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.
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.
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.
Disease | Cross reference | Weighted score | Related literature |
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We collected disease MeSH terms mapped to the references 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.
Pathway name | Related literatures |
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Associated locations are in red color. Not associated locations are in black.
Location | Cross reference | Weighted score | Related literatures |
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Function | Cross reference | Weighted score | Related literatures |
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Lipid concept | Cross reference | Weighted score | Related literatures |
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Gene | Cross reference | Weighted score | Related literatures |
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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 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).
Model | Cross reference | Weighted score | Related literatures |
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Authors | Title | Published | Journal | PubMed Link |
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Cengiz E et al. | Overcoming drug resistance in hormone- and drug-refractory prostate cancer cell line, PC-3 by docetaxel and gossypol combination. | 2010 | Mol. Biol. Rep. | pmid:19288219 |
Fulda S | Modulation of apoptosis by natural products for cancer therapy. | 2010 | Planta Med. | pmid:20486070 |
Ionov M et al. | The interaction of PVP complexes of gossypol and its derivatives with an artificial membrane lipid matrix. | 2010 | Cell. Mol. Biol. Lett. | pmid:19936629 |
Blevins S et al. | Effects of silymarin on gossypol toxicosis in divergent lines of chickens. | 2010 | Poult. Sci. | pmid:20709972 |
Yan F et al. | A novel water-soluble gossypol derivative increases chemotherapeutic sensitivity and promotes growth inhibition in colon cancer. | 2010 | J. Med. Chem. | pmid:20684596 |
Sung B et al. | Gossypol induces death receptor-5 through activation of the ROS-ERK-CHOP pathway and sensitizes colon cancer cells to TRAIL. | 2010 | J. Biol. Chem. | pmid:20837473 |
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 |
Uzunoglu S et al. | Comparison of XTT and Alamar blue assays in the assessment of the viability of various human cancer cell lines by AT-101 (-/- gossypol). | 2010 | Toxicol. Mech. Methods | pmid:20843265 |
Przybylski P et al. | The influence of protonation on molecular structure and physico-chemical properties of gossypol Schiff bases. | 2010 | Org. Biomol. Chem. | pmid:20959900 |
Vizirianakis IS et al. | Toward the development of innovative bifunctional agents to induce differentiation and to promote apoptosis in leukemia: clinical candidates and perspectives. | 2010 | J. Med. Chem. | pmid:20925433 |
Zwitter M | Combining cytotoxic and targeted therapies for lung cancer. | 2010 | J Thorac Oncol | pmid:20871258 |
Lian J et al. | The Bcl-2-Beclin 1 interaction in (-)-gossypol-induced autophagy versus apoptosis in prostate cancer cells. | 2010 | Autophagy | pmid:20930561 |
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 |
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 |
Goldsmith KC et al. | BH3 response profiles from neuroblastoma mitochondria predict activity of small molecule Bcl-2 family antagonists. | 2010 | Cell Death Differ. | pmid:19893570 |
Wei J et al. | BI-97C1, an optically pure Apogossypol derivative as pan-active inhibitor of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins. | 2010 | J. Med. Chem. | pmid:20443627 |
Voss V et al. | The pan-Bcl-2 inhibitor (-)-gossypol triggers autophagic cell death in malignant glioma. | 2010 | Mol. Cancer Res. | pmid:20587533 |
McGregor N et al. | AT-101 (R-(-)-gossypol acetic acid) enhances the effectiveness of androgen deprivation therapy in the VCaP prostate cancer model. | 2010 | J. Cell. Biochem. | pmid:20589722 |
Zhang XQ et al. | Apogossypolone, a novel inhibitor of antiapoptotic Bcl-2 family proteins, induces autophagy of PC-3 and LNCaP prostate cancer cells in vitro. | 2010 | Asian J. Androl. | pmid:20657602 |
Huang LH et al. | Gossypol inhibits phosphorylation of Bcl-2 in human leukemia HL-60 cells. | 2010 | Eur. J. Pharmacol. | pmid:20633548 |
Ye W et al. | Induction of apoptosis by (-)-gossypol-enriched cottonseed oil in human breast cancer cells. | 2010 | Int. J. Mol. Med. | pmid:20514430 |
Sahin F et al. | Gossypol exerts its cytotoxic effect on HL-60 leukemic cell line via decreasing activity of protein phosphatase 2A and interacting with human telomerase reverse transcriptase activity. | 2010 | Hematology | pmid:20557672 |
D'Cruz SC et al. | Effects of plants and plant products on the testis. | 2010 | Asian J. Androl. | pmid:20562897 |
Gao P et al. | The Bcl-2 homology domain 3 mimetic gossypol induces both Beclin 1-dependent and Beclin 1-independent cytoprotective autophagy in cancer cells. | 2010 | J. Biol. Chem. | pmid:20529838 |
Volate SR et al. | Gossypol induces apoptosis by activating p53 in prostate cancer cells and prostate tumor-initiating cells. | 2010 | Mol. Cancer Ther. | pmid:20124455 |
Barelier S et al. | Fragment-based deconstruction of Bcl-xL inhibitors. | 2010 | J. Med. Chem. | pmid:20192224 |
Le A et al. | Inhibition of lactate dehydrogenase A induces oxidative stress and inhibits tumor progression. | 2010 | Proc. Natl. Acad. Sci. U.S.A. | pmid:20133848 |
Zhang XQ et al. | Inhibition of proliferation of prostate cancer cell line, PC-3, in vitro and in vivo using (-)-gossypol. | 2010 | Asian J. Androl. | pmid:20081872 |
Wang H et al. | Inhibition of calcineurin by quercetin in vitro and in Jurkat cells. | 2010 | J. Biochem. | pmid:19880376 |
Li G et al. | [Effect of testosterone on the expression of CMTM family of the male spermatogenesis suppression rats]. | 2010 | Yao Xue Xue Bao | pmid:21351585 |
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 |
Pankajakshy A and Madambath I | Spermatotoxic effects of Cananga odorata (Lam): a comparison with gossypol. | 2009 | Fertil. Steril. | pmid:18692834 |
Wei J et al. | Synthesis and evaluation of Apogossypol atropisomers as potential Bcl-xL antagonists. | 2009 | Cancer Lett. | pmid:18782651 |
Azmi AS and Mohammad RM | Non-peptidic small molecule inhibitors against Bcl-2 for cancer therapy. | 2009 | J. Cell. Physiol. | pmid:18767026 |
Kang MH and Reynolds CP | Bcl-2 inhibitors: targeting mitochondrial apoptotic pathways in cancer therapy. | 2009 | Clin. Cancer Res. | pmid:19228717 |
Lin J et al. | [Effect of apogossypolone on induction apoptosis in multiple myeloma cells and its mechanisms]. | 2009 | Zhongguo Shi Yan Xue Ye Xue Za Zhi | pmid:19236755 |
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 |
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 |
Kilic A et al. | Efficacy of signal pathway inhibitors alone and in combination with Cisplatin varies between human non-small cell lung cancer lines. | 2009 | J. Surg. Res. | pmid:19084241 |
Chen BB et al. | The (+)- and (-)-gossypols potently inhibit human and rat 11beta-hydroxysteroid dehydrogenase type 2. | 2009 | J. Steroid Biochem. Mol. Biol. | pmid:19150652 |
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 |
Zhang L et al. | Chiral gossypol derivatives: evaluation of their anticancer activity and molecular modeling. | 2009 | Eur J Med Chem | pmid:19447525 |
Sun J et al. | Apogossypolone inhibits cell growth by inducing cell cycle arrest in U937 cells. | 2009 | Oncol. Rep. | pmid:19513523 |
Jiang J et al. | Gossypol inhibits the growth of MAT-LyLu prostate cancer cells by modulation of TGFbeta/Akt signaling. | 2009 | Int. J. Mol. Med. | pmid:19513537 |
Przybylski P et al. | Synthesis, crystal structures and antibacterial activity studies of aza-derivatives of phytoalexin from cotton plant--gossypol. | 2009 | Eur J Med Chem | pmid:19577825 |
Wei J et al. | Apogossypol derivatives as pan-active inhibitors of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins. | 2009 | J. Med. Chem. | pmid:19555126 |
Lestini BJ et al. | Mcl1 downregulation sensitizes neuroblastoma to cytotoxic chemotherapy and small molecule Bcl2-family antagonists. | 2009 | Cancer Biol. Ther. | pmid:19556859 |
Ionov M et al. | The immobilization of gossypol derivative on N-polyvinylpyrrolidone increases its water solubility and modifies membrane-active properties. | 2009 | J. Med. Chem. | pmid:19603832 |
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 |
Varol U et al. | The effect of racemic gossypol and at-101 on angiogenic profile of ovcar-3 cells: a preliminary molecular framework for gossypol enantiomers. | 2009 | Exp. Oncol. | pmid:20010531 |
Wu G et al. | Temporal allocation of metabolic tolerance in the body of beet armyworm in response to three gossypol-cotton cultivars. | 2009 | Sci. China, C, Life Sci. | pmid:20016971 |
Roychoudhury S et al. | In vitro gossypol induced spermatozoa motility alterations in rabbits. | 2009 | J Environ Sci Health B | pmid:20183084 |
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 |
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 |
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 |
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 |
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 |
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 |