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
Orth RG et al. Determining larval host plant use by a polyphagous lepidopteran through analysis of adult moths for plant secondary metabolites. 2007 J. Chem. Ecol. pmid:17492366
Stipanovic RD et al. Effect of racemic and (+)- and (-)-gossypol on the survival and development of Helicoverpa zea larvae. 2006 J. Chem. Ecol. pmid:16739016
Anilkumar KJ et al. Synergistic interactions between Cry1Ac and natural cotton defenses limit survival of Cry1Ac-resistant Helicoverpa zea (Lepidoptera: Noctuidae) on Bt cotton. 2009 J. Chem. Ecol. pmid:19588197
Azab B et al. Enhanced delivery of mda-7/IL-24 using a serotype chimeric adenovirus (Ad.5/3) in combination with the Apogossypol derivative BI-97C1 (Sabutoclax) improves therapeutic efficacy in low CAR colorectal cancer cells. 2012 J. Cell. Physiol. pmid:21780116
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Azmi AS and Mohammad RM Non-peptidic small molecule inhibitors against Bcl-2 for cancer therapy. 2009 J. Cell. Physiol. pmid:18767026
Chien CC et al. The role of COX-2/PGE2 in gossypol-induced apoptosis of colorectal carcinoma cells. 2012 J. Cell. Physiol. pmid:22170686
Ahn JH et al. Defective autophagy in multidrug resistant cells may lead to growth inhibition by BH3-mimetic gossypol. 2013 J. Cell. Physiol. pmid:23254564
McGregor N et al. AT-101 (R-(-)-gossypol acetic acid) enhances the effectiveness of androgen deprivation therapy in the VCaP prostate cancer model. 2010 J. Cell. Biochem. pmid:20589722
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Heinstein PF et al. Biosynthesis of gossypol. Incorporation of mevalonate-2-14C and isoprenyl pyrophosphates. 1970 J. Biol. Chem. pmid:4318479
Tanksley TD et al. Inhibition of pepsinogen activation by gossypol. 1970 J. Biol. Chem. pmid:4922043
HEINSTEIN PF et al. Biosynthesis of C-14-labeled gossypol. 1962 J. Biol. Chem. pmid:13906099
Song JJ et al. Evidence for two modes of development of acquired tumor necrosis factor-related apoptosis-inducing ligand resistance. Involvement of Bcl-xL. 2007 J. Biol. Chem. pmid:17110373
Wong RC et al. Studies on the nature of the inhibition by gossypol of the transformation of pepsinogen to pepsin. 1972 J. Biol. Chem. pmid:4551945
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HOFFPAUIR CL and GUTHRIE JD The use of aminized and phosphorylated cotton fabrics as ion exchange materials in the preparation of oil seed proteins. 1949 J. Biol. Chem. pmid:18112104
Sung B et al. Gossypol induces death receptor-5 through activation of the ROS-ERK-CHOP pathway and sensitizes colon cancer cells to TRAIL. 2010 J. Biol. Chem. pmid:20837473
Soubeyrand S et al. Purification of a novel phospholipase A2 from bovine seminal plasma. 1997 J. Biol. Chem. pmid:8995251
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Soderquist RS et al. Gossypol increases expression of the pro-apoptotic BH3-only protein NOXA through a novel mechanism involving phospholipase A2, cytoplasmic calcium, and endoplasmic reticulum stress. 2014 J. Biol. Chem. pmid:24778183
Vander Jagt DL et al. Regulation of the glutathione S-transferase activity of bilirubin transport protein (ligandin) from human liver. Enzymic memory involving protein-protein interactions. 1983 J. Biol. Chem. pmid:6853539
Hu W et al. Proapoptotic protein Smac mediates apoptosis in cisplatin-resistant ovarian cancer cells when treated with the anti-tumor agent AT101. 2012 J. Biol. Chem. pmid:22052903
Zaidi R and Hadi SM Strand scission in DNA by gossypol and Cu(II): role of Cu(I) and oxygen-free radicals. 1992 J. Biochem. Toxicol. pmid:1293310
Sheweita SA et al. N-Nitrosodimethylamine changes the expression of glutathione S-transferase in the liver of male mice: The role of antioxidants. 2008 Nov-Dec J. Biochem. Mol. Toxicol. pmid:19111000
Wang H et al. Inhibition of calcineurin by quercetin in vitro and in Jurkat cells. 2010 J. Biochem. pmid:19880376
FOSTER JW and WOODRUFF HB Microbiological aspects of penicillin; cottonseed meal as a substitute for corn steep liquor in penicillin production. 1946 J. Bacteriol. pmid:21064711
Turco E et al. The in vitro effect of gossypol and its interaction with salts on conidial germination and viability of Fusarium oxysporum sp. vasinfectum isolates. 2007 J. Appl. Microbiol. pmid:18045422
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
Mellon JE et al. Effects of temperature and medium composition on inhibitory activities of gossypol-related compounds against aflatoxigenic fungi. 2013 J. Appl. Microbiol. pmid:23594138
Terry BJ et al. Inhibition of herpes simplex virus type 1 DNA polymerase by the natural product oosporein. 1992 J. Antibiot. pmid:1556024
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
Clawson AJ et al. Unextracted cottonseed in diets for monogastric animals. I. The effect of ferrous sulfate and calcium hydroxide in reducing gossypol toxicity. 1975 J. Anim. Sci. pmid:1173579
DANKE RJ and TILLMAN AD EFFECT OF GOSSYPOL AND HEXAHOMOSERINE ON PERFORMANCE OF RATS FED PURIFIED DIETS WITH AND WITHOUT LYSINE. 1965 J. Anim. Sci. pmid:14296177
Willard ST et al. Effects of free gossypol in the diet of pregnant and postpartum Brahman cows on calf development and cow performance. 1995 J. Anim. Sci. pmid:7601784
Albrecht JE et al. Rate of depletion and route of elimination of intravenously injected gossypol in swine. 1972 J. Anim. Sci. pmid:5085300
GALLUP WD et al. Comparative effect on vitamin A metabolism in sheep of urea, soybean oil meal and cottonseed meal as sources of protein. 1951 J. Anim. Sci. pmid:14814051
PARHAM AP et al. The influence of solvent extracted and hydraulic processed cottonseed meals upon performance and level of plasma carotene, vitamin A, and fat in the blood of wintering beef cows. 1950 J. Anim. Sci. pmid:14794574
El-Mokadem MY et al. Alleviation of reproductive toxicity of gossypol using selenium supplementation in rams. 2012 J. Anim. Sci. pmid:22585803
Chase CC et al. Growth and reproductive development in Brahman bulls fed diets containing gossypol. 1994 J. Anim. Sci. pmid:8157529
Gray ML et al. Effects of dietary gossypol consumption on metabolic homeostasis and reproductive endocrine function in beef heifers and cows. 1993 J. Anim. Sci. pmid:8270527
Velasquez-Pereira J et al. Effects on performance, tissue integrity, and metabolism of vitamin E supplementation for beef heifers fed a diet that contains gossypol. 1998 J. Anim. Sci. pmid:9856398
Velasquez-Pereira J et al. Reproductive effects of feeding gossypol and vitamin E to bulls. 1998 J. Anim. Sci. pmid:9856400