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.
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Associated locations are in red color. Not associated locations are in black.
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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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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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Kennedy WP et al. | Gossypol inhibition of acrosin and proacrosin, and oocyte penetration by human spermatozoa. | 1983 | Biol. Reprod. | pmid:6416323 |
Shandilya L et al. | Effects of gossypol on reproductive and endocrine functions of male cynomolgus monkeys (Macaca fascicularis). | 1982 | Biol. Reprod. | pmid:7115850 |
Dabrowski K et al. | Effects of diets containing gossypol on reproductive capacity of rainbow trout (Oncorhynchus mykiss). | 2000 | Biol. Reprod. | pmid:10642557 |
Hoffer AP et al. | Ultrastructural, fertility, and spermicidal studies with isomers and derivatives of gossypol in male hamsters. | 1987 | Biol. Reprod. | pmid:3689857 |
Tanphaichitr N et al. | Direct effect of gossypol on TR-ST cells: perturbation of rhodamine 123 accumulation in mitochondria. | 1984 | Biol. Reprod. | pmid:6518226 |
Shi QX and Friend DS | Gossypol-induced inhibition of guinea pig sperm capacitation in vitro. | 1983 | Biol. Reprod. | pmid:6640034 |
Olgiati KL et al. | Gossypol modulation of nucleotide metabolizing enzymes in the reproductive tract of male rats. | 1984 | Biol. Reprod. | pmid:6095938 |
Hoffer AP and Hinton BT | Morphological evidence for a blood-epididymis barrier and the effects of gossypol on its integrity. | 1984 | Biol. Reprod. | pmid:6733204 |
Oko R and Hrudka F | Comparison of the effects of gossypol, estradiol-17 beta and testosterone compensation on male rat reproductive organs. | 1984 | Biol. Reprod. | pmid:6733210 |
Hoffer AP | Effects of gossypol on the seminiferous epithelium in the rat: a light and electron microscope study. | 1983 | Biol. Reprod. | pmid:6860736 |
Santana AT et al. | Mechanisms involved in reproductive damage caused by gossypol in rats and protective effects of vitamin E. | 2015 | Biol. Res. | pmid:26227499 |
Gu ZW et al. | Studies on fertility control-the formation and antifertility effect of polyvinyl-pyrolidone-gossypol complex. | 1984 | Biomater Med Devices Artif Organs | pmid:6532483 |
Li K et al. | Mulberry-like dual-drug complicated nanocarriers assembled with apogossypolone amphiphilic starch micelles and doxorubicin hyaluronic acid nanoparticles for tumor combination and targeted therapy. | 2015 | Biomaterials | pmid:25477180 |
Zhang H et al. | Canonical Wnt signaling acts synergistically on BMP9-induced osteo/odontoblastic differentiation of stem cells of dental apical papilla (SCAPs). | 2015 | Biomaterials | pmid:25468367 |
Xu R et al. | Proteomic analysis of gossypol induces necrosis in multiple myeloma cells. | 2014 | Biomed Res Int | pmid:25197664 |
Jin L et al. | Phosphoproteomic analysis of gossypol-induced apoptosis in ovarian cancer cell line, HOC1a. | 2014 | Biomed Res Int | pmid:25180175 |
Gong Y et al. | Valproic Acid Enhances the Anti-tumor Effect of (-)-gossypol to Burkitt Lymphoma Namalwa Cells. | 2015 | Biomed. Environ. Sci. | pmid:26582100 |
Xin J et al. | ApoG2 as the most potent gossypol derivatives inhibits cell growth and induces apoptosis on gastric cancer cells. | 2013 | Biomed. Pharmacother. | pmid:23201009 |
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Dao VT et al. | New thioderivatives of gossypol and gossypolone, as prodrugs of cytotoxic agents. | 2003 | Bioorg. Med. Chem. | pmid:12670651 |
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 |
Xing C et al. | Development of selective inhibitors for anti-apoptotic Bcl-2 proteins from BHI-1. | 2007 | Bioorg. Med. Chem. | pmid:17227711 |
Li HQ et al. | Structure-based design of rhodanine-based acylsulfonamide derivatives as antagonists of the anti-apoptotic Bcl-2 protein. | 2012 | Bioorg. Med. Chem. | pmid:22739087 |
Song T et al. | 3-Thiomorpholin-8-oxo-8H-acenaphtho [1,2-b] pyrrole-9-carbonitrile (S1) derivatives as pan-Bcl-2-inhibitors of Bcl-2, Bcl-xL and Mcl-1. | 2013 | Bioorg. Med. Chem. | pmid:23206987 |
Liu F et al. | Pharmacophore identification of KSP inhibitors. | 2007 | Bioorg. Med. Chem. Lett. | pmid:17095225 |
Yang J et al. | Synthesis and antiviral activities of novel gossypol derivatives. | 2012 | Bioorg. Med. Chem. Lett. | pmid:22226654 |
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 |
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 |
Hamdy R et al. | Synthesis and evaluation of 3-(benzylthio)-5-(1H-indol-3-yl)-1,2,4-triazol-4-amines as Bcl-2 inhibitory anticancer agents. | 2013 | Bioorg. Med. Chem. Lett. | pmid:23474389 |
Yang J et al. | Synthesis and anti-H5N1 activity of chiral gossypol derivatives and its analogs implicated by a viral entry blocking mechanism. | 2013 | Bioorg. Med. Chem. Lett. | pmid:23538114 |
Wu Y et al. | Changes in membrane properties during energy depletion-induced cell injury studied with fluorescence microscopy. | 1996 | Biophys. J. | pmid:8804592 |
Przybylski P et al. | Spectroscopic studies and PM5 semiempirical calculations of new Schiff bases of gossypol with polyoxaalkylamines. | 2002 | Biopolymers | pmid:12209461 |
Przybylski P et al. | Schiff base of gossypol with 3,6,9-trioxa-decylamine complexes with monovalent cations studied by mass spectrometry, (1)H-NMR, FTIR, and PM5 semiempirical methods. | 2004 | Biopolymers | pmid:14991665 |
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 |
Przybylski P et al. | The schiff base of gossypol with 3,6,9,12,15,18,21,24-octaoxa-pentacosylamine complexes and monovalent cations studied by electrospray ionization-mass spectrometry, (1)H nuclear magnetic resonance, Fourier transform infrared, as well as PM5 semiempirical methods. | 2004 | Biopolymers | pmid:15211497 |
Przybylski P and Brzezinski B | Spectroscopic studies and PM3 semiempirical calculations of Schiff bases of gossypol with L-amino acid methyl esters. | 2002 | Biopolymers | pmid:11842415 |
Shibatani M et al. | Accumulation of Isohemigossypolone and Its Related Compounds in the Inner Bark and Heartwood of Diseased Pachira aquatica. | 1999 | Biosci. Biotechnol. Biochem. | pmid:26300168 |
Sagach VF and Kindybaliuk AM | [The role of the endothelium in the development of functional hyperemia of the skeletal muscles]. | 1991 | Biull Eksp Biol Med | pmid:1810472 |
Sonpavde G et al. | Radiographic progression by Prostate Cancer Working Group (PCWG)-2 criteria as an intermediate endpoint for drug development in metastatic castration-resistant prostate cancer. | 2014 | BJU Int. | pmid:24298897 |
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 |
Paoluzzi L et al. | Targeting Bcl-2 family members with the BH3 mimetic AT-101 markedly enhances the therapeutic effects of chemotherapeutic agents in in vitro and in vivo models of B-cell lymphoma. | 2008 | Blood | pmid:18292288 |
Balakrishnan K et al. | Gossypol, a BH3 mimetic, induces apoptosis in chronic lymphocytic leukemia cells. | 2008 | Blood | pmid:18566329 |
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 |
Pan R et al. | Inhibition of Mcl-1 with the pan-Bcl-2 family inhibitor (-)BI97D6 overcomes ABT-737 resistance in acute myeloid leukemia. | 2015 | Blood | pmid:26045609 |
Sipkema P et al. | Does the endothelium play a role in flow-dependent constriction? A study in the isolated rabbit femoral artery. | 1989 | Blood Vessels | pmid:2641926 |
Zhao R et al. | AT-101 enhances gefitinib sensitivity in non-small cell lung cancer with EGFR T790M mutations. | 2016 | BMC Cancer | pmid:27431492 |
Mani J et al. | Chemoresistance is associated with increased cytoprotective autophagy and diminished apoptosis in bladder cancer cells treated with the BH3 mimetic (-)-Gossypol (AT-101). | 2015 | BMC Cancer | pmid:25885284 |
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 |
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 |