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
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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?

Related references are published most in these journals:


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
Wang X and Plhak LC Monoclonal antibodies for the analysis of gossypol in cottonseed products. 2004 J. Agric. Food Chem. pmid:14969520
Tone JN and Jensen DR Hematological effects of injected gossypol and iron in rats. 1974 Jan-Feb J. Agric. Food Chem. pmid:4811630
Hamilton KA et al. Bollgard II cotton: compositional analysis and feeding studies of cottonseed from insect-protected cotton (Gossypium hirsutum L.) producing the Cry1Ac and Cry2Ab2 proteins. 2004 J. Agric. Food Chem. pmid:15537305
Wagner TA et al. Hemigossypol, a constituent in developing glanded cottonseed (Gossypium hirsutum). 2012 J. Agric. Food Chem. pmid:22369216
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
Lee KJ and Dabrowski K Gossypol and gossypolone enantiomers in tissues of rainbow trout fed low and high levels of dietary cottonseed meal. 2002 J. Agric. Food Chem. pmid:11982441
Zhang WJ et al. Effect of selected fungi on the reduction of gossypol levels and nutritional value during solid substrate fermentation of cottonseed meal. 2006 J Zhejiang Univ Sci B pmid:16909468
Hu ZY et al. ApoG2 induces cell cycle arrest of nasopharyngeal carcinoma cells by suppressing the c-Myc signaling pathway. 2009 J Transl Med pmid:19698176
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Heist RS et al. Phase I/II study of AT-101 with topotecan in relapsed and refractory small cell lung cancer. 2010 J Thorac Oncol pmid:20808253
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
Moretti L et al. AT-101, a pan-Bcl-2 inhibitor, leads to radiosensitization of non-small cell lung cancer. 2010 J Thorac Oncol pmid:20354451
Penrith ML et al. Gossypol intoxication in pigs. 1994 J S Afr Vet Assoc pmid:7602565
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
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
Jolad SD et al. Tumor-inhibitory agent from Montezuma speciosissima (Malvaceae). 1975 J Pharm Sci pmid:1195125
Dorsett PH et al. Letter: Antiviral activity of gossypol and apogossypol. 1975 J Pharm Sci pmid:1133739
Royer RE et al. Binding of gossypol derivatives to human serum albumin. 1988 J Pharm Sci pmid:3373428
Marcelle GB et al. Analysis of gossypol and gossypol-acetic acid by high-performance liquid chromatography. 1984 J Pharm Sci pmid:6716251
Coward L et al. Quantitative determination of apogossypol, a pro-apoptotic analog of gossypol, in mouse plasma using LC/MS/MS. 2006 J Pharm Biomed Anal pmid:16859853
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
Barak D et al. Structural investigation of protein kinase C inhibitors. 1991 J Mol Struct pmid:11538178
Penningroth SM Pharmacological basis of therapeutics: gossypol, an oral male contraceptive? 1984 J Med Soc N J pmid:6592366
Gossypol as an oral contraceptive for men. 1980 J Med Soc N J pmid:6928215
Taylor GT et al. Search for a male contraceptive: the effect of gossypol on sexual motivation and epididymal sperm. 1991 J Med pmid:2072049
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
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
Chang Q et al. Effects of combined administration of low-dose gossypol with steroid hormones on the mitotic phase of spermatogenesis of rat. 2010 J Exp Zool A Ecol Genet Physiol pmid:20839281
Wang MZ Analysis of gossypol by high performance liquid chromatography. 1987 J Ethnopharmacol pmid:3626590
Huang L et al. Resolution of racemic gossypol. 1987 J Ethnopharmacol pmid:3626591
Wang NG et al. Effect of (-)- and (+)-gossypol on fertility in male rats. 1987 J Ethnopharmacol pmid:3626592
Yao KQ et al. Effect of (+/-)-, (+)- and (-)-gossypol on the lactate dehydrogenase-X activity of rat testis. 1987 J Ethnopharmacol pmid:3626593
Chen QQ et al. Comparative study on the metabolism of optical gossypol in rats. 1987 J Ethnopharmacol pmid:3626594
Yu YW Probing into the mechanism of action, metabolism and toxicity of gossypol by studying its (+)- and (-)-stereoisomers. 1987 J Ethnopharmacol pmid:3306161
El-Sebae AH et al. Gossypol as an inducer or inhibitor in Spodoptera littoralis larvae. 1981 J Environ Sci Health B pmid:6454717
Roychoudhury S et al. In vitro gossypol induced spermatozoa motility alterations in rabbits. 2009 J Environ Sci Health B pmid:20183084
Cho H et al. Poly(ethylene glycol)-block-poly(ε-caprolactone) micelles for combination drug delivery: evaluation of paclitaxel, cyclopamine and gossypol in intraperitoneal xenograft models of ovarian cancer. 2013 J Control Release pmid:23246471
MARX MH Note of depression of spontaneous running activity by the appetite depressant gossypol in rats. 1950 J Comp Physiol Psychol pmid:14784530
Akagunduz O et al. Radiosensitization of hormone-refractory prostate cancer cells by gossypol treatment. 2010 Oct-Dec J BUON pmid:21229643
Karaca B et al. Enhancement of taxane-induced cytotoxicity and apoptosis by gossypol in human breast cancer cell line MCF-7. 2009 Jul-Sep J BUON pmid:19810142
Ignatova M et al. Quaternized chitosan-coated nanofibrous implants loaded with gossypol prepared by electrospinning and their efficacy against Graffi myeloid tumor. 2014 J Biomater Sci Polym Ed pmid:24236801
Botsoglou NA and Kufidis DC Determination of total gossypol in cottonseed and cottonseed meals by derivative UV spectrophotometry. 1990 May-Jun J Assoc Off Anal Chem pmid:2376551
Akingbemi BT et al. Ethanol intake may modify gossypol toxicosis in the rat. 1996 Sep-Oct J Appl Toxicol pmid:8889787
Lee KJ et al. A mixture of cottonseed meal, soybean meal and animal byproduct mixture as a fish meal substitute: growth and tissue gossypol enantiomer in juvenile rainbow trout (Oncorhynchus mykiss). 2002 J Anim Physiol Anim Nutr (Berl) pmid:15379906
Özdoğan M et al. Effect of gossypol on blood serum parameters and small intestinal morphology of male broilers. 2012 J Anim Physiol Anim Nutr (Berl) pmid:21261752
Pandey SN and Thejappa N Study on relationship between oil, protein, and gossypol in cottonseed kernels. 1975 J Am Oil Chem Soc pmid:1242138
Smith FH and Clawson AJ The effects of dietary gossypol on animals. 1970 J Am Oil Chem Soc pmid:5487114
Smith FH Determination of gossypol in leaves and flower buds of Gossypium. 1967 J Am Oil Chem Soc pmid:6041387
CASADY RB et al. FURTHER STUDIES OF DEGOSSYPOLIZED COTTONSEED MEAL AS A SOURCE OF PLANT PROTEIN IN RABBIT FEEDS. 1965 J Am Oil Chem Soc pmid:14328364