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
Politzer WM Long-term clinical remission of a patient with chronic lymphocytic leukemia using alternative treatment option: cottonseed oil (gossypol). 2008 Phytomedicine pmid:18573644
Shaaban WF et al. Reproductive toxicologic effects of gossypol on male rabbits: biochemical, enzymatic, and electrolytic properties of seminal plasma. 2008 Fertil. Steril. pmid:17953964
Li ZM et al. Synergistic cytotoxicity of Bcl-xL inhibitor, gossypol and chemotherapeutic agents in non-Hodgkin's lymphoma cells. 2008 Cancer Biol. Ther. pmid:17938578
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
Paoluzzi L et al. Targeting Bcl-2 family members with the BH3 mimetic AT-101 markedly enhances the therapeutic effects of chemotherapeutic agents in in vitro and in vivo models of B-cell lymphoma. 2008 Blood pmid:18292288
Przybylski P et al. CP/MAS spectroscopy in the determination of the tautomeric forms of gossypol, its Schiff bases and hydrazones in the solid state. 2008 Magn Reson Chem pmid:18338327
Zha SW et al. [Male antifertility drugs and cell apoptosis]. 2008 Zhonghua Nan Ke Xue pmid:18297819
Rodríguez-Enríquez S et al. Energy metabolism transition in multi-cellular human tumor spheroids. 2008 J. Cell. Physiol. pmid:18264981
Arnold AA et al. Preclinical studies of Apogossypolone: a new nonpeptidic pan small-molecule inhibitor of Bcl-2, Bcl-XL and Mcl-1 proteins in Follicular Small Cleaved Cell Lymphoma model. 2008 Mol. Cancer pmid:18275607
Sikora MJ et al. Anti-oxidant treatment enhances anti-tumor cytotoxicity of (-)-gossypol. 2008 Cancer Biol. Ther. pmid:18376141
Moon DO et al. Gossypol suppresses telomerase activity in human leukemia cells via regulating hTERT. 2008 FEBS Lett. pmid:18775705
Przybylski P et al. Molecular structures and stability constants of gossypol and its aza-derivative complexes with silver(I) cations studied by potentiometric, ESI MS, NMR, and AM1d semiempirical methods. 2008 J Phys Chem A pmid:18698745
Boonsri S et al. Cytotoxic and antibacterial sesquiterpenes from Thespesia populnea. 2008 J. Nat. Prod. pmid:18553924
Zhou DR et al. Gossypol repressed the gap junctional intercellular communication between Sertoli cells by decreasing the expression of Connexin43. 2008 Toxicol In Vitro pmid:18706992
Trischitta F and Faggio C Gossypol affects ion transport in the isolated intestine of the seawater adapted eel, Anguilla anguilla. 2008 Comp. Biochem. Physiol., Part A Mol. Integr. Physiol. pmid:18606239
Etxebarria A et al. Regulation of antiapoptotic MCL-1 function by gossypol: mechanistic insights from in vitro reconstituted systems. 2008 Biochem. Pharmacol. pmid:18762177
Tang Y et al. [Progress in small-molecule inhibitors of Bcl-2 family proteins]. 2008 Yao Xue Xue Bao pmid:18819468
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
Sun J et al. ApoG2 inhibits antiapoptotic Bcl-2 family proteins and induces mitochondria-dependent apoptosis in human lymphoma U937 cells. 2008 Anticancer Drugs pmid:18827561
Cui G et al. Gossypol with methyltestosterone and ethinylestradiol male does not affect rat spermatogonial stem cell differentiation. 2007 Mar-Apr Arch. Androl. pmid:17453689
Ye W et al. Modulation of multidrug resistance gene expression in human breast cancer cells by (-)-gossypol-enriched cottonseed oil. 2007 Jan-Feb Anticancer Res. pmid:17352222
Meng Y et al. (-)Gossypol and its combination with imatinib induce apoptosis in human chronic myeloid leukemic cells. 2007 Leuk. Lymphoma pmid:17926190
Mao YB et al. Silencing a cotton bollworm P450 monooxygenase gene by plant-mediated RNAi impairs larval tolerance of gossypol. 2007 Nat. Biotechnol. pmid:17982444
Lordelo MM et al. Relative toxicity of gossypol enantiomers in laying and broiler breeder hens. 2007 Poult. Sci. pmid:17297172
Zhang M et al. Differential growth inhibition and induction of apoptosis by gossypol between HCT116 and HCT116/Bax(-/-) colorectal cancer cells. 2007 Clin. Exp. Pharmacol. Physiol. pmid:17250644
Leyman A et al. The absence of expression of the three isoenzymes of the inositol 1,4,5-trisphosphate 3-kinase does not prevent the formation of inositol pentakisphosphate and hexakisphosphate in mouse embryonic fibroblasts. 2007 Cell. Signal. pmid:17355905
Costantino A et al. Current status and future perspectives in male contraception. 2007 Minerva Ginecol pmid:17576406
Tang G et al. Structure-based design of flavonoid compounds as a new class of small-molecule inhibitors of the anti-apoptotic Bcl-2 proteins. 2007 J. Med. Chem. pmid:17552510
Ko CH et al. Gossypol reduction of tumor growth through ROS-dependent mitochondria pathway in human colorectal carcinoma cells. 2007 Int. J. Cancer pmid:17597109
Wolter KG et al. Therapeutic window for melanoma treatment provided by selective effects of the proteasome on Bcl-2 proteins. 2007 Cell Death Differ. pmid:17541428
Kasten-Pisula U et al. Radiosensitization of tumour cell lines by the polyphenol Gossypol results from depressed double-strand break repair and not from enhanced apoptosis. 2007 Radiother Oncol pmid:17521756
Feng BY et al. A high-throughput screen for aggregation-based inhibition in a large compound library. 2007 J. Med. Chem. pmid:17447748
Badawy SZ et al. Gossypol inhibits proliferation of endometrioma cells in culture. 2007 Asian J. Androl. pmid:17486280
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
Choi SR et al. Design, synthesis, and biological evaluation of Plasmodium falciparum lactate dehydrogenase inhibitors. 2007 J. Med. Chem. pmid:17636950
Loberg RD et al. In vivo evaluation of AT-101 (R-(-)-gossypol acetic acid) in androgen-independent growth of VCaP prostate cancer cells in combination with surgical castration. 2007 Neoplasia pmid:18084610
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
Akinola OB et al. Spermatoprotective activity of the leaf extract of Psidium guajava Linn. 2007 Niger Postgrad Med J pmid:18163132
Gerasimidis K et al. Preparation of an edible cottonseed protein concentrate and evaluation of its functional properties. 2007 Int J Food Sci Nutr pmid:17710592
Carruthers NJ et al. Gossypol inhibits calcineurin phosphatase activity at multiple sites. 2007 Eur. J. Pharmacol. pmid:17141216
Liu F et al. Pharmacophore identification of KSP inhibitors. 2007 Bioorg. Med. Chem. Lett. pmid:17095225
Zhang M et al. Gossypol induces apoptosis in human PC-3 prostate cancer cells by modulating caspase-dependent and caspase-independent cell death pathways. 2007 Life Sci. pmid:17156797
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
Xing C et al. Development of selective inhibitors for anti-apoptotic Bcl-2 proteins from BHI-1. 2007 Bioorg. Med. Chem. pmid:17227711
Lv G et al. [The effect of gossypol, praziquantel and artemether on recombinant lactate dehydrogenase from Schistosoma japonicum]. 2007 Zhongguo Ji Sheng Chong Xue Yu Ji Sheng Chong Bing Za Zhi pmid:18441994
Denisov AY et al. Heat-induced dimerization of BCL-xL through alpha-helix swapping. 2007 Biochemistry pmid:17223694
Makkar HP et al. Plant secondary metabolites. 2007 Methods Mol. Biol. pmid:19238775
Huang YW et al. Effects of serum on (-)-gossypol-suppressed growth in human prostate cancer cells. 2006 Sep-Oct Anticancer Res. pmid:17094491
Huang YW et al. Molecular mechanisms of (-)-gossypol-induced apoptosis in human prostate cancer cells. 2006 May-Jun Anticancer Res. pmid:16827126
Akinola OB et al. Proteinaceous diet inhibits gossypol-induced spermatotoxicity. 2006 Jul-Sep Eur J Histochem pmid:16920644