메뉴 건너뛰기




Volumn 30, Issue 4, 2012, Pages 1379-1388

Development of hemiasterlin derivatives as potential anticancer agents that inhibit tubulin polymerization and synergize with a stilbene tubulin inhibitor

Author keywords

Anticancer; Hemiasterlins; Stilbene 5c; Tubulin; Vincristine

Indexed keywords

3,4',5 TRIMETHOXY 3' AMINOSTILBENE; BF 65; BF 78; CYCLIN DEPENDENT KINASE 1; HEMIASTERLIN DERIVATIVE; KINESIN 5; MONASTROL; NOCODAZOLE; PACLITAXEL; PROTEIN BCL 2; STILBENE DERIVATIVE; TUBULIN MODULATOR; UNCLASSIFIED DRUG; VINCRISTINE;

EID: 84866737041     PISSN: 01676997     EISSN: 15730646     Source Type: Journal    
DOI: 10.1007/s10637-011-9702-9     Document Type: Article
Times cited : (14)

References (37)
  • 1
    • 1942438028 scopus 로고    scopus 로고
    • Microtubules as a target for anticancer drugs
    • doi:10.1038/nrc1317
    • Jordan MA, Wilson L. (2004) Microtubules as a target for anticancer drugs. Nat Rev Cancer 4:253-265. doi:10.1038/nrc1317
    • (2004) Nat Rev Cancer , vol.4 , pp. 253-265
    • Jordan, M.A.1    Wilson, L.2
  • 2
    • 33746471989 scopus 로고    scopus 로고
    • Novel agents that target tublin and related elements
    • doi:10.1053/j. seminoncol.2006.04.006
    • Rowinsky EK, Calvo E. (2006) Novel agents that target tublin and related elements. Semin Oncol 33:421-435. doi:10.1053/j. seminoncol.2006.04.006
    • (2006) Semin Oncol , vol.33 , pp. 421-435
    • Rowinsky, E.K.1    Calvo, E.2
  • 3
    • 0642307227 scopus 로고    scopus 로고
    • Phase i trial of the antivascular agent combretastatin A4 phosphate on a 5-day schedule to patients with cancer: Magnetic resonance imaging evidence for altered tumor blood flow
    • doi:10.1200/JCO.2003.12.986
    • Stevenson JP, Rosen M, Sun W et al. (2003) Phase I trial of the antivascular agent combretastatin A4 phosphate on a 5-day schedule to patients with cancer: magnetic resonance imaging evidence for altered tumor blood flow. J Clin Oncol 21:4428-4438. doi:10.1200/JCO.2003.12.986
    • (2003) J Clin Oncol , vol.21 , pp. 4428-4438
    • Stevenson, J.P.1    Rosen, M.2    Sun, W.3
  • 4
    • 1642494772 scopus 로고    scopus 로고
    • Cardiovascular safety profile of combretastatin a4 phosphate in a single-dose phase i study in patients with advanced cancer
    • doi:10.1158/1078-0432.CCR-0364-3
    • Cooney MM, Radivoyevitch T, Dowlati A et al. (2004) Cardiovascular safety profile of combretastatin a4 phosphate in a single-dose phase I study in patients with advanced cancer. Clin Cancer Res 10:96-100. doi:10.1158/1078-0432. CCR-0364-3
    • (2004) Clin Cancer Res , vol.10 , pp. 96-100
    • Cooney, M.M.1    Radivoyevitch, T.2    Dowlati, A.3
  • 5
    • 0042386700 scopus 로고    scopus 로고
    • Phase i clinical trial of weekly combretastatin A4 phosphate: Clinical and pharmacokinetic results
    • doi:10.1200/JCO.2003.05.185
    • Rustin GJ, Galbraith SM, Anderson H et al. (2003) Phase I clinical trial of weekly combretastatin A4 phosphate: clinical and pharmacokinetic results. J Clin Oncol 21:2815-2822. doi:10.1200/JCO.2003.05.185
    • (2003) J Clin Oncol , vol.21 , pp. 2815-2822
    • Rustin, G.J.1    Galbraith, S.M.2    Anderson, H.3
  • 6
    • 0042887593 scopus 로고    scopus 로고
    • Assessment of pharmacodynamic vascular response in a phase i trial of combretastatin A4 phosphate
    • doi:10.1200/JCO.2003.05.186
    • Anderson HL, Yap JT, Miller MP, Robbins A, Jones T, Price PM. (2003) Assessment of pharmacodynamic vascular response in a phase I trial of combretastatin A4 phosphate. J Clin Oncol 21:2823-2830. doi:10.1200/JCO.2003.05. 186
    • (2003) J Clin Oncol , vol.21 , pp. 2823-2830
    • Anderson, H.L.1    Yap, J.T.2    Miller, M.P.3    Robbins, A.4    Jones, T.5    Price, P.M.6
  • 7
    • 0036278972 scopus 로고    scopus 로고
    • Antitumor activity of the novel vascular targeting agent ZD6126 in a panel of tumor models
    • Blakey DC, Westwood FR, Walker M et al. (2002) Antitumor activity of the novel vascular targeting agent ZD6126 in a panel of tumor models. Clin Cancer Res 8:1974-1983
    • (2002) Clin Cancer Res , vol.8 , pp. 1974-1983
    • Blakey, D.C.1    Westwood, F.R.2    Walker, M.3
  • 8
    • 33645732100 scopus 로고    scopus 로고
    • Phase i clinical evaluation of weekly administration of the novel vasculartargeting agent, ZD6126, in patients with solid tumors
    • doi:10.1200/JCO.2005.02.7458
    • Beerepoot LV, Radema SA, Witteveen EO et al. (2006) Phase I clinical evaluation of weekly administration of the novel vasculartargeting agent, ZD6126, in patients with solid tumors. J Clin Oncol 24:1491-1498. doi:10.1200/JCO.2005.02.7458
    • (2006) J Clin Oncol , vol.24 , pp. 1491-1498
    • Beerepoot, L.V.1    Radema, S.A.2    Witteveen, E.O.3
  • 9
    • 0036023440 scopus 로고    scopus 로고
    • Combretastatin-A4 prodrug induces mitotic catastrophe in chronic lymphocytic leukemia cell line independent of caspase activation and poly. (ADP-ribose) polymerase cleavage
    • Nabha SM, Mohammad RM, Dandashi MH et al. (2002) Combretastatin-A4 prodrug induces mitotic catastrophe in chronic lymphocytic leukemia cell line independent of caspase activation and poly. (ADP-ribose) polymerase cleavage. Clin Cancer Res 8:2735-2741
    • (2002) Clin Cancer Res , vol.8 , pp. 2735-2741
    • Nabha, S.M.1    Mohammad, R.M.2    Dandashi, M.H.3
  • 10
    • 33846523617 scopus 로고    scopus 로고
    • Targeted antimitotic therapies: Can we improve on tubulin agents?
    • doi:10.1038/nrc2049
    • Jackson JR, Patrick DR, Dar MM, Huang PS. (2007) Targeted antimitotic therapies: can we improve on tubulin agents? Nat Rev Cancer 7:107-117. doi:10.1038/nrc2049
    • (2007) Nat Rev Cancer , vol.7 , pp. 107-117
    • Jackson, J.R.1    Patrick, D.R.2    Dar, M.M.3    Huang, P.S.4
  • 11
    • 33749057529 scopus 로고    scopus 로고
    • Therapeutic opportunities to control tumor cell cycles
    • doi:10.1007/s12094-006-0193-7
    • Malumbres M. (2006) Therapeutic opportunities to control tumor cell cycles. Clin Transl Oncol 8:399-408. doi:10.1007/s12094-006-0193-7
    • (2006) Clin Transl Oncol , vol.8 , pp. 399-408
    • Malumbres, M.1
  • 12
    • 0347917093 scopus 로고    scopus 로고
    • Cell-cycle targeted therapies
    • doi:10.1016/S1470-2045(03)01321-4
    • Swanton C. (2004) Cell-cycle targeted therapies. Lancet Oncol 5:27-36. doi:10.1016/S1470-2045(03)01321-4
    • (2004) Lancet Oncol , vol.5 , pp. 27-36
    • Swanton, C.1
  • 13
    • 2342591929 scopus 로고    scopus 로고
    • Small molecule inhibitors targeting cyclindependent kinases as anticancer agents
    • doi:10.1007/s11912-004-0024-3
    • Dai Y, Grant S. (2004) Small molecule inhibitors targeting cyclindependent kinases as anticancer agents. Curr Oncol Rep 6:123-130. doi:10.1007/s11912-004-0024-3
    • (2004) Curr Oncol Rep , vol.6 , pp. 123-130
    • Dai, Y.1    Grant, S.2
  • 14
    • 34247259822 scopus 로고    scopus 로고
    • Antitumor activity of MLN8054, an orally active small-molecule inhibitor of Aurora A kinase
    • doi:10.1073/pnas.0608798104
    • Manfredi MG, Ecsedy JA, Meetze KA et al. (2007) Antitumor activity of MLN8054, an orally active small-molecule inhibitor of Aurora A kinase. Proc Natl Acad Sci U S A 104:4106-4111. doi:10.1073/pnas.0608798104
    • (2007) Proc Natl Acad Sci U S A , vol.104 , pp. 4106-4111
    • Manfredi, M.G.1    Ecsedy, J.A.2    Meetze, K.A.3
  • 15
    • 37249023281 scopus 로고    scopus 로고
    • VX-680 inhibits Aurora A and Aurora B kinase activity in human cells
    • doi:10.4161/cc.6.22.4940
    • Tyler RK, Shpiro N, Marquez R, Eyers PA. (2007) VX-680 inhibits Aurora A and Aurora B kinase activity in human cells. Cell Cycle 6:2846-2854. doi:10.4161/cc.6.22.4940
    • (2007) Cell Cycle , vol.6 , pp. 2846-2854
    • Tyler, R.K.1    Shpiro, N.2    Marquez, R.3    Eyers, P.A.4
  • 16
    • 17144393305 scopus 로고    scopus 로고
    • Progress in the discovery of polo-like kinase inhibitors
    • McInnes C, Mezna M, Fischer PM. (2005) Progress in the discovery of polo-like kinase inhibitors. Curr Top Med Chem 5:181-197
    • (2005) Curr Top Med Chem , vol.5 , pp. 181-197
    • McInnes, C.1    Mezna, M.2    Fischer, P.M.3
  • 17
    • 0033615357 scopus 로고    scopus 로고
    • Small molecule inhibitor of mitotic spindle bipolarity identified in a phenotype-based screen
    • doi:10.1126/science.286.5441.971
    • Mayer TU, Kapoor TM, Haggarty SJ, King RW, Schreiber SL, Mitchison TJ. (1999) Small molecule inhibitor of mitotic spindle bipolarity identified in a phenotype-based screen. Science 286:971-974. doi:10.1126/science.286.5441.971
    • (1999) Science , vol.286 , pp. 971-974
    • Mayer, T.U.1    Kapoor, T.M.2    Haggarty, S.J.3    King, R.W.4    Schreiber, S.L.5    Mitchison, T.J.6
  • 18
    • 42549088324 scopus 로고    scopus 로고
    • Phase II study of ispinesib in recurrent or metastatic squamous cell carcinoma of the head and neck
    • doi:10.1007/s10637-007-9098-8
    • Tang PA, Siu LL, Chen EX et al. (2008) Phase II study of ispinesib in recurrent or metastatic squamous cell carcinoma of the head and neck. Invest New Drugs 26:257-264. doi:10.1007/s10637-007-9098-8
    • (2008) Invest New Drugs , vol.26 , pp. 257-264
    • Tang, P.A.1    Siu, L.L.2    Chen, E.X.3
  • 19
    • 42549135427 scopus 로고    scopus 로고
    • A phase II study of ispinesib. (SB-715992) in patients with metastatic or recurrent malignant melanoma: A National Cancer Institute of Canada Clinical Trials Group trial
    • doi:10.1007/s10637-007-9097-9
    • Lee CW, Bélanger K, Rao SC et al. (2008) A phase II study of ispinesib. (SB-715992) in patients with metastatic or recurrent malignant melanoma: a National Cancer Institute of Canada Clinical Trials Group trial. Invest New Drugs 26:249-255. doi:10.1007/s10637-007-9097-9
    • (2008) Invest New Drugs , vol.26 , pp. 249-255
    • Lee, C.W.1    Bélanger, K.2    Rao, S.C.3
  • 21
    • 17144405643 scopus 로고    scopus 로고
    • Mitotic kinesins: Prospects for antimitotic drug discovery
    • doi:10.2174/1568026053507697
    • Bergnes G, Brejc K, Belmont L. (2005) Mitotic kinesins: prospects for antimitotic drug discovery. Curr Top Med Chem 5:127-145. doi:10.2174/ 1568026053507697
    • (2005) Curr Top Med Chem , vol.5 , pp. 127-145
    • Bergnes, G.1    Brejc, K.2    Belmont, L.3
  • 22
    • 42949169386 scopus 로고    scopus 로고
    • Stilbene derivatives that are colchicine site microtubule inhibitors have anti-leukemic activity and minimal systemic toxicity
    • doi:10.1002/ajh.21104
    • Cao TM, Durrant D, Tripathi A et al. (2008) Stilbene derivatives that are colchicine site microtubule inhibitors have anti-leukemic activity and minimal systemic toxicity. Am J Hematol 83:390-397. doi:10.1002/ajh.21104
    • (2008) Am J Hematol , vol.83 , pp. 390-397
    • Cao, T.M.1    Durrant, D.2    Tripathi, A.3
  • 23
    • 0033607202 scopus 로고    scopus 로고
    • Interactions of the sponge-derived antimitotic tripeptide hemiasterlin with tubulin: Comparison with dolastatin 10 and cryptophycin 1
    • doi:10.1021/bi991323e
    • Bai R, Durso NA, Sackett DL, Hamel E. (1999) Interactions of the sponge-derived antimitotic tripeptide hemiasterlin with tubulin: comparison with dolastatin 10 and cryptophycin 1. Biochemistry 38:14302-14310. doi:10.1021/bi991323e
    • (1999) Biochemistry , vol.38 , pp. 14302-14310
    • Bai, R.1    Durso, N.A.2    Sackett, D.L.3    Hamel, E.4
  • 24
    • 0037447174 scopus 로고    scopus 로고
    • HTI-286, a synthetic analogue of the tripeptide hemiasterlin, is a potent antimicrotubule agent that circumvents P-glycoprotein-mediated resistance in vitro and in vivo
    • Loganzo F, Discafani CM, Annable T et al. (2003) HTI-286, a synthetic analogue of the tripeptide hemiasterlin, is a potent antimicrotubule agent that circumvents P-glycoprotein-mediated resistance in vitro and in vivo. Cancer Res 63:1838-1845
    • (2003) Cancer Res , vol.63 , pp. 1838-1845
    • Loganzo, F.1    Discafani, C.M.2    Annable, T.3
  • 25
    • 0037331338 scopus 로고    scopus 로고
    • Synthesis and antimitotic/cytotoxic activity of hemiasterlin analogues
    • doi:10.1021/np020375t
    • Nieman JA, Coleman JE, Wallace DJ et al. (2003) Synthesis and antimitotic/cytotoxic activity of hemiasterlin analogues. J Nat Prod 66:183-199. doi:10.1021/np020375t
    • (2003) J Nat Prod , vol.66 , pp. 183-199
    • Nieman, J.A.1    Coleman, J.E.2    Wallace, D.J.3
  • 26
    • 18844461704 scopus 로고    scopus 로고
    • Phase II trial of dolastatin-10 in patients with advanced breast cancer
    • doi:10.1007/s10637-005-6735-y
    • Perez EA, Hillman DW, Fishkin PA et al. (2005) Phase II trial of dolastatin-10 in patients with advanced breast cancer. Invest New Drugs 23:257-261. doi:10.1007/s10637-005-6735-y
    • (2005) Invest New Drugs , vol.23 , pp. 257-261
    • Perez, E.A.1    Hillman, D.W.2    Fishkin, P.A.3
  • 27
    • 23844535643 scopus 로고    scopus 로고
    • Phase II trials of dolastatin-10 in advanced pancreaticobiliary cancers
    • doi:10.1007/s10637-005-2909-x
    • Kindler HL, Tothy PK, Wolff R et al. (2005) Phase II trials of dolastatin-10 in advanced pancreaticobiliary cancers. Invest New Drugs 23:489-493. doi:10.1007/s10637-005-2909-x
    • (2005) Invest New Drugs , vol.23 , pp. 489-493
    • Kindler, H.L.1    Tothy, P.K.2    Wolff, R.3
  • 28
    • 70350231755 scopus 로고    scopus 로고
    • Tubulin-based antimitotic mechanism of E7974, a novel analogue of the marine sponge natural product hemiasterlin
    • doi:10.1158/1535-7163.MCT-09-0301
    • Kuznetsov G, TenDyke K, Towle MJ et al. (2009) Tubulin-based antimitotic mechanism of E7974, a novel analogue of the marine sponge natural product hemiasterlin. Mol Cancer Ther 8:2852-2860. doi:10.1158/1535-7163.MCT-09-0301
    • (2009) Mol Cancer Ther , vol.8 , pp. 2852-2860
    • Kuznetsov, G.1    Tendyke, K.2    Towle, M.J.3
  • 29
    • 62749191543 scopus 로고    scopus 로고
    • Development of water soluble derivatives of cis-3, 4', 5-trimethoxy-3'-aminostilbene for optimization and use in cancer therapy
    • doi:10.1007/s10637-008-9139-y
    • Durrant D, Richard J, Tripathi A et al. (2009) Development of water soluble derivatives of cis-3, 4', 5-trimethoxy-3'-aminostilbene for optimization and use in cancer therapy. Invest New Drugs 27:41-52. doi:10.1007/s10637-008- 9139-y
    • (2009) Invest New Drugs , vol.27 , pp. 41-52
    • Durrant, D.1    Richard, J.2    Tripathi, A.3
  • 30
    • 0026684153 scopus 로고
    • A continuous spectrophotometric assay for inorganic phosphate and for measuring phosphate release kinetics in biological systems
    • Webb MR. (1992) A continuous spectrophotometric assay for inorganic phosphate and for measuring phosphate release kinetics in biological systems. Proc Natl Acad Sci U S A 89:4884-4887
    • (1992) Proc Natl Acad Sci U S A , vol.89 , pp. 4884-4887
    • Webb, M.R.1
  • 31
    • 0032880829 scopus 로고    scopus 로고
    • The effect of antimicrotubule agents on signal transduction pathways of apoptosis: A review
    • Wang LG, Liu XM, Kreis W, Budman DR. (1999) The effect of antimicrotubule agents on signal transduction pathways of apoptosis: a review. Cancer Chemother Pharmacol 44:355-361
    • (1999) Cancer Chemother Pharmacol , vol.44 , pp. 355-361
    • Wang, L.G.1    Liu, X.M.2    Kreis, W.3    Budman, D.R.4
  • 32
    • 0025987535 scopus 로고
    • P80cdc25 mitotic inducer is the tyrosine phosphatase that activates p34cdc2 kinase in fission yeast
    • Millar JB, McGowan CH, Lenaers G, Jones R, Russell P. (1991) p80cdc25 mitotic inducer is the tyrosine phosphatase that activates p34cdc2 kinase in fission yeast. EMBO J 10:4301-4309
    • (1991) EMBO J , vol.10 , pp. 4301-4309
    • Millar, J.B.1    McGowan, C.H.2    Lenaers, G.3    Jones, R.4    Russell, P.5
  • 33
    • 0033552943 scopus 로고    scopus 로고
    • Nuclear localization of Cdc25 is regulated by DNA damage and a 14-3-3 protein
    • doi:10.1038/16488
    • Lopez-Girona A, Furnari B, Mondesert O, Russell P. (1999) Nuclear localization of Cdc25 is regulated by DNA damage and a 14-3-3 protein. Nature 397:172-175. doi:10.1038/16488
    • (1999) Nature , vol.397 , pp. 172-175
    • Lopez-Girona, A.1    Furnari, B.2    Mondesert, O.3    Russell, P.4
  • 34
    • 19544393159 scopus 로고    scopus 로고
    • Structural basis for the regulation of tubulin by vinblastine
    • doi:10.1038/nature03566
    • Gigant B, Wang C, Ravelli RB et al. (2005) Structural basis for the regulation of tubulin by vinblastine. Nature 435:519-522. doi:10.1038/ nature03566
    • (2005) Nature , vol.435 , pp. 519-522
    • Gigant, B.1    Wang, C.2    Ravelli, R.B.3
  • 35
    • 1642401199 scopus 로고    scopus 로고
    • Insight into tubulin regulation from a complex with colchicine and a stathmin-like domain
    • doi:10.1038/nature02393
    • Ravelli RB, Gigant B, Curmi PA et al. (2004) Insight into tubulin regulation from a complex with colchicine and a stathmin-like domain. Nature 428:198-202. doi:10.1038/nature02393
    • (2004) Nature , vol.428 , pp. 198-202
    • Ravelli, R.B.1    Gigant, B.2    Curmi, P.A.3
  • 36
    • 20944436156 scopus 로고    scopus 로고
    • Two photo affinity analogues of tripeptide, hemiasterlin, exclusively label alpha-tubulin
    • doi:10.1021/bi0474766
    • Nunes M, Kaplan J, Wooters J et al. (2005) Two photo affinity analogues of tripeptide, hemiasterlin, exclusively label alpha-tubulin. Biochemistry 44:6844-6857. doi:10.1021/bi0474766
    • (2005) Biochemistry , vol.44 , pp. 6844-6857
    • Nunes, M.1    Kaplan, J.2    Wooters, J.3
  • 37
    • 28544438025 scopus 로고    scopus 로고
    • Structure-based identification of the binding site for the hemiasterlin analogue HTI-286 on tubulin
    • doi:10.1021/bi051268b
    • Ravi M, Zask A, Rush TS 3rd. (2005) Structure-based identification of the binding site for the hemiasterlin analogue HTI-286 on tubulin. Biochemistry 44:15871-15879. doi:10.1021/bi051268b
    • (2005) Biochemistry , vol.44 , pp. 15871-15879
    • Ravi, M.1    Zask, A.2    Rush III, T.S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.