| 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 |
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:
- Mol. Cancer Ther. (4)
- Proc. Natl. Acad. Sci. U.S.A. (3)
- Am. J. Physiol. Lung Cell Mol. Physiol. (2)
- Others (13)
| 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
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.
Related references are published most in these journals:
| Pathway name | Related literatures |
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PubChem Biomolecular Interactions and Pathways
Link to PubChem Biomolecular Interactions and PathwaysWhat cellular locations are associated with Gossypol?
Visualization in cellular structure
Associated locations are in red color. Not associated locations are in black.
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?
Related references are published most in these journals:
| Function | Cross reference | Weighted score | Related literatures |
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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 |
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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
Download all related citations| 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 |
| 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 |
| 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 |
| Tang Y et al. | [Progress in small-molecule inhibitors of Bcl-2 family proteins]. | 2008 | Yao Xue Xue Bao | pmid:18819468 |
| 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 |
| Cui G et al. | Gossypol with methyltestosterone and ethinylestradiol male does not affect rat spermatogonial stem cell differentiation. | 2007 Mar-Apr | Arch. Androl. | pmid:17453689 |
| 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 |
| Meng Y et al. | (-)Gossypol and its combination with imatinib induce apoptosis in human chronic myeloid leukemic cells. | 2007 | Leuk. Lymphoma | pmid:17926190 |
| Mao YB et al. | Silencing a cotton bollworm P450 monooxygenase gene by plant-mediated RNAi impairs larval tolerance of gossypol. | 2007 | Nat. Biotechnol. | pmid:17982444 |
| Lordelo MM et al. | Relative toxicity of gossypol enantiomers in laying and broiler breeder hens. | 2007 | Poult. Sci. | pmid:17297172 |
| Zhang M et al. | Differential growth inhibition and induction of apoptosis by gossypol between HCT116 and HCT116/Bax(-/-) colorectal cancer cells. | 2007 | Clin. Exp. Pharmacol. Physiol. | pmid:17250644 |
| Leyman A et al. | The absence of expression of the three isoenzymes of the inositol 1,4,5-trisphosphate 3-kinase does not prevent the formation of inositol pentakisphosphate and hexakisphosphate in mouse embryonic fibroblasts. | 2007 | Cell. Signal. | pmid:17355905 |
| Costantino A et al. | Current status and future perspectives in male contraception. | 2007 | Minerva Ginecol | pmid:17576406 |
| Tang G et al. | Structure-based design of flavonoid compounds as a new class of small-molecule inhibitors of the anti-apoptotic Bcl-2 proteins. | 2007 | J. Med. Chem. | pmid:17552510 |
| Ko CH et al. | Gossypol reduction of tumor growth through ROS-dependent mitochondria pathway in human colorectal carcinoma cells. | 2007 | Int. J. Cancer | pmid:17597109 |
| Wolter KG et al. | Therapeutic window for melanoma treatment provided by selective effects of the proteasome on Bcl-2 proteins. | 2007 | Cell Death Differ. | pmid:17541428 |
| Kasten-Pisula U et al. | Radiosensitization of tumour cell lines by the polyphenol Gossypol results from depressed double-strand break repair and not from enhanced apoptosis. | 2007 | Radiother Oncol | pmid:17521756 |
| Feng BY et al. | A high-throughput screen for aggregation-based inhibition in a large compound library. | 2007 | J. Med. Chem. | pmid:17447748 |
| Badawy SZ et al. | Gossypol inhibits proliferation of endometrioma cells in culture. | 2007 | Asian J. Androl. | pmid:17486280 |
| Orth RG et al. | Determining larval host plant use by a polyphagous lepidopteran through analysis of adult moths for plant secondary metabolites. | 2007 | J. Chem. Ecol. | pmid:17492366 |
| Choi SR et al. | Design, synthesis, and biological evaluation of Plasmodium falciparum lactate dehydrogenase inhibitors. | 2007 | J. Med. Chem. | pmid:17636950 |
| Loberg RD et al. | In vivo evaluation of AT-101 (R-(-)-gossypol acetic acid) in androgen-independent growth of VCaP prostate cancer cells in combination with surgical castration. | 2007 | Neoplasia | pmid:18084610 |
| Turco E et al. | The in vitro effect of gossypol and its interaction with salts on conidial germination and viability of Fusarium oxysporum sp. vasinfectum isolates. | 2007 | J. Appl. Microbiol. | pmid:18045422 |
| Akinola OB et al. | Spermatoprotective activity of the leaf extract of Psidium guajava Linn. | 2007 | Niger Postgrad Med J | pmid:18163132 |
| Gerasimidis K et al. | Preparation of an edible cottonseed protein concentrate and evaluation of its functional properties. | 2007 | Int J Food Sci Nutr | pmid:17710592 |
| Carruthers NJ et al. | Gossypol inhibits calcineurin phosphatase activity at multiple sites. | 2007 | Eur. J. Pharmacol. | pmid:17141216 |
| Liu F et al. | Pharmacophore identification of KSP inhibitors. | 2007 | Bioorg. Med. Chem. Lett. | pmid:17095225 |
| Zhang M et al. | Gossypol induces apoptosis in human PC-3 prostate cancer cells by modulating caspase-dependent and caspase-independent cell death pathways. | 2007 | Life Sci. | pmid:17156797 |
| Song JJ et al. | Evidence for two modes of development of acquired tumor necrosis factor-related apoptosis-inducing ligand resistance. Involvement of Bcl-xL. | 2007 | J. Biol. Chem. | pmid:17110373 |
| Xing C et al. | Development of selective inhibitors for anti-apoptotic Bcl-2 proteins from BHI-1. | 2007 | Bioorg. Med. Chem. | pmid:17227711 |
| Lv G et al. | [The effect of gossypol, praziquantel and artemether on recombinant lactate dehydrogenase from Schistosoma japonicum]. | 2007 | Zhongguo Ji Sheng Chong Xue Yu Ji Sheng Chong Bing Za Zhi | pmid:18441994 |
| Denisov AY et al. | Heat-induced dimerization of BCL-xL through alpha-helix swapping. | 2007 | Biochemistry | pmid:17223694 |
| Makkar HP et al. | Plant secondary metabolites. | 2007 | Methods Mol. Biol. | pmid:19238775 |
| 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 |
| Akinola OB et al. | Proteinaceous diet inhibits gossypol-induced spermatotoxicity. | 2006 Jul-Sep | Eur J Histochem | pmid:16920644 |
| Ojha P et al. | Effect of antispermatogenic agents on cell marker enzymes of rat Sertoli cells in vitro. | 2006 | Contraception | pmid:16371305 |
| Benedict CR et al. | The peroxidative coupling of hemigossypol to (+)- and (-)-gossypol in cottonseed extracts. | 2006 | Phytochemistry | pmid:16403543 |
| Dale GL and Friese P | Bax activators potentiate coated-platelet formation. | 2006 | J. Thromb. Haemost. | pmid:16970802 |
| 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 |
| Cranston JJ et al. | Effects of feeding whole cottonseed and cottonseed products on performance and carcass characteristics of finishing beef cattle. | 2006 | J. Anim. Sci. | pmid:16864881 |
| 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 |
| Zhang WJ et al. | Optimization of process parameters for reduction of gossypol levels in cottonseed meal by Candida tropicalis ZD-3 during solid substrate fermentation. | 2006 | Toxicon | pmid:16846625 |
| Lei X et al. | Gossypol induces Bax/Bak-independent activation of apoptosis and cytochrome c release via a conformational change in Bcl-2. | 2006 | FASEB J. | pmid:16935937 |
| Stipanovic RD et al. | Ratios of (+)- and (-)-gossypol in leaves, stems, and roots of selected accessions of Gossypium hirsutum var. marie galante (Watt) Hutchinson. | 2006 | J. Agric. Food Chem. | pmid:16506812 |
| Yang G et al. | Molecular cloning and characterization of a novel lactate dehydrogenase gene from Clonorchis sinensis. | 2006 | Parasitol. Res. | pmid:16479375 |
| Price CP et al. | Dissecting the behavior of a promiscuous solvate former. | 2006 | Angew. Chem. Int. Ed. Engl. | pmid:16493716 |
| Wang G et al. | Structure-based design of potent small-molecule inhibitors of anti-apoptotic Bcl-2 proteins. | 2006 | J. Med. Chem. | pmid:17034116 |
| Cleverley J | American Society of Clinical Oncology--42nd annual meeting. Poster presentations on leukemia and cytotoxic chemotherapy. 2-6 June 2006, Atlanta, GA, USA. | 2006 | IDrugs | pmid:16871453 |
| Shen YL et al. | Determinations of the inclusion complex between gossypol and beta-cyclodextrin. | 2006 | Spectrochim Acta A Mol Biomol Spectrosc | pmid:16877036 |
| Yeow WS et al. | Gossypol, a phytochemical with BH3-mimetic property, sensitizes cultured thoracic cancer cells to Apo2 ligand/tumor necrosis factor-related apoptosis-inducing ligand. | 2006 | J. Thorac. Cardiovasc. Surg. | pmid:17140955 |
| de Andrade SF et al. | Epididymis-specific pathologic disorders in rats exposed to gossypol from weaning through puberty. | 2006 | Toxicol Pathol | pmid:17162530 |
| Sunilkumar G et al. | Engineering cottonseed for use in human nutrition by tissue-specific reduction of toxic gossypol. | 2006 | Proc. Natl. Acad. Sci. U.S.A. | pmid:17110445 |
| Przybylski P et al. | 1H- and 13C-NMR, FTIR, UV-VIS, ESI-MS, and PM5 studies as well as emission properties of a new Schiff base of gossypol with 5-methoxytryptamine and a new hydrazone of gossypol with dansylhydrazine. | 2006 | Biopolymers | pmid:16538663 |
| Przybylski P et al. | Multinuclear magnetic resonance, electrospray ionization-mass spectroscopy, and parametric method 5 studies of a new derivative of gossypol with 2-thiophenecarbohydrazide as well as its complexes with LI+, Na+, K+, RB+, and Cs+ cations. | 2006 | Biopolymers | pmid:16741985 |
| Galvão KN et al. | Embryo survival from gossypol-fed heifers after transfer to lactating cows treated with human chorionic gonadotropin. | 2006 | J. Dairy Sci. | pmid:16702269 |
| Stipanovic RD et al. | Effect of racemic and (+)- and (-)-gossypol on the survival and development of Helicoverpa zea larvae. | 2006 | J. Chem. Ecol. | pmid:16739016 |
| Wolter KG et al. | (-)-gossypol inhibits growth and promotes apoptosis of human head and neck squamous cell carcinoma in vivo. | 2006 | Neoplasia | pmid:16611409 |
| Liu YX | Control of spermatogenesis in primate and prospect of male contraception. | 2005 Mar-Apr | Arch. Androl. | pmid:15804862 |
| Hernández-Cerón J et al. | Timing of inhibitory actions of gossypol on cultured bovine embryos. | 2005 | J. Dairy Sci. | pmid:15738226 |
| Shen YL et al. | Study on structure and characterization of inclusion complex of gossypol/beta cyclodextrin. | 2005 | Spectrochim Acta A Mol Biomol Spectrosc | pmid:15741097 |
| Bertrand JA et al. | Nutrient content of whole cottonseed. | 2005 | J. Dairy Sci. | pmid:15778316 |
| Konac E et al. | An in vitro study of cytotoxic effects of gossypol on human epidermoid larynx carcinoma cell line (HEp-2). | 2005 | Exp. Oncol. | pmid:15812364 |
| Weissenmayer B et al. | The calcineurin inhibitor gossypol impairs growth, cell signalling and development in Dictyostelium discoideum. | 2005 | FEMS Microbiol. Lett. | pmid:15621416 |
| Wang J et al. | Reversal of a full-length mutant huntingtin neuronal cell phenotype by chemical inhibitors of polyglutamine-mediated aggregation. | 2005 | BMC Neurosci | pmid:15649316 |
| Lopez LM et al. | Nonhormonal drugs for contraception in men: a systematic review. | 2005 | Obstet Gynecol Surv | pmid:16250923 |
| Dodou K et al. | Investigations on gossypol: past and present developments. | 2005 | Expert Opin Investig Drugs | pmid:16255680 |
| Mohammad RM et al. | Nonpeptidic small-molecule inhibitor of Bcl-2 and Bcl-XL, (-)-Gossypol, enhances biological effect of genistein against BxPC-3 human pancreatic cancer cell line. | 2005 | Pancreas | pmid:16258364 |
| Stipanovic RD et al. | Occurrence of (+)- and (-)-gossypol in wild species of cotton and in Gossypium hirsutum Var. marie-galante (Watt) Hutchinson. | 2005 | J. Agric. Food Chem. | pmid:16076104 |
| Bauer JA et al. | Reversal of cisplatin resistance with a BH3 mimetic, (-)-gossypol, in head and neck cancer cells: role of wild-type p53 and Bcl-xL. | 2005 | Mol. Cancer Ther. | pmid:16020667 |
| Mohammad RM et al. | Preclinical studies of a nonpeptidic small-molecule inhibitor of Bcl-2 and Bcl-X(L) [(-)-gossypol] against diffuse large cell lymphoma. | 2005 | Mol. Cancer Ther. | pmid:15657349 |
| Oliver CL et al. | (-)-Gossypol acts directly on the mitochondria to overcome Bcl-2- and Bcl-X(L)-mediated apoptosis resistance. | 2005 | Mol. Cancer Ther. | pmid:15657350 |
| Xu L et al. | (-)-Gossypol enhances response to radiation therapy and results in tumor regression of human prostate cancer. | 2005 | Mol. Cancer Ther. | pmid:15713891 |
| That QT et al. | Schiff bases of gossypol: an NMR and DFT study. | 2005 | Magn Reson Chem | pmid:15678567 |
| Dodou K et al. | Synthesis of gossypol atropisomers and derivatives and evaluation of their anti-proliferative and anti-oxidant activity. | 2005 | Bioorg. Med. Chem. | pmid:15878283 |
| Townsend BJ et al. | Antisense suppression of a (+)-delta-cadinene synthase gene in cotton prevents the induction of this defense response gene during bacterial blight infection but not its constitutive expression. | 2005 | Plant Physiol. | pmid:15849309 |
| Wang J et al. | Development of competitive direct ELISA for gossypol analysis. | 2005 | J. Agric. Food Chem. | pmid:15998107 |
| Conners R et al. | Mapping the binding site for gossypol-like inhibitors of Plasmodium falciparum lactate dehydrogenase. | 2005 | Mol. Biochem. Parasitol. | pmid:15978953 |
| Ergun U et al. | Protective effect of ginkgo biloba against gossypol-induced apoptosis in human lymphocytes. | 2005 | Cell Biol. Int. | pmid:15949956 |
| Uzal FA et al. | Gossypol toxicosis in a dog consequent to ingestion of cottonseed bedding. | 2005 | J. Vet. Diagn. Invest. | pmid:16475530 |
| Santos JE et al. | Effects of source of gossypol and supplemental iron on plasma gossypol in Holstein steers. | 2005 | J. Dairy Sci. | pmid:16162530 |
| Lordelo MM et al. | Relative toxicity of gossypol enantiomers in broilers. | 2005 | Poult. Sci. | pmid:16206558 |
| Sabirova FM et al. | [Immunomodulating effect of the novel water-soluble gossypol derivative Mebavin in adjuvant arthritis]. | 2004 Mar-Apr | Eksp Klin Farmakol | pmid:15188763 |
| 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 |
| Aneja R et al. | Effect of gossypol in association with chromium protoporphyrin on heme metabolic enzymes. | 2004 | Artif Cells Blood Substit Immobil Biotechnol | pmid:15027808 |
| Fombad RB and Bryant MJ | An evaluation of the use of cottonseed cake in the diet of growing pigs. | 2004 | Trop Anim Health Prod | pmid:15080544 |