant phenolics quercetin, gossypol and myricetin. Effects on lipid peroxidation, hydroxyl radical generation and bleomycin-dependent damage to DNA. 1989 Biochem. Pharmacol. pmid:2476132
Burgos C et al. In vitro inhibition by gossypol of oxidoreductases from human tissues. 1986 Biochem. Pharmacol. pmid:3754138
Cooke E et al. Diacylglycerol kinase inhibitor, R59022, potentiates neutrophil oxidase activation by Ca2+-dependent stimuli. Evidence for two separate but convergent pathways. 1987 Biochem. Pharmacol. pmid:2823820
Marzo I and Naval J Bcl-2 family members as molecular targets in cancer therapy. 2008 Biochem. Pharmacol. pmid:18638457
Etxebarria A et al. Regulation of antiapoptotic MCL-1 function by gossypol: mechanistic insights from in vitro reconstituted systems. 2008 Biochem. Pharmacol. pmid:18762177
de Peyster A et al. Membrane structural/functional perturbations induced by gossypol. Effects on membrane order, liposome permeability, and insulin-sensitive hexose transport. 1986 Biochem. Pharmacol. pmid:3533079
Rajpurohit R and Giridharan N Failure of oral gossypol to inhibit hepatic microsomal and cytosolic drug-metabolising enzymes. 1988 Biochem. Pharmacol. pmid:3202895
Lin TS et al. Anti-HIV-1 activity and cellular pharmacology of various analogs of gossypol. 1993 Biochem. Pharmacol. pmid:8347147
Bugeja V et al. Primary mitochondrial activity of gossypol in yeast and mammalian cells. 1988 Biochem. Pharmacol. pmid:2461202
Javed MH and Waqar MA Protective effect of histidine by inhibition of gossypol on rat's liver LDH-5. 1995 Biochem. Soc. Trans. pmid:8654811
Denisov AY et al. Heat-induced dimerization of BCL-xL through alpha-helix swapping. 2007 Biochemistry pmid:17223694
Yu BZ et al. Gossypol modification of Ala-1 of secreted phospholipase A2: a probe for the kinetic effects of sulfate glycoconjugates. 1997 Biochemistry pmid:9376343
Vongsorasak L and Svasti J Gossypol prevents activation of purified proenzyme of human seminal plasma acidic proteinase. 1986 Biochim. Biophys. Acta pmid:3091079
Kimura K et al. Inhibition by gossypol of phospholipid-sensitive Ca2+-dependent protein kinase from pig testis. 1985 Biochim. Biophys. Acta pmid:3157405
Reyes J et al. Membrane actions of male contraceptive gossypol tautomers. 1986 Biochim. Biophys. Acta pmid:3778905
Rosenberg LJ et al. Inhibition of DNA polymerase alpha by gossypol. 1986 Biochim. Biophys. Acta pmid:3697356
Jan CR et al. Novel effects of gossypol, a chemical contraceptive in man: mobilization of internal Ca(2+) and activation of external Ca(2+) entry in intact cells. 2000 Biochim. Biophys. Acta pmid:10771095
Whaley KJ et al. Optically active gossypol as a circular dichroism probe of interactions with serum albumins. 1984 Biochim. Biophys. Acta pmid:6466708
Kanje M et al. The effect of gossypol on fast axonal transport and microtubule assembly. 1986 Biochim. Biophys. Acta pmid:2421770
Sampath DS and Balaram P Resolution of racemic gossypol and interaction of individual enantiomers with serum albumins and model peptides. 1986 Biochim. Biophys. Acta pmid:3085727
Ohuchi K et al. Inhibition by gossypol of tumor promoter-induced arachidonic acid metabolism in rat peritoneal macrophages. 1988 Biochim. Biophys. Acta pmid:3136806
Etindi RN and Rillema JA Effect of kinase C inhibitor, gossypol, on the actions of prolactin in cultured mouse mammary tissues. 1987 Biochim. Biophys. Acta pmid:2434140
Antonietti P et al. AT-101 simultaneously triggers apoptosis and a cytoprotective type of autophagy irrespective of expression levels and the subcellular localization of Bcl-xL and Bcl-2 in MCF7 cells. 2016 Biochim. Biophys. Acta pmid:26721623
Hamasaki Y and Tai HH Gossypol, a potent inhibitor of arachidonate 5- and 12-lipoxygenases. 1985 Biochim. Biophys. Acta pmid:3919771
Vainio P et al. Hydrolysis of phospholipid monolayers by human spermatozoa. Inhibition by male contraceptive gossypol. 1985 Biochim. Biophys. Acta pmid:3978108
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
Gawande ND et al. Molecular screening of insecticides with sigma glutathione S-transferases (GST) in cotton aphid Aphis gossypii using docking. 2014 Bioinformation pmid:25512683
Aver'ianov AA and Merzliak MN [Chemiluminescence during oxidation of gossipol by peroxidase]. 1978 Biokhimiia pmid:214169
Tran PT et al. Effect of gossypol on Spisula sperm observed with real-time confocal microscopy, polarized light microscopy, and video microscopy. 1997 Biol. Bull. pmid:9390392
Jinsart W et al. Inhibition of wheat embryo calcium-dependent protein kinase and avian myosin light chain kinase by flavonoids and related compounds. 1991 Biol. Chem. Hoppe-Seyler pmid:1772594
Abe F et al. Trypanocidal constituents in plants 3. Leaves of Garcinia intermedia and heartwood of Calophyllum brasiliense. 2004 Biol. Pharm. Bull. pmid:14709920
Oko R and Hrudka F Segmental aplasia of the mitochondrial sheath and sequelae induced by gossypol in rat spermatozoa. 1982 Biol. Reprod. pmid:7066454
Brocas C et al. Deleterious actions of gossypol on bovine spermatozoa, oocytes, and embryos. 1997 Biol. Reprod. pmid:9314596