메뉴 건너뛰기




Volumn 82, Issue 1, 2012, Pages 9-16

Functional evaluation of a fluorescent schweinfurthin: Mechanism of cytotoxicity and intracellular quantification

Author keywords

[No Author keywords available]

Indexed keywords

3 DEOXYSCHWEINFURTHIN B; 3 DEOXYSCHWEINFURTHIN B LIKE P NITRO BIS STILBENE; ANTINEOPLASTIC AGENT; CASPASE 9 INHIBITOR; CHAPERONE; GLUCOSE REGULATED PROTEIN 78; LEU GLU(O METHYL) HIS ASP(O METHYL) FLUOROMETHYLKETONE; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; PROTEIN DISULFIDE ISOMERASE; UNCLASSIFIED DRUG;

EID: 84862570792     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.111.077107     Document Type: Article
Times cited : (10)

References (40)
  • 1
    • 0035423555 scopus 로고    scopus 로고
    • ER export: Public transportation by the COPII coach
    • DOI 10.1016/S0955-0674(00)00234-9
    • Antonny B and Schekman R (2001) ER export: public transportation by the COPII coach. Curr Opin Cell Biol 13:438-443. (Pubitemid 32709767)
    • (2001) Current Opinion in Cell Biology , vol.13 , Issue.4 , pp. 438-443
    • Antonny, B.1    Schekman, R.2
  • 5
    • 0034714203 scopus 로고    scopus 로고
    • Molecular recognition of taxol by microtubules. Kinetics and thermodynamics of binding of fluorescent taxol derivatives to an exposed site
    • Díaz JF, Strobe R, Engelborghs Y, Souto AA, and Andreu JM (2000) Molecular recognition of taxol by microtubules. Kinetics and thermodynamics of binding of fluorescent taxol derivatives to an exposed site. J Biol Chem 275:26265-26276.
    • (2000) J Biol Chem , vol.275 , pp. 26265-26276
    • Díaz, J.F.1    Strobe, R.2    Engelborghs, Y.3    Souto, A.A.4    Andreu, J.M.5
  • 6
    • 9144226235 scopus 로고    scopus 로고
    • Cephalostatin 1 Selectively Triggers the Release of Smac/DIABLO and Subsequent Apoptosis That Is Characterized by an Increased Density of the Mitochondrial Matrix
    • Dirsch VM, Müller IM, Eichhorst ST, Pettit GR, Kamano Y, Inoue M, Xu JP, Ichihara Y, Wanner G, and Vollmar AM (2003) Cephalostatin 1 selectively triggers the release of Smac/DIABLO and subsequent apoptosis that is characterized by an increased density of the mitochondrial matrix. Cancer Res 63:8869-8876. (Pubitemid 38064067)
    • (2003) Cancer Research , vol.63 , Issue.24 , pp. 8869-8876
    • Dirsch, V.M.1    Muller, I.M.2    Eichhorst, S.T.3    Pettit, G.R.4    Kamano, Y.5    Inoue, M.6    Xu, J.-P.7    Ichihara, Y.8    Wanner, G.9    Vollmar, A.M.10
  • 7
    • 0024404910 scopus 로고
    • Increased synthesis of secreted proteins induces expression of glucose-regulated proteins in butyrate-treated Chinese hamster ovary cells
    • Dorner AJ, Wasley LC, and Kaufman RJ (1989) Increased synthesis of secreted proteins induces expression of glucose-regulated proteins in butyrate-treated Chinese hamster ovary cells. J Biol Chem 264:20602-20607. (Pubitemid 20009254)
    • (1989) Journal of Biological Chemistry , vol.264 , Issue.34 , pp. 20602-20607
    • Dorner, A.J.1    Wasley, L.C.2    Kaufman, R.J.3
  • 8
    • 33746886979 scopus 로고    scopus 로고
    • Extrinsic versus intrinsic apoptosis pathways in anticancer chemotherapy
    • DOI 10.1038/sj.onc.1209608, PII 1209608
    • Fulda S and Debatin KM (2006) Extrinsic versus intrinsic apoptosis pathways in anticancer chemotherapy. Oncogene 25:4798-4811. (Pubitemid 44187627)
    • (2006) Oncogene , vol.25 , Issue.34 , pp. 4798-4811
    • Fulda, S.1    Debatin, K.-M.2
  • 10
    • 80054797833 scopus 로고    scopus 로고
    • Pleiotropic effects of a schweinfurthin on isoprenoid homeostasis
    • Holstein SA, Kuder CH, Tong H, and Hohl RJ (2011) Pleiotropic effects of a schweinfurthin on isoprenoid homeostasis. Lipids 46:907-921.
    • (2011) Lipids , vol.46 , pp. 907-921
    • Holstein, S.A.1    Kuder, C.H.2    Tong, H.3    Hohl, R.J.4
  • 11
    • 65649153663 scopus 로고    scopus 로고
    • Glycogen synthase kinase-3β mediates endoplasmic reticulum stress-induced lysosomal apoptosis in leukemia
    • Huang WC, Lin YS, Chen CL, Wang CY, Chiu WH, and Lin CF (2009) Glycogen synthase kinase-3β mediates endoplasmic reticulum stress-induced lysosomal apoptosis in leukemia. J Pharmacol Exp Ther 329:524-531.
    • (2009) J Pharmacol Exp Ther , vol.329 , pp. 524-531
    • Huang, W.C.1    Lin, Y.S.2    Chen, C.L.3    Wang, C.Y.4    Chiu, W.H.5    Lin, C.F.6
  • 12
    • 14444281569 scopus 로고    scopus 로고
    • Induction of apoptosis by ASK1, a mammalian MAPKKK that activates SAPK/JNK and p38 signaling pathways
    • DOI 10.1126/science.275.5296.90
    • Ichijo H, Nishida E, Irie K, ten Dijke P, Saitoh M, Moriguchi T, Takagi M, Matsumoto K, Miyazono K, and Gotoh Y (1997) Induction of apoptosis by ASK1, a mammalian MAPKKK that activates SAPK/JNK and p38 signaling pathways. Science 275:90-94. (Pubitemid 27020316)
    • (1997) Science , vol.275 , Issue.5296 , pp. 90-94
    • Ichijo, H.1    Nishida, E.2    Irie, K.3    Ten, D.P.4    Saitoh, M.5    Moriguchi, T.6    Takagi, M.7    Matsumoto, K.8    Miyazono, K.9    Gotoh, Y.10
  • 13
    • 3342956466 scopus 로고    scopus 로고
    • Caspase-9 regulation: An update
    • DOI 10.1023/B:APPT.0000031457.90890.13
    • Johnson CR and Jarvis WD (2004) Caspase-9 regulation: an update. Apoptosis 9:423-427. (Pubitemid 38987578)
    • (2004) Apoptosis , vol.9 , Issue.4 , pp. 423-427
    • Johnson, C.R.1    Jarvis, W.D.2
  • 14
    • 0037053298 scopus 로고    scopus 로고
    • The course of etoposide-induced apoptosis from damage to DNA and p53 activation to mitochondrial release of cytochrome c
    • DOI 10.1074/jbc.M110629200
    • Karpinich NO, Tafani M, Rothman RJ, Russo MA, and Farber JL (2002) The course of etoposide-induced apoptosis from damage to DNA and p53 activation to mitochondrial release of cytochrome c. J Biol Chem 277:16547-16552. (Pubitemid 34967670)
    • (2002) Journal of Biological Chemistry , vol.277 , Issue.19 , pp. 16547-16552
    • Karpinich, N.O.1    Tafani, M.2    Rothman, R.J.3    Russo, M.A.4    Farber, J.L.5
  • 15
    • 57049117856 scopus 로고    scopus 로고
    • Cell death and endoplasmic reticulum stress: Disease relevance and therapeutic opportunities
    • Kim I, Xu W, and Reed JC (2008) Cell death and endoplasmic reticulum stress: disease relevance and therapeutic opportunities. Nat Rev Drug Discov 7:1013-1030.
    • (2008) Nat Rev Drug Discov , vol.7 , pp. 1013-1030
    • Kim, I.1    Xu, W.2    Reed, J.C.3
  • 16
    • 0023852783 scopus 로고
    • The presence of malfolded proteins in the endoplasmic reticulum signals the induction of glucose-regulated proteins
    • DOI 10.1038/332462a0
    • Kozutsumi Y, Segal M, Normington K, Gething MJ, and Sambrook J (1988) The presence of malfolded proteins in the endoplasmic reticulum signals the induction of glucose-regulated proteins. Nature 332:462-464. (Pubitemid 18090252)
    • (1988) Nature , vol.332 , Issue.6163 , pp. 462-464
    • Kozutsumi, Y.1    Segal, M.2    Normington, K.3    Gething, M.-J.4    Sambrook, J.5
  • 17
    • 66449122592 scopus 로고    scopus 로고
    • Synthesis and biological activity of a fluorescent schweinfurthin analogue
    • Kuder CH, Neighbors JD, Hohl RJ, and Wiemer DF (2009) Synthesis and biological activity of a fluorescent schweinfurthin analogue. Bioorg Med Chem 17:4718-4723.
    • (2009) Bioorg Med Chem , vol.17 , pp. 4718-4723
    • Kuder, C.H.1    Neighbors, J.D.2    Hohl, R.J.3    Wiemer, D.F.4
  • 19
    • 33845936028 scopus 로고    scopus 로고
    • The marine product cephalostatin 1 activates an endoplasmic reticulum stress-specific and apoptosome-independent apoptotic signaling pathway
    • DOI 10.1074/jbc.M607904200
    • López-Antón N, Rudy A, Barth N, Schmitz ML, Schmitz LM, Pettit GR, Schulze-Osthoff K, Dirsch VM, and Vollmar AM (2006) The marine product cephalostatin 1 activates an endoplasmic reticulum stress-specific and apoptosome-independent apoptotic signaling pathway. J Biol Chem 281:33078-33086. (Pubitemid 46036690)
    • (2006) Journal of Biological Chemistry , vol.281 , Issue.44 , pp. 33078-33086
    • Lopez-Anton, N.1    Rudy, A.2    Barth, N.3    Schmitz, L.M.4    Pettit, G.R.5    Schulze-Osthoff, K.6    Dirsch, V.M.7    Vollmar, A.M.8
  • 20
    • 4444318357 scopus 로고    scopus 로고
    • ER chaperone functions during normal and stress conditions
    • DOI 10.1016/j.jchemneu.2003.08.007, PII S0891061804000031
    • Ma Y and Hendershot LM (2004) ER chaperone functions during normal and stress conditions. J Chem Neuroanat 28:51-65. (Pubitemid 39195252)
    • (2004) Journal of Chemical Neuroanatomy , vol.28 , Issue.1-2 , pp. 51-65
    • Ma, Y.1    Hendershot, L.M.2
  • 21
    • 53849111958 scopus 로고    scopus 로고
    • 2O-mediated cascade cyclizations: Synthesis of schweinfurthins F and G
    • 2O- mediated cascade cyclizations: synthesis of schweinfurthins F and G. J Org Chem 73:7963-7970.
    • (2008) J Org Chem , vol.73 , pp. 7963-7970
    • Mente, N.R.1    Neighbors, J.D.2    Wiemer, D.F.3
  • 22
    • 33846562891 scopus 로고    scopus 로고
    • Total synthesis of (R,R,R)- and (S,S,S)-schweinfurthin F: Differences of bioactivity in the enantiomeric series
    • DOI 10.1016/j.bmcl.2006.11.096, PII S0960894X06013576
    • Mente NR, Wiemer AJ, Neighbors JD, Beutler JA, Hohl RJ, and Wiemer DF (2007) Total synthesis of (R,R,R)- and (S,S,S)-schweinfurthin F: differences of bioactivity in the enantiomeric series. Bioorg Med Chem Lett 17:911-915. (Pubitemid 46177630)
    • (2007) Bioorganic and Medicinal Chemistry Letters , vol.17 , Issue.4 , pp. 911-915
    • Mente, N.R.1    Wiemer, A.J.2    Neighbors, J.D.3    Beutler, J.A.4    Hohl, R.J.5    Wiemer, D.F.6
  • 23
    • 0033664346 scopus 로고    scopus 로고
    • Xenobiotic transport across isolated brain microvessels studied by confocal microscopy
    • Miller DS, Nobmann SN, Gutmann H, Toeroek M, Drewe J, and Fricker G (2000) Xenobiotic transport across isolated brain microvessels studied by confocal microscopy. Mol Pharmacol 58:1357-1367.
    • (2000) Mol Pharmacol , vol.58 , pp. 1357-1367
    • Miller, D.S.1    Nobmann, S.N.2    Gutmann, H.3    Toeroek, M.4    Drewe, J.5    Fricker, G.6
  • 24
    • 17844364586 scopus 로고    scopus 로고
    • Cephalostatin 1 inactivates Bcl-2 by hyperphosphorylation independent of M-phase arrest and DNA damage
    • DOI 10.1124/mol.104.004234
    • Müller IM, Dirsch VM, Rudy A, López-Antón N, Pettit GR, and Vollmar AM (2005) Cephalostatin 1 inactivates Bcl-2 by hyperphosphorylation independent of M-phase arrest and DNA damage. Mol Pharmacol 67:1684-1689. (Pubitemid 40594168)
    • (2005) Molecular Pharmacology , vol.67 , Issue.5 , pp. 1684-1689
    • Muller, I.M.1    Dirsch, V.M.2    Rudy, A.3    Lopez-Anton, N.4    Pettit, G.R.5    Vollmar, A.M.6
  • 26
    • 32044436701 scopus 로고    scopus 로고
    • Synthesis and structure-activity studies of schweinfurthin B analogs: Evidence for the importance of a D-ring hydrogen bond donor in expression of differential cytotoxicity
    • DOI 10.1016/j.bmc.2005.10.025, PII S0968089605010072
    • Neighbors JD, Salnikova MS, Beutler JA, and Wiemer DF (2006) Synthesis and structure-activity studies of schweinfurthin B analogs: evidence for the importance of a D-ring hydrogen bond donor in expression of differential cytotoxicity. Bioorg Med Chem 14:1771-1784. (Pubitemid 43199510)
    • (2006) Bioorganic and Medicinal Chemistry , vol.14 , Issue.6 , pp. 1771-1784
    • Neighbors, J.D.1    Salnikova, M.S.2    Beutler, J.A.3    Wiemer, D.F.4
  • 27
    • 33744539521 scopus 로고    scopus 로고
    • Proteasome inhibitors induce a terminal unfolded protein response in multiple myeloma cells
    • DOI 10.1182/blood-2005-08-3531
    • Obeng EA, Carlson LM, Gutman DM, Harrington WJ Jr, Lee KP, and Boise LH (2006) Proteasome inhibitors induce a terminal unfolded protein response in multiple myeloma cells. Blood 107:4907-4916. (Pubitemid 43882644)
    • (2006) Blood , vol.107 , Issue.12 , pp. 4907-4916
    • Obeng, E.A.1    Carlson, L.M.2    Gutman, D.M.3    Harrington Jr., W.J.4    Lee, K.P.5    Boise, L.H.6
  • 28
    • 0026611735 scopus 로고
    • - stimulate the accumulation of GRP78 mRNA in a cycloheximide dependent manner, whilst induction by hypoxia is independent of protein synthesis
    • - stimulate the accumulation of GRP78 mRNA in a cycloheximide dependent manner, whilst induction by hypoxia is independent of protein synthesis. J Cell Physiol 152:545-552.
    • (1992) J Cell Physiol , vol.152 , pp. 545-552
    • Price, B.D.1    Mannheim-Rodman, L.A.2    Calderwood, S.K.3
  • 29
    • 0029788023 scopus 로고    scopus 로고
    • 1- antitrypsin Z, in the endoplasmic reticulum requires proteasome activity
    • DOI 10.1074/jbc.271.37.22791
    • Qu D, Teckman JH, Omura S, and Perlmutter DH (1996) Degradation of a mutant secretory protein, α1-antitrypsin Z, in the endoplasmic reticulum requires proteasome activity. J Biol Chem 271:22791-22795. (Pubitemid 26304726)
    • (1996) Journal of Biological Chemistry , vol.271 , Issue.37 , pp. 22791-22795
    • Qu, D.1    Teckman, J.H.2    Omura, S.3    Perlmutter, D.H.4
  • 30
    • 0037075063 scopus 로고    scopus 로고
    • Mining the National Cancer Institute's tumor-screening database: Identification of compounds with similar cellular activities
    • DOI 10.1021/jm010385b
    • Rabow AA, Shoemaker RH, Sausville EA, and Covell DG (2002) Mining the National Cancer Institute's tumor-screening database: identification of compounds with similar cellular activities. J Med Chem 45:818-840. (Pubitemid 34176791)
    • (2002) Journal of Medicinal Chemistry , vol.45 , Issue.4 , pp. 818-840
    • Rabow, A.A.1    Shoemaker, R.H.2    Sausville, E.A.3    Covell, D.G.4
  • 31
    • 0032718056 scopus 로고    scopus 로고
    • Signal transduction pathways that regulate eukaryotic protein synthesis
    • Rhoads RE (1999) Signal transduction pathways that regulate eukaryotic protein synthesis. J Biol Chem 274:30337-30340.
    • (1999) J Biol Chem , vol.274 , pp. 30337-30340
    • Rhoads, R.E.1
  • 33
    • 0029123511 scopus 로고
    • Interaction of a fluorescent paclitaxel analog with tubulin
    • Sengupta S, Boge TC, Georg GI, and Himes RH (1995) Interaction of a fluorescent paclitaxel analog with tubulin. Biochemistry 34:11889-11894.
    • (1995) Biochemistry , vol.34 , pp. 11889-11894
    • Sengupta, S.1    Boge, T.C.2    Georg, G.I.3    Himes, R.H.4
  • 34
    • 0022186670 scopus 로고
    • Measurement of protein using bicinchoninic acid
    • DOI 10.1016/0003-2697(85)90442-7
    • Smith PK, Krohn RI, Hermanson GT, Mallia AK, Gartner FH, Provenzano MD, Fujimoto EK, Goeke NM, Olson BJ, and Klenk DC (1985) Measurement of protein using bicinchoninic acid. Anal Biochem 150:76-85. (Pubitemid 16258399)
    • (1985) Analytical Biochemistry , vol.150 , Issue.1 , pp. 76-85
    • Smith, P.K.1    Krohn, R.I.2    Hermanson, G.T.3
  • 36
    • 70249107854 scopus 로고    scopus 로고
    • Total synthesis of (+)-schweinfurthins B and E
    • Topczewski JJ, Neighbors JD, and Wiemer DF (2009) Total synthesis of (+)-schweinfurthins B and E. J Org Chem 74:6965-6972.
    • (2009) J Org Chem , vol.74 , pp. 6965-6972
    • Topczewski, J.J.1    Neighbors, J.D.2    Wiemer, D.F.3
  • 38
    • 75849156898 scopus 로고    scopus 로고
    • Structural analogues of schweinfurthin F: Probing the steric, electronic, and hydrophobic properties of the D-ring substructure
    • Ulrich NC, Kodet JG, Mente NR, Kuder CH, Beutler JA, Hohl RJ, and Wiemer DF (2010) Structural analogues of schweinfurthin F: probing the steric, electronic, and hydrophobic properties of the D-ring substructure. Bioorg Med Chem 18:1676-1683.
    • (2010) Bioorg Med Chem , vol.18 , pp. 1676-1683
    • Ulrich, N.C.1    Kodet, J.G.2    Mente, N.R.3    Kuder, C.H.4    Beutler, J.A.5    Hohl, R.J.6    Wiemer, D.F.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.