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.

Cross Reference

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?

Related references are published most in these journals:

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?

Related references are published most in these journals:

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
Nikokyris P et al. Effects of gossypol content of cottonseed cake on blood constituents in growing-fattening lambs. 1991 J. Dairy Sci. pmid:1787198
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
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
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
Guo JY et al. Effects of high-gossypol cotton on the development and reproduction of Bemisia tabaci (Hemiptera: Aleyrodidae) MEAM1 cryptic species. 2013 J. Econ. Entomol. pmid:23865205
Caulfield JJ and Bolander FF Involvement of protein kinase C in mouse mammary gland development. 1986 J. Endocrinol. pmid:3084697
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
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
Abe Y et al. Altered vascular response to acetylcholine in conditions of endothelial damage in the isolated perfused rat stomach. 2000 J. Gastroenterol. pmid:10680663
Sakano T et al. An experimental study of gastric mucosal blood flow in endotoxemia of the rat, with special reference to the vagus nerve and EDRF. 1995 J. Gastroenterol. pmid:7719420
Majumdar SK et al. Mutagenic evaluation of two male contraceptives: 5-thio-d-glucose and gossypol acetic acid. 1982 Jan-Feb J. Hered. pmid:7040540
Russell DH et al. Prolactin-dependent mitogenesis in Nb 2 node lymphoma cells: effects of immunosuppressive cyclopeptides. 1987 J. Immunol. pmid:3097147
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Guo J and Reidenberg MM Inhibition of 11beta-hydroxysteroid dehydrogenase by bioflavonoids and their interaction with furosemide and gossypol. 1998 J. Lab. Clin. Med. pmid:9665369
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
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Choi SR et al. Design, synthesis, and biological evaluation of Plasmodium falciparum lactate dehydrogenase inhibitors. 2007 J. Med. Chem. pmid:17636950
Tang G et al. Acylpyrogallols as inhibitors of antiapoptotic Bcl-2 proteins. 2008 J. Med. Chem. pmid:18237106
Royer RE et al. Synthesis and anti-HIV activity of 1,1'-dideoxygossypol and related compounds. 1995 J. Med. Chem. pmid:7608907
Wang G et al. Structure-based design of potent small-molecule inhibitors of anti-apoptotic Bcl-2 proteins. 2006 J. Med. Chem. pmid:17034116
Yan F et al. A novel water-soluble gossypol derivative increases chemotherapeutic sensitivity and promotes growth inhibition in colon cancer. 2010 J. Med. Chem. pmid:20684596
Wei J et al. Synthesis and biological evaluation of Apogossypolone derivatives as pan-active inhibitors of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins. 2010 J. Med. Chem. pmid:21033669
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Wei J et al. Apogossypol derivatives as pan-active inhibitors of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins. 2009 J. Med. Chem. pmid:19555126
Ionov M et al. The immobilization of gossypol derivative on N-polyvinylpyrrolidone increases its water solubility and modifies membrane-active properties. 2009 J. Med. Chem. pmid:19603832
Deck LM et al. Gossypol and derivatives: a new class of aldose reductase inhibitors. 1991 J. Med. Chem. pmid:1956050
Wei J et al. BI-97C1, an optically pure Apogossypol derivative as pan-active inhibitor of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins. 2010 J. Med. Chem. pmid:20443627
Barelier S et al. Fragment-based deconstruction of Bcl-xL inhibitors. 2010 J. Med. Chem. pmid:20192224
Granchi C et al. Discovery of N-hydroxyindole-based inhibitors of human lactate dehydrogenase isoform A (LDH-A) as starvation agents against cancer cells. 2011 J. Med. Chem. pmid:21332213
Nordenskjöld M and Lambert B Gossypol induces DNA strand breaks in human fibroblasts and sister chromatid exchanges in human lymphocytes in vitro. 1984 J. Med. Genet. pmid:6716412
Tsui YC et al. The effect of the male contraceptive agent Gossypol on human lymphocytes in vitro: traditional chromosome breakage, micronuclei, sister chromatid exchange, and cell kinetics. 1983 J. Med. Genet. pmid:6842561
Szücs G et al. Characterization of volume-activated chloride currents in endothelial cells from bovine pulmonary artery. 1996 J. Membr. Biol. pmid:8801351
Keller PA et al. Novel pharmacophore-based methods reveal gossypol as a reverse transcriptase inhibitor. 2003 J. Mol. Graph. Model. pmid:12543135
Sprogøe K et al. Combining HPLC-PDA-MS-SPE-NMR with circular dichroism for complete natural product characterization in crude extracts: levorotatory gossypol in Thespesia danis. 2008 J. Nat. Prod. pmid:18290629
Boonsri S et al. Cytotoxic and antibacterial sesquiterpenes from Thespesia populnea. 2008 J. Nat. Prod. pmid:18553924
Lu Z et al. Mirabamides E-H, HIV-inhibitory depsipeptides from the sponge Stelletta clavosa. 2011 J. Nat. Prod. pmid:21280591
Meng YL et al. Coordinated accumulation of (+)-delta-cadinene synthase mRNAs and gossypol in developing seeds of Gossypium hirsutum and a new member of the cad1 family from G. arboreum. 1999 J. Nat. Prod. pmid:10075752
Sinnhuber RO et al. Dietary factors and hepatoma in rainbow trout (Salmo gairdneri). II. Cocarcinogenes by cyclopropenoid fatty acids and the effect of gossypol and altered lipids on aflatoxin-induced liver cancer. 1968 J. Natl. Cancer Inst. pmid:4178161
Dhaliwal MK et al. Cytogenetic analysis of a gossypol-induced murine myxosarcoma. 1987 J. Natl. Cancer Inst. pmid:3473256
Chatterjee TK and Bhatnagar RK Ca2(+)-dependent, ATP-induced conversion of the [3H]hemicholinium-3 binding sites from high- to low-affinity states in rat striatum: effect of protein kinase inhibitors on this affinity conversion and synaptosomal choline transport. 1990 J. Neurochem. pmid:2324736
Moore SA et al. Brain microvessel 12-hydroxyeicosatetraenoic acid is the (S) enantiomer and is lipoxygenase derived. 1991 J. Neurochem. pmid:1907312
Coyle T et al. In vitro and in vivo cytotoxicity of gossypol against central nervous system tumor cell lines. 1994 J. Neurooncol. pmid:7815102
Bushunow P et al. Gossypol treatment of recurrent adult malignant gliomas. 1999 J. Neurooncol. pmid:10448875
Braham JE and Bressani R Effect of different levels of gossypol on transaminase activity, on nonessential to essential amino acid ratio, and on iron and nitrogen retention in rats. 1975 J. Nutr. pmid:1117346
REISER R and FU HC The mechanism of gossypol detoxification by ruminant animals. 1962 J. Nutr. pmid:14491326
Prost J et al. Digestion and absorption rates of [3H]-oleic acid and [14C]-triolein do not differ in rats fed heated (-) and (+) gossypol cottonseed and soybean flours. 1998 J. Nutr. pmid:9808656
Dunbar CE and Herman RL Visceral granuloma in brook trout (Salvelinus fontinalis). 1971 J. Nutr. pmid:5171403
GRAU CR Protein concentrates as amino acid sources for the chick; corn gluten meal, cottonseed meal and peanut meal. 1946 J. Nutr. pmid:20999576