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
Chemical and Drug Induced Liver Injury D056486 39 associated lipids
Endometriosis D004715 29 associated lipids
Uterine Neoplasms D014594 18 associated lipids
Proteinuria D011507 30 associated lipids
Genital Neoplasms, Male D005834 3 associated lipids
Leukemia D007938 74 associated lipids
Neuroblastoma D009447 66 associated lipids
Carcinoma, Hepatocellular D006528 140 associated lipids
Protein Deficiency D011488 5 associated lipids
Leukemia, Experimental D007942 42 associated lipids
Leukemia, Lymphocytic, Chronic, B-Cell D015451 25 associated lipids
Neoplasms, Hormone-Dependent D009376 23 associated lipids
Leiomyoma D007889 8 associated lipids
Nutrition Disorders D009748 6 associated lipids
Swine Diseases D013553 16 associated lipids
Pemphigoid, Bullous D010391 8 associated lipids
Infertility, Female D007247 5 associated lipids
Micronuclei, Chromosome-Defective D048629 33 associated lipids
Carcinoma, Non-Small-Cell Lung D002289 72 associated lipids
Acute Lung Injury D055371 33 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.

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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
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
Jia L et al. Comparison of pharmacokinetic and metabolic profiling among gossypol, apogossypol and apogossypol hexaacetate. 2008 Cancer Chemother. Pharmacol. pmid:17356822
Kitada S et al. 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). 2008 Blood pmid:18202226
Tang G et al. Acylpyrogallols as inhibitors of antiapoptotic Bcl-2 proteins. 2008 J. Med. Chem. pmid:18237106
Kline MP et al. R-(-)-gossypol (AT-101) activates programmed cell death in multiple myeloma cells. 2008 Exp. Hematol. pmid:18346839
Gao F et al. Interactive effects of elevated CO2 and cotton cultivar on tri-trophic interaction of Gossypium hirsutum, Aphis gossyppii, and Propylaea japonica. 2008 Environ. Entomol. pmid:18348793
Moon DO et al. Gossypol suppresses NF-kappaB activity and NF-kappaB-related gene expression in human leukemia U937 cells. 2008 Cancer Lett. pmid:18314260
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
Dowd MK and Pelitire SM HPLC preparation of the chiral forms of 6-methoxy-gossypol and 6,6'-dimethoxy-gossypol. 2008 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:18407810
Ojha P et al. Rat testicular germ cell type(s) targeted by anti-spermatogenic agents in vivo and their recovery on withdrawal of treatment--a flow cytometric study. 2008 Anim. Reprod. Sci. pmid:17207942
Marzo I and Naval J Bcl-2 family members as molecular targets in cancer therapy. 2008 Biochem. Pharmacol. pmid:18638457
Liu J et al. Stereoselective coupling of hemigossypol to form (+)-gossypol in moco cotton is mediated by a dirigent protein. 2008 Phytochemistry pmid:18639908
Villaseñor M et al. Gossypol disrupts embryo development in heifers. 2008 J. Dairy Sci. pmid:18650278
Aoyama K [Determination of gossypol in feeds by HPLC]. 2008 Shokuhin Eiseigaku Zasshi pmid:18787315
Sun Y et al. Apogossypolone, a nonpeptidic small molecule inhibitor targeting Bcl-2 family proteins, effectively inhibits growth of diffuse large cell lymphoma cells in vitro and in vivo. 2008 Cancer Biol. Ther. pmid:18769131
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
Janssen CO et al. Interaction of kendomycin and semi-synthetic analogues with the anti-apoptotic protein Bcl-xl. 2008 Bioorg. Med. Chem. Lett. pmid:18845435
Mi JX et al. Synergistic antitumoral activity and induction of apoptosis by novel pan Bcl-2 proteins inhibitor apogossypolone with adriamycin in human hepatocellular carcinoma. 2008 Acta Pharmacol. Sin. pmid:19026166
Macoska JA et al. -(-)Gossypol promotes the apoptosis of bladder cancer cells in vitro. 2008 Nov-Dec Pharmacol. Res. pmid:18840529
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
Zhai G et al. A liposomal delivery vehicle for the anticancer agent gossypol. 2008 Sep-Oct Anticancer Res. pmid:19035313
Pankajakshy A and Madambath I Spermatotoxic effects of Cananga odorata (Lam): a comparison with gossypol. 2009 Fertil. Steril. pmid:18692834
Wei J et al. Synthesis and evaluation of Apogossypol atropisomers as potential Bcl-xL antagonists. 2009 Cancer Lett. pmid:18782651
Azmi AS and Mohammad RM Non-peptidic small molecule inhibitors against Bcl-2 for cancer therapy. 2009 J. Cell. Physiol. pmid:18767026
Kang MH and Reynolds CP Bcl-2 inhibitors: targeting mitochondrial apoptotic pathways in cancer therapy. 2009 Clin. Cancer Res. pmid:19228717
Kilic A et al. Efficacy of signal pathway inhibitors alone and in combination with Cisplatin varies between human non-small cell lung cancer lines. 2009 J. Surg. Res. pmid:19084241
Chen BB et al. The (+)- and (-)-gossypols potently inhibit human and rat 11beta-hydroxysteroid dehydrogenase type 2. 2009 J. Steroid Biochem. Mol. Biol. pmid:19150652
Stipanovic RD et al. Total and percent atropisomers of gossypol and gossypol-6-methyl ether in seeds from pima cottons and accessions of Gossypium barbadense L. 2009 J. Agric. Food Chem. pmid:19113939
Zhang L et al. Chiral gossypol derivatives: evaluation of their anticancer activity and molecular modeling. 2009 Eur J Med Chem pmid:19447525
Sun J et al. Apogossypolone inhibits cell growth by inducing cell cycle arrest in U937 cells. 2009 Oncol. Rep. pmid:19513523
Jiang J et al. Gossypol inhibits the growth of MAT-LyLu prostate cancer cells by modulation of TGFbeta/Akt signaling. 2009 Int. J. Mol. Med. pmid:19513537
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
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
Wu G et al. Temporal allocation of metabolic tolerance in the body of beet armyworm in response to three gossypol-cotton cultivars. 2009 Sci. China, C, Life Sci. pmid:20016971