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Volumn 32, Issue 1, 2013, Pages

Cyclohexa-2,5-diene-1,4-dione-based antiproliferative agents: Design, synthesis, and cytotoxic evaluation

Author keywords

Apoptosis; Benzoquinones; Cytotoxicity; Melanoma cell line M14; PARP; Reactive oxygen species

Indexed keywords

1,4 BENZOQUINONE DERIVATIVE; 2 HEXYL 5 HYDROXYCYCLOHEXA 2,5 DIENE 1,4 DIONE; 2 HYDROXY 5 METHOXY 3 HEXYL CYCLOHEXA 2,5 DIENE 1,4 DIONE; 2,5 DIMETHOXY 3 HEXYL 2,5 CYCLOHEXADIENE 1,4 DIONE; ANTINEOPLASTIC AGENT; CAMPTOTHECIN; CASPASE; CYCLOHEXA 2,5 DIENE 1,4 DIONE DERIVATIVE; HU 331; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG;

EID: 84876810152     PISSN: None     EISSN: 17569966     Source Type: Journal    
DOI: 10.1186/1756-9966-32-24     Document Type: Article
Times cited : (28)

References (31)
  • 1
    • 84871610611 scopus 로고    scopus 로고
    • Ardisianone, a natural benzoquinone, efficiently induces apoptosis in human hormone-refractory prostate cancers through mitochondrial damage stress and survivin downregulation
    • Epub 2012 Jun 5.2012 10.1002/pros.22548 22674285
    • Ardisianone, a natural benzoquinone, efficiently induces apoptosis in human hormone-refractory prostate cancers through mitochondrial damage stress and survivin downregulation. Yu CC, Wu PJ, Hsu JL, Ho YF, Hsu LC, Chang YJ, Chang HS, Chen IS, Guh JH, Prostate 2013 73 2 133 145 Epub 2012 Jun 5.2012 10.1002/pros.22548 22674285
    • (2013) Prostate , vol.73 , Issue.2 , pp. 133-145
    • Yu, C.C.1    Wu, P.J.2    Hsu, J.L.3    Ho, Y.F.4    Hsu, L.C.5    Chang, Y.J.6    Chang, H.S.7    Chen, I.S.8    Guh, J.H.9
  • 3
    • 0036897650 scopus 로고    scopus 로고
    • Alkylated benzoquinones from Iris kumaonensis
    • DOI 10.1016/S0031-9422(02)00474-0, PII S0031942202004740
    • Alkylated benzoquinones from Iris kumaonensis. Mahmood U, Kaul VK, Jirovetz L, Phytochemistry 2002 61 923 926 10.1016/S0031-9422(02)00474-0 12453518 (Pubitemid 35447166)
    • (2002) Phytochemistry , vol.61 , Issue.8 , pp. 923-926
    • Mahmood, U.1    Kaul, V.K.2    Jirovetz, L.3
  • 4
    • 0141515180 scopus 로고    scopus 로고
    • Cytotoxic and antioxidant activities of alkylated benzoquinones from Maesa lanceolata
    • DOI 10.1002/ptr.1237
    • Cytotoxic and antioxidant activities of alkylated benzoquinones from Maesa lanceolata. Muhammad I, Takamatsu S, Walker LA, Mossa JS, Fong HH, El-Feraly FS, Phytother Res 2003 17 887 891 10.1002/ptr.1237 13680818 (Pubitemid 37152752)
    • (2003) Phytotherapy Research , vol.17 , Issue.8 , pp. 887-891
    • Muhammad, I.1    Takamatsu, S.2    Walker, L.A.3    Mossa, J.S.4    Fong, H.H.S.5    El-Feraly, F.S.6
  • 5
    • 0028180470 scopus 로고
    • Antitumor, anti-inflammatory and analgesic property of embelin, a plant product
    • 10.1159/000239181 7510605
    • Antitumor, anti-inflammatory and analgesic property of embelin, a plant product. Chitra M, Sukumar E, Suja V, Devi CS, Chemotherapy 1994 40 109 113 10.1159/000239181 7510605
    • (1994) Chemotherapy , vol.40 , pp. 109-113
    • Chitra, M.1    Sukumar, E.2    Suja, V.3    Devi, C.S.4
  • 6
    • 84655175089 scopus 로고    scopus 로고
    • Embelin induces apoptosis through down-regulation of XIAP in human leukemia cells
    • 20625944
    • Embelin induces apoptosis through down-regulation of XIAP in human leukemia cells. Hu R, Zhu K, Li Y, Yao K, Zhang R, Wang H, Med Oncol 2011 28 8 1584 20625944
    • (2011) Med Oncol , vol.28 , Issue.8 , pp. 1584
    • Hu, R.1    Zhu, K.2    Li, Y.3    Yao, K.4    Zhang, R.5    Wang, H.6
  • 7
    • 2342448582 scopus 로고    scopus 로고
    • Discovery of Embelin as a Cell-Permeable, Small-Molecular Weight Inhibitor of XIAP through Structure-Based Computational Screening of a Traditional Herbal Medicine Three-Dimensional Structure Database
    • DOI 10.1021/jm030420+
    • Discovery of embelin as a cell-permeable, small-molecular weight inhibitor of XIAP through structure-based computational screening of a traditional herbal medicine three-dimensional structure database. Nikolovska-Coleska Z, Xu L, Hu Z, Tomita Y, Li P, Roller PP, Wang R, Fang X, Guo R, Zhang M, Lippman ME, Yang D, Wang S, Med Chem 2004 47 2430 2440 10.1021/jm030420+ (Pubitemid 38580082)
    • (2004) Journal of Medicinal Chemistry , vol.47 , Issue.10 , pp. 2430-2440
    • Nikolovska-Coleska, Z.1    Xu, L.2    Hu, Z.3    Tomita, Y.4    Li, P.5    Roller, P.P.6    Wang, R.7    Fang, X.8    Guo, R.9    Zhang, M.10    Lippman, M.E.11    Yang, D.12    Wang, S.13
  • 13
    • 57849137376 scopus 로고    scopus 로고
    • Molecular modelling studies, synthesis and biological activity of a series of novel bisnaphthalimides and their development as new DNA topoisomerase II inhibitors
    • Molecular modelling studies, synthesis and biological activity of a series of novel bisnaphthalimides and their development as new DNA topoisomerase II inhibitors. Filosa R, Peduto A, Micco SD, Caprariis P, Festa M, Petrella A, Capranico G, Bifulco G, MedChem 2009 17 13 24
    • (2009) MedChem , vol.17 , pp. 13-24
    • Filosa, R.1    Peduto, A.2    Micco, S.D.3    Caprariis, P.4    Festa, M.5    Petrella, A.6    Capranico, G.7    Bifulco, G.8
  • 15
    • 79151486488 scopus 로고    scopus 로고
    • Structure-based design, synthesis and preliminary anti-inflammatory activity of bolinaquinone analogues
    • 10.1016/j.ejmech.2010.11.028 21163556
    • Structure-based design, synthesis and preliminary anti-inflammatory activity of bolinaquinone analogues. Petronzi C, Filosa R, Peduto A, Monti MC, Margarucci L, Massa A, Eur J Med Chem 2011 46 488 496 10.1016/j.ejmech.2010.11. 028 21163556
    • (2011) Eur J Med Chem , vol.46 , pp. 488-496
    • Petronzi, C.1    Filosa, R.2    Peduto, A.3    Monti, M.C.4    Margarucci, L.5    Massa, A.6
  • 16
    • 77956461407 scopus 로고    scopus 로고
    • The proliferation, apoptosis, invasion of endothelial-like epithelial ovarian cancer cells induced by hypoxia
    • 10.1186/1756-9966-29-124 20831794
    • The proliferation, apoptosis, invasion of endothelial-like epithelial ovarian cancer cells induced by hypoxia. Pengfei Z, Yanxia N, Liangqing Y, Mo C, Congjian X, J Exp Clin Cancer Res 2010 29 124 10.1186/1756-9966-29-124 20831794
    • (2010) J Exp Clin Cancer Res , vol.29 , pp. 124
    • Pengfei, Z.1    Yanxia, N.2    Liangqing, Y.3    Mo, C.4    Congjian, X.5
  • 17
    • 0033082995 scopus 로고    scopus 로고
    • IAP family proteins-suppressors of apoptosis
    • IAP family proteins-suppressors of apoptosis. Deveraux QL, Reed JC, Genes Dev 1999 1 239 252
    • (1999) Genes Dev , vol.1 , pp. 239-252
    • Deveraux, Q.L.1    Reed, J.C.2
  • 18
    • 34347215518 scopus 로고    scopus 로고
    • Analysis of apoptosis by propidium iodide staining and flow cytometry
    • Analysis of apoptosis by propidium iodide staining and flow cytometry. Riccardi C, Nicoletti I, NatProt 2006 1 1458 1461
    • (2006) NatProt , vol.1 , pp. 1458-1461
    • Riccardi, C.1    Nicoletti, I.2
  • 19
    • 0028988144 scopus 로고
    • Alpha-Interferon potentiates epidermal growth factor receptor-mediated effects on human epidermoid carcinoma KB cells
    • 10.1002/ijc.2910610312 7729946
    • Alpha-Interferon potentiates epidermal growth factor receptor-mediated effects on human epidermoid carcinoma KB cells. Caraglia M, Leardi A, Corradino S, Ciardiello F, Budillon A, Guarrasi R, Bianco AR, Tagliaferri P, Int J Cancer 1995 61 342 347 10.1002/ijc.2910610312 7729946
    • (1995) Int J Cancer , vol.61 , pp. 342-347
    • Caraglia, M.1    Leardi, A.2    Corradino, S.3    Ciardiello, F.4    Budillon, A.5    Guarrasi, R.6    Bianco, A.R.7    Tagliaferri, P.8
  • 22
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • 10.1016/0022-1759(83)90303-4
    • Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. Mosmann TJ, Immunol. Methods 1983 65 55 63 10.1016/0022-1759(83)90303-4
    • (1983) Immunol. Methods , vol.65 , pp. 55-63
    • Mosmann, T.J.1
  • 23
    • 0025218905 scopus 로고
    • Flow cytometric analysis of respiratory burst activity in phagocytes with hydroethidine and 2',7'-dichlorofluorescin
    • Flow cytometric analysis of respiratory burst activity in phagocytes with hydroethidine and 2′,7′-dichlorofluorescin. Rothe G, Valet GJ, Leukoc Biol. 1990 47 440 448 (Pubitemid 20155877)
    • (1990) Journal of Leukocyte Biology , vol.47 , Issue.5 , pp. 440-448
    • Rothe, G.1    Valet, G.2
  • 24
    • 0033605675 scopus 로고    scopus 로고
    • Induction of reversible complexes between eukaryotic DNA topoisomerase I and DNA-containing oxidative base damages: 7,8-dihydro-8-oxoguanine and 5- hydroxycytosine
    • DOI 10.1074/jbc.274.13.8516
    • Induction of reversible complexes between eukaryotic DNA topoisomerase I and DNA-containing oxidative base damages. 7, 8-dihydro-8-oxoguanine and 5-hydroxycytosine. Pourquier P, Ueng LM, Fertala J, Wang D, Park HK, Essigmann JM, Bjornsti MA, Pommier Y, Biol Chem 1999 274 8516 8523 10.1074/jbc.274.13.8516 (Pubitemid 29164641)
    • (1999) Journal of Biological Chemistry , vol.274 , Issue.13 , pp. 8516-8523
    • Pourquier, P.1    Ueng, L.-M.2    Fertala, J.3    Wang, D.4    Park, H.-J.5    Essigmann, J.M.6    Bjornsti, M.-A.7    Pommier, Y.8
  • 25
    • 0034660851 scopus 로고    scopus 로고
    • In vivo site specificity and human isoenzyme selectivity of two topoisomerase II-poisoning anthracyclines
    • In vivo site specificity and human isoenzyme selectivity of two topoisomerase II-poisoning anthracyclines. Binaschi M, Farinosi R, Borgnetto ME, Capranico G, Cancer Res 2000 60 3770 3776 10919649 (Pubitemid 32204567)
    • (2000) Cancer Research , vol.60 , Issue.14 , pp. 3770-3776
    • Binaschi, M.1    Farinosi, R.2    Borgnetto, M.E.3    Capranico, G.4
  • 28
    • 0028067913 scopus 로고
    • Topoisomerase I gene expression and cell sensitivity to camptothecin in human cell lines of different tumor types
    • DOI 10.1097/00001813-199412000-00006
    • Topoisomerase I gene expression and cell sensitivity to camptothecin in human cell lines of different tumor types. Perego P, Capranico G, Supino R, Zunino F, AnticancerDrugs 1994 5 645 649 (Pubitemid 24381882)
    • (1994) Anti-Cancer Drugs , vol.5 , Issue.6 , pp. 645-649
    • Perego, P.1    Capranico, G.2    Supino, R.3    Zunino, F.4
  • 29
    • 0003837654 scopus 로고    scopus 로고
    • The metabolism of quinone-containing alkylating agents: Free radical production and measurement
    • 10.2741/gutier
    • The metabolism of quinone-containing alkylating agents: free radical production and measurement. Gutierrez PL, Front Biosci 2000 5 629 638 10.2741/gutier
    • (2000) Front Biosci , vol.5 , pp. 629-638
    • Gutierrez, P.L.1
  • 30
    • 77955916188 scopus 로고    scopus 로고
    • Perspectives on medicinal properties of benzoquinone compounds
    • 10.2174/138955710791330909 20370705
    • Perspectives on medicinal properties of benzoquinone compounds. Dandawate PR, Vyas AC, Padhye SB, Singh MW, Baruah JB, Mini Rev Med Chem 2010 10 436 454 10.2174/138955710791330909 20370705
    • (2010) Mini Rev Med Chem , vol.10 , pp. 436-454
    • Dandawate, P.R.1    Vyas, A.C.2    Padhye, S.B.3    Singh, M.W.4    Baruah, J.B.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.