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
Swine Diseases D013553 16 associated lipids
Uterine Neoplasms D014594 18 associated lipids
Neoplasms, Hormone-Dependent D009376 23 associated lipids
Lymphoma, B-Cell D016393 24 associated lipids
Cattle Diseases D002418 24 associated lipids
Leukemia, Lymphocytic, Chronic, B-Cell D015451 25 associated lipids
Endometriosis D004715 29 associated lipids
Proteinuria D011507 30 associated lipids
Endometrial Neoplasms D016889 30 associated lipids
Micronuclei, Chromosome-Defective D048629 33 associated lipids
Acute Lung Injury D055371 33 associated lipids
Chemical and Drug Induced Liver Injury D056486 39 associated lipids
Neovascularization, Pathologic D009389 39 associated lipids
Leukemia, Experimental D007942 42 associated lipids
Leukemia P388 D007941 43 associated lipids
Neuroblastoma D009447 66 associated lipids
Mammary Neoplasms, Experimental D008325 67 associated lipids
Melanoma D008545 69 associated lipids
Carcinoma, Non-Small-Cell Lung D002289 72 associated lipids
Leukemia D007938 74 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
Meng Y et al. Natural BH3 mimetic (-)-gossypol chemosensitizes human prostate cancer via Bcl-xL inhibition accompanied by increase of Puma and Noxa. 2008 Mol. Cancer Ther. pmid:18645028
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
Brozic P et al. Inhibitors of 17beta-hydroxysteroid dehydrogenase type 1. 2008 Curr. Med. Chem. pmid:18220769
Przybylski P et al. EI MS and ESI MS studies of the bisesquiterpene from cotton seeds: Gossypol and its Aza-derivatives. 2008 J Mass Spectrom pmid:18200654
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
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
Balakrishnan K et al. Gossypol, a BH3 mimetic, induces apoptosis in chronic lymphocytic leukemia cells. 2008 Blood pmid:18566329
Wang X et al. Bioactivities of gossypol, 6-methoxygossypol, and 6,6'-dimethoxygossypol. 2008 J. Agric. Food Chem. pmid:18517219
Johnson PW New targets for lymphoma treatment. 2008 Ann. Oncol. pmid:18519406
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
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
Stipanovic RD et al. Effect of racemic, (+)- and (-)-gossypol on survival and development of Heliothis virescens larvae. 2008 Environ. Entomol. pmid:19036185
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
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
Kang MH and Reynolds CP Bcl-2 inhibitors: targeting mitochondrial apoptotic pathways in cancer therapy. 2009 Clin. Cancer Res. pmid:19228717
Lin J et al. [Effect of apogossypolone on induction apoptosis in multiple myeloma cells and its mechanisms]. 2009 Zhongguo Shi Yan Xue Ye Xue Za Zhi pmid:19236755
Przybylski P et al. Complexes of heterocyclic aza-derivatives of phytoalexin from cotton plant-gossypol with alkali metal cations and perchlorate anion studied by ESI mass spectrometric method in the positive and negative modes. 2009 J Mass Spectrom pmid:19189269
Przybylski P et al. Antifungal activity of alkyl and heterocyclic aza-derivatives of gossypol as well as their complexes with NaClO4 against Fusarium oxysporum f. sp. lupini. 2009 Bioorg. Med. Chem. Lett. pmid:19264482
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
Lestini BJ et al. Mcl1 downregulation sensitizes neuroblastoma to cytotoxic chemotherapy and small molecule Bcl2-family antagonists. 2009 Cancer Biol. Ther. pmid:19556859
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
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
Huang YW et al. (-)-Gossypol reduces invasiveness in metastatic prostate cancer cells. 2009 Anticancer Res. pmid:19528479
Yurekli B et al. Can gossypol be a hope for transsexual patients (male to female) before sex reassignment surgery? Just for adjusting the body to mind. 2009 Med. Hypotheses pmid:19647947
Roychoudhury S et al. In vitro gossypol induced spermatozoa motility alterations in rabbits. 2009 J Environ Sci Health B pmid:20183084
Wang WQ et al. [Apoptosis of multiple myeloma cells induced by gossypol acetic acid in vitro and its mechanism]. 2009 Zhongguo Shi Yan Xue Ye Xue Za Zhi pmid:20030926