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
Edema D004487 152 associated lipids
Prostatic Neoplasms D011471 126 associated lipids
Testicular Diseases D013733 15 associated lipids
Lymphoma, Large B-Cell, Diffuse D016403 13 associated lipids
Melanoma D008545 69 associated lipids
Weight Gain D015430 101 associated lipids
Abnormalities, Drug-Induced D000014 10 associated lipids
Glioma D005910 112 associated lipids
Cell Transformation, Neoplastic D002471 126 associated lipids
Leukemia P388 D007941 43 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
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
Balakrishnan K et al. AT-101 induces apoptosis in CLL B cells and overcomes stromal cell-mediated Mcl-1 induction and drug resistance. 2009 Blood pmid:18836097
Liu G et al. An open-label, multicenter, phase I/II study of single-agent AT-101 in men with castrate-resistant prostate cancer. 2009 Clin. Cancer Res. pmid:19366825
Wei J et al. Apogossypol derivatives as antagonists of antiapoptotic Bcl-2 family proteins. 2009 Mol. Cancer Ther. pmid:19372563
Xu WB et al. The immunosuppressive effect of gossypol in mice is mediated by inhibition of lymphocyte proliferation and by induction of cell apoptosis. 2009 Acta Pharmacol. Sin. pmid:19363517
Zhan Y et al. Design and synthesis of a gossypol derivative with improved antitumor activities. 2009 Arch. Pharm. (Weinheim) pmid:19340835
Verma PC et al. Efficient production of gossypol from hairy root cultures of cotton (Gossypium hirsutum L.). 2009 Curr Pharm Biotechnol pmid:19751178
Sanli UA et al. Targeting apoptosis in the hormone- and drug-resistant prostate cancer cell line, DU-145, by gossypol/zoledronic acid combination. 2009 Cell Biol. Int. pmid:19716895
Das SG et al. Structure-activity relationship and molecular mechanisms of ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)-6-phenyl-4h-chromene-3-carboxylate (sha 14-1) and its analogues. 2009 J. Med. Chem. pmid:19743858
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
El-Sharaky AS et al. Mutual anti-oxidative effect of gossypol acetic acid and gossypol-iron complex on hepatic lipid peroxidation in male rats. 2009 Food Chem. Toxicol. pmid:19665044
Hu GX et al. The (+)- and (-)-gossypols potently inhibit both 3beta-hydroxysteroid dehydrogenase and 17beta-hydroxysteroid dehydrogenase 3 in human and rat testes. 2009 J. Steroid Biochem. Mol. Biol. pmid:19429456
Barba-Barajas M et al. Gossypol induced apoptosis of polymorphonuclear leukocytes and monocytes: involvement of mitochondrial pathway and reactive oxygen species. 2009 Immunopharmacol Immunotoxicol pmid:19235535
Basini G et al. Gossypol, a polyphenolic aldehyde from cotton plant, interferes with swine granulosa cell function. 2009 Domest. Anim. Endocrinol. pmid:19342192
Wang X et al. Gossypol--a polyphenolic compound from cotton plant. 2009 Adv. Food Nutr. Res. pmid:19878861
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
Zerp SF et al. AT-101, a small molecule inhibitor of anti-apoptotic Bcl-2 family members, activates the SAPK/JNK pathway and enhances radiation-induced apoptosis. 2009 Radiat Oncol pmid:19852810
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
Xu P et al. Mitogenic activity of zeranol in human breast cancer cells is enhanced by leptin and suppressed by gossypol. 2009 Anticancer Res. pmid:20032412
Cheng W et al. [Effect of gossypol acetate on proliferation and apoptosis in Raji lymphoblastoid cell line]. 2009 Zhongguo Yi Xue Ke Xue Yuan Xue Bao pmid:19968063
Pérez A et al. Endofacial competitive inhibition of the glucose transporter 1 activity by gossypol. 2009 Am. J. Physiol., Cell Physiol. pmid:19386788
Zhai G et al. A liposomal delivery vehicle for the anticancer agent gossypol. 2008 Sep-Oct Anticancer Res. pmid:19035313
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
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
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
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
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
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
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