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
Myxosarcoma D009236 1 associated lipids
Darier Disease D007644 2 associated lipids
Leukemia, Biphenotypic, Acute D015456 2 associated lipids
Prostatic Neoplasms, Castration-Resistant D064129 3 associated lipids
Carcinoma, Mucoepidermoid D018277 3 associated lipids
Genital Neoplasms, Male D005834 3 associated lipids
Retinal Neoplasms D019572 3 associated lipids
Hematologic Neoplasms D019337 4 associated lipids
Trypanosomiasis, African D014353 5 associated lipids
Infertility, Female D007247 5 associated lipids
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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.

Related references are published most in these journals:

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?

Related references are published most in these journals:


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
Dao VT et al. Synthesis and cytotoxicity of gossypol related compounds. 2000 Eur J Med Chem pmid:11006482
El-Nassan HB Advances in the discovery of kinesin spindle protein (Eg5) inhibitors as antitumor agents. 2013 Eur J Med Chem pmid:23434636
Przybylski P et al. Synthesis, crystal structures and antibacterial activity studies of aza-derivatives of phytoalexin from cotton plant--gossypol. 2009 Eur J Med Chem pmid:19577825
Zhang Z et al. Novel soluble myeloid cell leukemia sequence 1 (Mcl-1) inhibitor (E,E)-2-(benzylaminocarbonyl)-3-styrylacrylonitrile (4g) developed using a fragment-based approach. 2013 Eur J Med Chem pmid:23220642
Zhang Z et al. Design and application of a rigid quinazolone scaffold based on two-face Bim α-helix mimicking. 2013 Eur J Med Chem pmid:24095762
Zhang Z et al. Fragment-based design, synthesis, and biological evaluation of N-substituted-5-(4-isopropylthiophenol)-2-hydroxynicotinamide derivatives as novel Mcl-1 inhibitors. 2013 Eur J Med Chem pmid:23314054
Zubair H et al. Apogossypolone, derivative of gossypol, mobilizes endogenous copper in human peripheral lymphocytes leading to oxidative DNA breakage. 2012 Eur J Pharm Sci pmid:22554693
Karaca B et al. Profiling of angiogenic cytokines produced by hormone- and drug-refractory prostate cancer cell lines, PC-3 and DU-145 before and after treatment with gossypol. 2008 Eur. Cytokine Netw. pmid:19103523
Atmaca H et al. Combined gossypol and zoledronic acid treatment results in synergistic induction of cell death and regulates angiogenic molecules in ovarian cancer cells. 2009 Eur. Cytokine Netw. pmid:19825521
Medrano FJ and Andreu JM Binding of gossypol to purified tubulin and inhibition of its assembly into microtubules. 1986 Eur. J. Biochem. pmid:3732269
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
Spijkers-Hagelstein JA et al. Glucocorticoid sensitisation in Mixed Lineage Leukaemia-rearranged acute lymphoblastic leukaemia by the pan-BCL-2 family inhibitors gossypol and AT-101. 2014 Eur. J. Cancer pmid:24703900
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
Ye YX et al. Direct actions of gossypol on cardiac muscle. 1987 Eur. J. Pharmacol. pmid:3036543
Kuhn G et al. Gossypol induces chloride secretion in rat proximal colon. 2002 Eur. J. Pharmacol. pmid:12464365
Ye YX et al. Cardiodepressant actions of the orally active male contraceptive, gossypol, in guinea-pig heart muscle. 1987 Eur. J. Pharmacol. pmid:3691653
Carruthers NJ et al. Gossypol inhibits calcineurin phosphatase activity at multiple sites. 2007 Eur. J. Pharmacol. pmid:17141216
Alheid U et al. Human endothelial cells inhibit platelet aggregation by separately stimulating platelet cyclic AMP and cyclic GMP. 1989 Eur. J. Pharmacol. pmid:2546782
Hervé JC et al. Contraceptive gossypol blocks cell-to-cell communication in human and rat cells. 1996 Eur. J. Pharmacol. pmid:8911921
Gong YZ et al. Cinnamyl-3,4-dihydroxy-alpha-cyanocinnamate and nordihydroguaiaretic acid inhibit human Kv1.5 currents independently of lipoxygenase. 2008 Eur. J. Pharmacol. pmid:18930721
Dudel C and Förstermann U Gossypol attenuates selectively the blood pressure lowering effect of endothelium-dependent vasodilators in the rabbit in vivo. 1988 Eur. J. Pharmacol. pmid:2450761
Mülsch A et al. Stimulation of soluble guanylate cyclase by endothelium-derived relaxing factor from cultured endothelial cells. 1987 Eur. J. Pharmacol. pmid:2884122
Huang LH et al. Gossypol inhibits phosphorylation of Bcl-2 in human leukemia HL-60 cells. 2010 Eur. J. Pharmacol. pmid:20633548
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
Pond GR et al. Evaluating the value of number of cycles of docetaxel and prednisone in men with metastatic castration-resistant prostate cancer. 2012 Eur. Urol. pmid:21715086
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Qiu J et al. Different pathways of cell killing by gossypol enantiomers. 2002 Exp. Biol. Med. (Maywood) pmid:12037129
Kline MP et al. R-(-)-gossypol (AT-101) activates programmed cell death in multiple myeloma cells. 2008 Exp. Hematol. pmid:18346839
Javed MH and Khan MA Effect of amino acids on inhibition of lactate dehydrogenase-X by gossypol. 1999 Exp. Mol. Med. pmid:10231019
Floridi A et al. The effect of gossypol and Lonidamine on electron transport in Ehrlich ascites tumor mitochondria. 1984 Exp. Mol. Pathol. pmid:6705894
Floridi A et al. The effect of the association of Gossypol and Lonidamine on the energy metabolism of Ehrlich ascites tumor cells. 1983 Exp. Mol. Pathol. pmid:6852206
Konac E et al. An in vitro study of cytotoxic effects of gossypol on human epidermoid larynx carcinoma cell line (HEp-2). 2005 Exp. Oncol. pmid:15812364
Varol U et al. The effect of racemic gossypol and at-101 on angiogenic profile of ovcar-3 cells: a preliminary molecular framework for gossypol enantiomers. 2009 Exp. Oncol. pmid:20010531
Eid JE et al. Gossypol-induced death of African trypanosomes. 1988 Exp. Parasitol. pmid:3366212
Rikihisa Y et al. Taenia taeniaeformis: inactivation of metacestodes by gossypol in vitro. 1990 Exp. Parasitol. pmid:2373186
Rikihisa Y and Lin YC Taenia taeniaeformis: inhibition of metacestode development in the rat by gossypol. 1986 Exp. Parasitol. pmid:3956677
Gonzalez-Garza MT and Said-Fernandez S Entamoeba histolytica: potent in vitro antiamoebic effect of gossypol. 1988 Exp. Parasitol. pmid:2899518
Tone JN and Jensen DR The accumulation pattern of ingested gossypol in selected organs of the rat. 1976 Experientia pmid:1253913
Tone JN and Jensen DR Effect of ingested gossypol on the growth performance of rats. 1970 Experientia pmid:5478639
Abou-Donia MB et al. Gossypol: antagonistic effect on toxicity of insecticides to Spodoptera littoralis. 1974 Experientia pmid:4435119
Manmade A et al. Gossypol. Synthesis and in vitro spermicidal activity of isomeric hemigossypol derivatives. 1983 Experientia pmid:6641903
Dodou K et al. Investigations on gossypol: past and present developments. 2005 Expert Opin Investig Drugs pmid:16255680
Goriunova LV and Vichkanova SA [Study of antiviral effect of gossypol on chick embryo model]. 1969 Sep-Oct Farmakol Toksikol pmid:5364687
Lei X et al. Gossypol induces Bax/Bak-independent activation of apoptosis and cytochrome c release via a conformational change in Bcl-2. 2006 FASEB J. pmid:16935937
Junco M et al. Substrate-dependent inhibition of protein kinase C by specific inhibitors. 1990 FEBS Lett. pmid:2332048
Baker ME Gossypol inhibits estrogen binding to rat alpha-fetoprotein. 1984 FEBS Lett. pmid:6207049
Moon DO et al. Gossypol suppresses telomerase activity in human leukemia cells via regulating hTERT. 2008 FEBS Lett. pmid:18775705
Royer RE and Vander Jagt DL Gossypol binds to a high-affinity binding site on human serum albumin. 1983 FEBS Lett. pmid:6862017
VERMEL EM and KRUGLYAK SA ANTITUMOR ACTIVITY OF GOSSYPOL IN EXPERIMENTS ON TRANSPLANTABLE TUMORS. 1965 Jan-Feb Fed Proc Transl Suppl pmid:14275562
Weissenmayer B et al. The calcineurin inhibitor gossypol impairs growth, cell signalling and development in Dictyostelium discoideum. 2005 FEMS Microbiol. Lett. pmid:15621416