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.

Cross Reference

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?

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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
Sharma S et al. Reversible antispermatogenic effect of gossypol in langur monkeys (Presbytis entellus entellus). 1999 Adv Contracept pmid:10794043
Thomas KD et al. Effects of an aqueous extract of cotton seed (Gossypium barbadense Linn.) on adult male rats. 1991 Adv Contracept pmid:1776560
Achudume AC and Eno TL Characterization of ion interference in gossypol consumption. 1996 Adv Contracept pmid:8910664
Yu ZH and Chan HC Gossypol and hypokalemia: a critical review. 1994 Adv Contracept Deliv Syst pmid:12289957
Tung DS et al. Effect of long term gossypol treatment on human testicular structure. 1987 Adv Contracept Deliv Syst pmid:12314752
Xian SC et al. Antifertility treating with long term gossypol. 1987 Adv Contracept Deliv Syst pmid:12268655
Krassnigg F et al. Investigations on the functional role of angiotensin converting enzyme (ACE) in human seminal plasma. 1986 Adv. Exp. Med. Biol. pmid:3028067
Cherry JP et al. Potential for improving cottonseed quality by genetic and agronomic practices. 1978 Adv. Exp. Med. Biol. pmid:581532
Broderick GA Effect of processing on protein utilization by ruminants. 1977 Adv. Exp. Med. Biol. pmid:906927
Rekha GK and Sladek NE Inhibition of human class 3 aldehyde dehydrogenase, and sensitization of tumor cells that express significant amounts of this enzyme to oxazaphosphorines, by the naturally occurring compound gossypol. 1997 Adv. Exp. Med. Biol. pmid:9059615
Deck LM et al. Inhibition of aldose reductase by gossypol and gossypol-related compounds. 1999 Adv. Exp. Med. Biol. pmid:10352723
Wang X et al. Gossypol--a polyphenolic compound from cotton plant. 2009 Adv. Food Nutr. Res. pmid:19878861
Fedeli E and Jacini G Lipid composition of vegetable oils. 1971 Adv. Lipid Res. pmid:4942102
Schmidt K et al. EDRF-formation increases cGMP-levels in cultured endothelial cells. 1990 Adv. Second Messenger Phosphoprotein Res. pmid:1976336
Adekunle AO et al. Seminal plasma zinc level in users of gossypol. 1999 Mar-Jun Afr J Med Med Sci pmid:12953977
Baram N et al. Inactivation of intestinal brush-border enzymes by gossypol. 1987 Agric. Biol. Chem. pmid:12283503
Knych ET Endothelium-dependent tolerance to ethanol-induced contraction of rat aorta: effect of inhibition of EDRF action and nitric oxide synthesis. 1992 Alcohol. Clin. Exp. Res. pmid:1558303
Lawrence SV Gossypol: a potential male contraceptive? 1981 Am Pharm pmid:7304423
Wen W China invents male birth control pill. 1980 Spring-Summer Am. J. Chin. Med. pmid:7395797
Sein GM The embryotoxic and immunodepressive effects of gossypol. 1986 Am. J. Chin. Med. pmid:3799526
Graham GG et al. Dietary protein quality in infants and children. II. Metabolic studies with cottonseed flour. 1969 Am. J. Clin. Nutr. pmid:5819114
Tosukhowong P et al. Environmental distal renal tubular acidosis in Thailand: an enigma. 1999 Am. J. Kidney Dis. pmid:10352213
Cheng KF et al. Endometrial changes after administration of gossypol for menorrhagia. 1980 Am. J. Obstet. Gynecol. pmid:7446637
Sheriff DS et al. Gossypol and lipid peroxidation. 1986 Am. J. Obstet. Gynecol. pmid:3740171
Zu PD et al. Electron microscopic observations of the effects of gossypol on the human endometrium. 1984 Am. J. Obstet. Gynecol. pmid:6465231
Wichmann K et al. Inhibiting herpes simplex virus type 2 infection in human epithelial cells by gossypol, a potent spermicidal and contraceptive agent. 1982 Am. J. Obstet. Gynecol. pmid:6277198
Liu GZ et al. Experiences with gossypol as a male pill. 1987 Am. J. Obstet. Gynecol. pmid:3314523
SMITH HA The pathology of gossypol poisoning. 1957 Mar-Apr Am. J. Pathol. pmid:13402891
Robinson JM et al. Gossypol-induced damage to mitochondria of transformed Sertoli cells. 1986 Am. J. Pathol. pmid:3026188
Busse R et al. Vasomotor activity of diadenosine triphosphate and diadenosine tetraphosphate in isolated arteries. 1988 Am. J. Physiol. pmid:3364587
Hill MA et al. Cyclooxygenase inhibition potentiates myogenic activity in skeletal muscle arterioles. 1990 Am. J. Physiol. pmid:2105665
Reyes J et al. A bioenergetic model of gossypol action: effects of gossypol on adult rat spermatogenic cells. 1988 Am. J. Physiol. pmid:3354654
Hasegawa K et al. Angiotensin II-induced endothelium-dependent relaxation of fowl aorta. 1993 Am. J. Physiol. pmid:8498599
Radermacher J et al. Endothelium-derived relaxing factor influences renal vascular resistance. 1990 Am. J. Physiol. pmid:2115741
Reyes J and Benos DJ Specificity of gossypol uncoupling: a comparative study of liver and spermatogenic cells. 1988 Am. J. Physiol. pmid:3354655
Pohl U et al. Selective inhibition of endothelium-dependent dilation in resistance-sized vessels in vivo. 1987 Am. J. Physiol. pmid:2887120
Kottmann RM et al. Pharmacologic inhibition of lactate production prevents myofibroblast differentiation. 2015 Am. J. Physiol. Lung Cell Mol. Physiol. pmid:26408551
Judge JL et al. Ionizing radiation induces myofibroblast differentiation via lactate dehydrogenase. 2015 Am. J. Physiol. Lung Cell Mol. Physiol. pmid:26254422
Pérez A et al. Endofacial competitive inhibition of the glucose transporter 1 activity by gossypol. 2009 Am. J. Physiol., Cell Physiol. pmid:19386788
Gupta GS and Syal N Newly exposed immunochemically cross-reactive epitopes in sperm-specific LDH after glucosylation and gossypol interaction. 2000 Am. J. Reprod. Immunol. pmid:11125794
Jones LA Gossypol toxicosis. 1988 Am. J. Vet. Res. pmid:3178038
Morgan S et al. Clinical, clinicopathologic, pathologic, and toxicologic alterations associated with gossypol toxicosis in feeder lambs. 1988 Am. J. Vet. Res. pmid:3377308
Meyer R et al. Identification and quantification of gossypol in cotton by using packed micro-tips columns in combination with HPLC. 2004 Anal Bioanal Chem pmid:15372136
Schmidt JH and Wells R Recovery of soluble proteins from glanded cotton tissues with amines. 1986 Anal. Biochem. pmid:3706729
Admasu A and Chandravanshi BS Spectrophotometric determination of total gossypol in cottonseeds and cottonseed meals. 1984 Anal. Chem. pmid:6546479
Rikihisa Y et al. Histopathologic changes of uterus following gossypol treatment during early pregnancy in rats. 1985 Anat. Rec. pmid:4073564
Weinbauer GF et al. The endocrine status of gossypol - treated male rats. 1983 Andrologia pmid:6421193
Weinbauer GF et al. Antifertility efficacy of gossypol acetic acid in male rats. 1982 May-Jun Andrologia pmid:7114507
Kalla NR et al. Studies on the male antifertility agent gossypol acetic acid. VII. Effect of motility stimulated factors on the revival of human spermatozoal motility after gossypol treatment in vitro. 1986 Jul-Aug Andrologia pmid:3019180
Kalla NR et al. Studies on the male antifertility agent--gossypol acetic acid. V. Effect of gossypol acetic acid on the fertility of male rats. 1982 Nov-Dec Andrologia pmid:7165122
Wang JM et al. Electrolyte composition of rete testis fluid and cauda epididymal plasma and spermatozoa from rats following gossypol treatment. 1986 Jan-Feb Andrologia pmid:3954086
Taitzoglou IA et al. Gossypol-induced inhibition of plasminogen activator activity in human and ovine acrosomal extract. 1999 Andrologia pmid:10643510
Kalla NR and Vasudev M Studies on the male antifertility agent-gossypol acetic acid. II. Effect of gossypol acetic acid on the motility and ATPase activity of human spermatozoa. 1981 Mar-Apr Andrologia pmid:6454365
Kalla NR et al. Studies on the male antifertility agent--gossypol acetic acid. III. Effect of gossypol acetic acid on rat testis. 1981 May-Jun Andrologia pmid:6455943
Ikeda M Inhibition kinetics of NAD-linked enzymes by gossypol acetic acid. 1990 Sep-Oct Andrologia pmid:2073051
Kalla NR et al. Studies on the male antifertility agent gossypol acetic acid. VI. Effect of gossypol acetic acid on the fertility of bonnet monkey. Macaca radiata. 1984 May-Jun Andrologia pmid:6465549
Weinbauer GF et al. Toxicity of gossypol at antifertility dosages in male rats: statistical analysis of lethal rates and body weight responses. 1983 May-Jun Andrologia pmid:6881556
Akingbemi BT et al. Chronic ethanol intake may delay the onset of gossypol-induced infertility in the male rat. 1997 Jul-Aug Andrologia pmid:9263570
Srivastava S et al. Maturation, capacitation, and metabolism of goat spermatozoa using magnetic resonance methods. 1993 Jul-Aug Andrologia pmid:8394662
Levinsky H et al. Inhibition of sialyl transferase activity by gossypol acetic acid in human seminal plasma. 1991 Mar-Apr Andrologia pmid:1952122
Nakamura M et al. Metabolism of round spermatids in the rat: effect of gossypol on the glucose transport. 1988 Sep-Oct Andrologia pmid:3207199
Price CP et al. Dissecting the behavior of a promiscuous solvate former. 2006 Angew. Chem. Int. Ed. Engl. pmid:16493716
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
Cornu A et al. [Utilization of gossypol-free cottonseed and its by-products as human food]. 1977 Ann Nutr Aliment pmid:579293
Kunesch N et al. [Preparation of derivatives of the aldehydic functions of gossypol]. 1990 Ann Pharm Fr pmid:2082795
Fody EP and Walker EM Effects of drugs on the male and female reproductive systems. 1985 Nov-Dec Ann. Clin. Lab. Sci. pmid:4062226
Tvermyr SM et al. Glucose metabolism in rat germ cells: mechanism of action of gossypol. 1984 Ann. N. Y. Acad. Sci. pmid:6598341
Chadha S et al. Alterations and reversibility of the effects of gossypol acetic acid on the intestinal uptake of end product nutrients in normal and protein calorie-malnourished male rats. 1991 Ann. Nutr. Metab. pmid:1905512
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
Johnson PW New targets for lymphoma treatment. 2008 Ann. Oncol. pmid:18519406
Qian SZ and Wang ZG Gossypol: a potential antifertility agent for males. 1984 Annu. Rev. Pharmacol. Toxicol. pmid:6375548
SaÄ­itkulov AM et al. [Relation between interferon-inducing activity of natural interferon inducers and their chemical structure]. 1991 Antibiot. Khimioter. pmid:1719947
Amanov N et al. [Intestinal microbial ecology and its modulation under the influence of immunodepressants]. 1989 Antibiot. Khimioter. pmid:2802878
Khadzhibaev GS et al. [Interferonogenic activity of gossypol, a low-molecular substance]. 1978 Antibiotiki pmid:206198
Vichkanova SA et al. [Antiviral properties of gossypol in experimental influenza pneumonia]. 1970 Antibiotiki pmid:5501368
Vichkanova SA and Goriunova LV [Study of virulicidal effect of gossypol in vitro]. 1968 Antibiotiki pmid:4974209
Hedvat M et al. Selected approaches for rational drug design and high throughput screening to identify anti-cancer molecules. 2012 Anticancer Agents Med Chem pmid:22931411
Shelley MD et al. Structure-activity studies on gossypol in tumor cell lines. 2000 Anticancer Drugs pmid:10831280
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
Schteingart DE et al. Expression of anti-apoptosis genes determines the response of adrenal cancer to apoptosis-inducing chemotherapy. 2010 Anticancer Res. pmid:21187456
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
Jiang J et al. The inhibitory effects of gossypol on human prostate cancer cells-PC3 are associated with transforming growth factor beta1 (TGFbeta1) signal transduction pathway. 2004 Jan-Feb Anticancer Res. pmid:15015581
Brandes AA et al. New drugs in recurrent high grade gliomas. 2000 May-Jun Anticancer Res. pmid:10928126
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
Thomas M et al. Effects of gossypol on the cell cycle phases in T-47D human breast cancer cells. 1991 Jul-Aug Anticancer Res. pmid:1746904
Zhong S et al. Aromatase expression in leptin-pretreated human breast pre-adipocytes is enhanced by zeranol and suppressed by (-)-gossypol. 2010 Anticancer Res. pmid:21187493
Shidaifat F et al. Gossypol arrests human benign prostatic hyperplastic cell growth at G0/G1 phase of the cell cycle. 1997 Mar-Apr Anticancer Res. pmid:9137441
Zhai G et al. A liposomal delivery vehicle for the anticancer agent gossypol. 2008 Sep-Oct Anticancer Res. pmid:19035313
Huang YW et al. (-)-Gossypol reduces invasiveness in metastatic prostate cancer cells. 2009 Anticancer Res. pmid:19528479
Reddish JM et al. (-)-Gossypol containing hen sera and a myosin (-)-gossypol conjugate reduces the proliferation of MCF-7 cells. 2010 Anticancer Res. pmid:20332451
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
Zhong S et al. (-)-Gossypol-enriched cottonseed oil inhibits proliferation and adipogenesis of human breast pre-adipocytes. 2013 Anticancer Res. pmid:23482766
Jiang J et al. The effects of gossypol on the invasiveness of MAT-LyLu cells and MAT-LyLu cells from the metastasized lungs of MAT-LyLu-bearing Copenhagen rats. 2000 Nov-Dec Anticancer Res. pmid:11205308
Jiang J et al. Effects of gossypol on O2 consumption and CO2 production in human prostate cancer cells. 2002 May-Jun Anticancer Res. pmid:12168828
Liu S et al. The (-)-enantiomer of gossypol possesses higher anticancer potency than racemic gossypol in human breast cancer. 2002 Jan-Feb Anticancer Res. pmid:12017312
Lin TS et al. Selective inhibition of human immunodeficiency virus type 1 replication by the (-) but not the (+) enantiomer of gossypol. 1989 Antimicrob. Agents Chemother. pmid:2619282
Alarcón B et al. Screening for new compounds with antiherpes activity. 1984 Antiviral Res. pmid:6517562
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
Margalith P Inhibitory effect of gossypol on microorganisms. 1967 Appl Microbiol pmid:6049314