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?

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
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
Ouyang DY et al. Valproic acid synergistically enhances the cytotoxicity of gossypol in DU145 prostate cancer cells: an iTRTAQ-based quantitative proteomic analysis. 2011 J Proteomics pmid:21726675
Williams JL et al. Fitness cost of resistance to Bt cotton linked with increased gossypol content in pink bollworm larvae. 2011 PLoS ONE pmid:21738799
Chang Q et al. Drug synergistic antifertility effect of combined administration of low-dose gossypol with steroid hormones in rats. 2011 Chin. Med. J. pmid:21740776
Spagnuolo C et al. Quercetin downregulates Mcl-1 by acting on mRNA stability and protein degradation. 2011 Br. J. Cancer pmid:21750559
Azab B et al. Enhanced delivery of mda-7/IL-24 using a serotype chimeric adenovirus (Ad.5/3) in combination with the Apogossypol derivative BI-97C1 (Sabutoclax) improves therapeutic efficacy in low CAR colorectal cancer cells. 2012 J. Cell. Physiol. pmid:21780116
Gunassekaran GR et al. In vitro and in vivo studies on antitumor effects of gossypol on human stomach adenocarcinoma (AGS) cell line and MNNG induced experimental gastric cancer. 2011 Biochem. Biophys. Res. Commun. pmid:21782799
Yin J et al. Novel O-glycosidic gossypol isomers and their bioactivities. 2011 Carbohydr. Res. pmid:21788013
Zhang P et al. Suppression of jasmonic acid-dependent defense in cotton plant by the mealybug Phenacoccus solenopsis. 2011 PLoS ONE pmid:21818315
Shen Y and Ye D Re: Gregory R. Pond, Andrew J. Armstrong, Brian A. Wood, et al. Evaluating the value of number of cycles of docetaxel and prednisone in men with metastatic castration-resistant prostate cancer. Eur Urol 2012;61:363-9. 2012 Eur. Urol. pmid:21824719
Porat O Effects of gossypol on the motility of mammalian sperm. 1990 Mol. Reprod. Dev. pmid:2183832
Grando SA et al. Clinical and laboratory evaluation of hemocarboadsorption in autoimmune bullous dermatoses. 1990 Int J Artif Organs pmid:2189836
Rathore KS et al. Ultra-low gossypol cottonseed: generational stability of the seed-specific, RNAi-mediated phenotype and resumption of terpenoid profile following seed germination. 2012 Plant Biotechnol. J. pmid:21902797
Baggstrom MQ et al. A phase II study of AT-101 (Gossypol) in chemotherapy-sensitive recurrent extensive-stage small cell lung cancer. 2011 J Thorac Oncol pmid:21918390
Benz CC et al. Biochemical correlates of the antitumor and antimitochondrial properties of gossypol enantiomers. 1990 Mol. Pharmacol. pmid:2193225
Yang X et al. Identification and proteomic analysis of a novel gossypol-degrading fungal strain. 2012 J. Sci. Food Agric. pmid:22002592
Hu W et al. Proapoptotic protein Smac mediates apoptosis in cisplatin-resistant ovarian cancer cells when treated with the anti-tumor agent AT101. 2012 J. Biol. Chem. pmid:22052903
Wang Y et al. Small molecule inhibition of the steroid receptor coactivators, SRC-3 and SRC-1. 2011 Mol. Endocrinol. pmid:22053001
Ilkevych NS et al. Vibrational spectra, structure and antioxidant activity of gossypol imine derivatives. 2012 Spectrochim Acta A Mol Biomol Spectrosc pmid:22078080
Jaroszewski JW et al. Action of gossypol and rhodamine 123 on wild type and multidrug-resistant MCF-7 human breast cancer cells: 31P nuclear magnetic resonance and toxicity studies. 1990 Cancer Res. pmid:2208159
Huang HF and Wang M [Effects of gossypol acetate, progesterone, danazol and GnRH-A (gonadotropin release hormone-A) on the DNA-synthesis of human endometrial cell in vitro]. 1990 Zhong Xi Yi Jie He Za Zhi pmid:2208435
Celorio-Mancera Mde L et al. Transcriptional responses underlying the hormetic and detrimental effects of the plant secondary metabolite gossypol on the generalist herbivore Helicoverpa armigera. 2011 BMC Genomics pmid:22111916
Sonpavde G et al. Randomized phase II trial of docetaxel plus prednisone in combination with placebo or AT-101, an oral small molecule Bcl-2 family antagonist, as first-line therapy for metastatic castration-resistant prostate cancer. 2012 Ann. Oncol. pmid:22112969
Semon B Dietary intake of cottonseed toxins is hypothesized to be a partial cause of Alzheimer's disorder. 2012 Med. Hypotheses pmid:22136946
Zhou DR et al. [Gossypol decreases the expression of connexin 43 in Sertoli cells]. 2011 Zhonghua Nan Ke Xue pmid:22141269
Imai A et al. Metronomic dosing of BH3 mimetic small molecule yields robust antiangiogenic and antitumor effects. 2012 Cancer Res. pmid:22158856
Jiang J et al. Gossypol inhibits growth, invasiveness, and angiogenesis in human prostate cancer cells by modulating NF-κB/AP-1 dependent- and independent-signaling. 2012 Clin. Exp. Metastasis pmid:22167622
Chien CC et al. The role of COX-2/PGE2 in gossypol-induced apoptosis of colorectal carcinoma cells. 2012 J. Cell. Physiol. pmid:22170686
Masood A et al. Downregulation of BCL2 by AT-101 enhances the antileukaemic effect of lenalidomide both by an immune dependant and independent manner. 2012 Br. J. Haematol. pmid:22171982
Lian J et al. Sorafenib sensitizes (-)-gossypol-induced growth suppression in androgen-independent prostate cancer cells via Mcl-1 inhibition and Bak activation. 2012 Mol. Cancer Ther. pmid:22188816
Swan MA et al. Electron microscopic observations on the effect of gossypol on rat cauda epididymis. 1990 Z Mikrosk Anat Forsch pmid:2220026
Yang J et al. Synthesis and antiviral activities of novel gossypol derivatives. 2012 Bioorg. Med. Chem. Lett. pmid:22226654
Mellon JE et al. Inhibitory effects of gossypol, gossypolone, and apogossypolone on a collection of economically important filamentous fungi. 2012 J. Agric. Food Chem. pmid:22324794
Wagner TA et al. Hemigossypol, a constituent in developing glanded cottonseed (Gossypium hirsutum). 2012 J. Agric. Food Chem. pmid:22369216
Kerr LA Incidence and management of poisonings in livestock. 1990 Vet Hum Toxicol pmid:2238452
Kisim A et al. Pretreatment with AT-101 enhances tumor necrosis factor-related apoptosis-inducing ligand (TRAIL)-induced apoptosis of breast cancer cells by inducing death receptors 4 and 5 protein levels. 2012 J. Cancer Res. Clin. Oncol. pmid:22411600
Bodur C and Basaga H Bcl-2 inhibitors: emerging drugs in cancer therapy. 2012 Curr. Med. Chem. pmid:22414090
An T et al. Amino acid derivatives of the (-) enantiomer of gossypol are effective fusion inhibitors of human immunodeficiency virus type 1. 2012 Antiviral Res. pmid:22426469
Billard C Development of Noxa-like BH3 mimetics for apoptosis-based therapeutic strategy in chronic lymphocytic leukemia. 2012 Mol. Cancer Res. pmid:22466256
Lin H et al. A validated HPLC assay for the determination of R-(-)-gossypol in human plasma and its application in clinical pharmacokinetic studies. 2012 J Pharm Biomed Anal pmid:22483642
Tao XY et al. Gossypol-enhanced P450 gene pool contributes to cotton bollworm tolerance to a pyrethroid insecticide. 2012 Mol. Ecol. pmid:22515600
Mazumder S et al. Mcl-1 Phosphorylation defines ABT-737 resistance that can be overcome by increased NOXA expression in leukemic B cells. 2012 Cancer Res. pmid:22525702
Nair IN and Bhiwgade DA Effect of gossypol on pituitary reproductive axis: ultrastructural and biochemical studies. 1990 Indian J. Exp. Biol. pmid:2253964
Cheng W et al. [Effects of gossypol acetate on apoptosis in primary cultured cells from patients with lymphoid leukemia and its synergy with dexamethasone]. 2012 Zhongguo Shi Yan Xue Ye Xue Za Zhi pmid:22541072
Zhang YS et al. Gossypol exhibits a strong influence towards UDP-glucuronosyltransferase (UGT) 1A1, 1A9 and 2B7-mediated metabolism of xenobiotics and endogenous substances. 2012 Molecules pmid:22543504
Pond GR et al. Efficacy of docetaxel-based chemotherapy following ketoconazole in metastatic castration-resistant prostate cancer: implications for prior therapy in clinical trials. 2013 Urol. Oncol. pmid:22552048
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
El-Mokadem MY et al. Alleviation of reproductive toxicity of gossypol using selenium supplementation in rams. 2012 J. Anim. Sci. pmid:22585803
Rovai LE et al. Effect of gossypol on trypomastigotes and amastigotes of Trypanosoma cruzi. 1990 Jul-Aug J. Protozool. pmid:2258832
Singh SK and Rath SK Histologic changes in the mouse testis after treatment with gossypol tetra-acetic acid. 1990 Arch. Histol. Cytol. pmid:2268474