메뉴 건너뛰기




Volumn 52, Issue 22, 2009, Pages 6979-6990

Synthetic mRNA splicing modulator compounds with in vivo antitumor activity

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIOXANE DERIVATIVE; 2 [4 (5 AZIDO 1,3 DIOXAN 2 YL) 2 METHYLBUT 2 ENYLSULFONYL]BENZO[D]THIAZOLE; 2 [4 (5 AZIDO 1,3 DIOXAN 2 YL) 2 METHYLBUT 2 ENYLTHIO]BENZO[D]THIAZOLE; 4 (5 AZIDO 1,3 DIOXAN 2 YL) 2 METHYLBUT 2 EN 1 OL; 4 (TERT BUTYLDIMETHYSILYLOXY) N [2 [5 [7,7 DIMETHYL 1,6 DIOXASPIRO(2.5)OCTAN 5 YL] 3 METHYLPENTA 2,4 DIENYL] 1,3 DIOXAN 5 YL]PENT 2 ENAMIDE; 5 [2 [5 [7,7 DIMETHYL 1,6 DIOXASPIRO(2.5)OCTAN 5 YL] 3 METHYLPENTA 2,4 DIENYL] 1,3 DIOXAN 5 YLAMINO] 5 OXOPENT 3 EN 2 YL ISOBUTYRATE; 5 [4 [5 [7,7 DIMETHYL 1,6 DIOXASPIRO(2.5)OCTAN 5 YL] 3 METHYLPENTA 2,4 DIENYL]CYCLOHEXYLAMINO] 5 OXOPENT 3 EN 2 YL 1 METHYLPIPERIDINE 4 CARBOXYLATE; 5 [4 [5 [7,7 DIMETHYL 1,6 DIOXASPIRO(2.5)OCTAN 5 YL] 3 METHYLPENTA 2,4 DIENYL]CYCLOHEXYLAMINO] 5 OXOPENT 3 EN 2 YL 4 CYCLOHEPTYLPIPERAZINE 1 CARBOXYLATE; 5 [4 [5 [7,7 DIMETHYL 1,6 DIOXASPIRO(2.5)OCTAN 5 YL] 3 METHYLPENTA 2,4 DIENYL]CYCLOHEXYLAMINO] 5 OXOPENT 3 EN 2 YL 4 NITROPHENYLCARBONATE; 5 [4 [5 [7,7 DIMETHYL 1,6 DIOXASPIRO(2.5)OCTAN 5 YL] 3 METHYLPENTA 2,4 DIENYL]CYCLOHEXYLAMINO] 5 OXOPENT 3 EN 2 YL ISOBUTYRATE; 5 [4 [5 [7,7 DIMETHYL 1,6 DIOXASPIRO(2.5)OCTAN 5 YL] 3 METHYLPENTA 2,4 DIENYL]CYCLOHEXYLAMINO] 5 OXOPENT 3 EN 2 YL TETRAHYDRO 2H PYRAN 4 CARBOXYLATE; 5 AZIDO 2 (2,2 DIMETHOXYETHYL) 1,3 DIOXANE; 7 [5 (5 AZIDO 1,3 DIOXAN 2 YL) 2 METHYLPENTA 1,3 DIENYL] 5,5 DIMETHYL 1,6 DIOXASPIRO[2.5]OCTANE; ANTINEOPLASTIC AGENT; CARBAMIC ACID DERIVATIVE; CELL EXTRACT; ESTER DERIVATIVE; ETHYL 4 (5 AZIDO 1,3 DIOXAN 2 YL) 2 METHYLBUT 2 ENOATE; MESSENGER RNA; N [2 [5 [7,7 DIMETHYL 1,6 DIOXASPIRO(2.5)OCTAN 5 YL] 3 METHYLPENTA 2,4 DIENYL] 1,3 DIOXAN 5 YL] 4 HYDROXYPENT 2 ENAMIDE; N [2 [5 [7,7 DIMETHYL 1,6 DIOXASPIRO(2.5)OCTAN 5 YL] 3 METHYLPENTA 2,4 DIENYL] 1,3 DIOXAN 5 YL]ACETAMIDE; UNCLASSIFIED DRUG;

EID: 70949100953     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm901215m     Document Type: Article
Times cited : (60)

References (40)
  • 1
    • 34548095936 scopus 로고    scopus 로고
    • Targeting the spliceosome
    • Rymond, B. Targeting the spliceosome. Nat. Chem. Biol. 2007, 3, 533-535.
    • (2007) Nat. Chem. Biol. , vol.3 , pp. 533-535
    • Rymond, B.1
  • 2
    • 0029891101 scopus 로고    scopus 로고
    • The structure and function of proteins involved in mammalian pre-mRNA splicing
    • Kramer, A. The structure and function of proteins involved in mammalian pre-mRNA splicing. Annu. Rev. Biochem. 1996, 65, 367-409.
    • (1996) Annu. Rev. Biochem. , vol.65 , pp. 367-409
    • Kramer, A.1
  • 5
    • 1842865013 scopus 로고    scopus 로고
    • Pladienolides, new substances from culture of Streptomyces platensis Mer-11107. III. In vitro and in vivo antitumor activities
    • Mizui, Y.; Sakai, T.; Iwata, M.; Uenaka, T.; Okamoto, K.; Shimizu, H.; Yamori, T.; Yoshimatsu, K.; Asada, M. Pladienolides, new substances from culture of Streptomyces platensis Mer-11107. III. In vitro and in vivo antitumor activities. J. Antibiot. (Tokyo) 2004, 57, 188-196.
    • (2004) J. Antibiot. (Tokyo) , vol.57 , pp. 188-196
    • Mizui, Y.1    Sakai, T.2    Iwata, M.3    Uenaka, T.4    Okamoto, K.5    Shimizu, H.6    Yamori, T.7    Yoshimatsu, K.8    Asada, M.9
  • 6
    • 0030466895 scopus 로고    scopus 로고
    • New antitumor substances, FR901463, FR901464 and FR901465. II. Activities against experimental tumors in mice and mechanism of action
    • Nakajima, H.; Hori, Y.; Terano, H.; Okuhara, M.; Manda, T.; Matsumoto, S.; Shimomura, K. New antitumor substances, FR901463, FR901464 and FR901465. II. Activities against experimental tumors in mice and mechanism of action. J. Antibiot. (Tokyo) 1996, 49, 1204-1211.
    • (1996) J. Antibiot. (Tokyo) , vol.49 , pp. 1204-1211
    • Nakajima, H.1    Hori, Y.2    Terano, H.3    Okuhara, M.4    Manda, T.5    Matsumoto, S.6    Shimomura, K.7
  • 7
    • 0030461311 scopus 로고    scopus 로고
    • New antitumor substances, FR901463, FR901464 and FR901465. I. Taxonomy, fermentation, isolation, physicochemical properties and biological activities
    • Nakajima, H.; Sato, B.; Fujita, T.; Takase, S.; Terano, H.; Okuhara, M. New antitumor substances, FR901463, FR901464 and FR901465. I. Taxonomy, fermentation, isolation, physicochemical properties and biological activities. J. Antibiot. (Tokyo) 1996, 49, 1196-1203.
    • (1996) J. Antibiot. (Tokyo) , vol.49 , pp. 1196-1203
    • Nakajima, H.1    Sato, B.2    Fujita, T.3    Takase, S.4    Terano, H.5    Okuhara, M.6
  • 8
    • 0031054453 scopus 로고    scopus 로고
    • New antitumor substances, FR901463, FR901464 and FR901465. III. Structures of FR901463, FR901464 and FR901465
    • Nakajima, H.; Takase, S.; Terano, H.; Tanaka, H. New antitumor substances, FR901463, FR901464 and FR901465. III. Structures of FR901463, FR901464 and FR901465. J. Antibiot. (Tokyo) 1997, 50, 96-99.
    • (1997) J. Antibiot. (Tokyo) , vol.50 , pp. 96-99
    • Nakajima, H.1    Takase, S.2    Terano, H.3    Tanaka, H.4
  • 9
    • 33847668813 scopus 로고    scopus 로고
    • Total syntheses, fragmentation studies, and antitumor/antiproliferative activities of FR901464 and its low picomolar analogue
    • Albert, B. J.; Sivaramakrishnan, A.; Naka, T.; Czaicki, N. L.; Koide, K. Total syntheses, fragmentation studies, and antitumor/antiproliferative activities of FR901464 and its low picomolar analogue. J. Am. Chem. Soc. 2007, 129, 2648-2659.
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 2648-2659
    • Albert, B.J.1    Sivaramakrishnan, A.2    Naka, T.3    Czaicki, N.L.4    Koide, K.5
  • 10
    • 9244219683 scopus 로고    scopus 로고
    • Structure-activity relationship for FR901464: A versatile method for the conversion and preparation of biologically active biotinylated probes
    • DOI 10.1271/bbb.68.2178
    • Motoyoshi, H.; Horigome, M.; Ishigami, K.; Yoshida, T.; Horinouchi, S.; Yoshida, M.; Watanabe, H.; Kitahara, T. Structure-activity relationship for FR901464: a versatile method for the conversion and preparation of biologically active biotinylated probes. Biosci., Biotechnol., Biochem. 2004, 68, 2178-2182. (Pubitemid 39547609)
    • (2004) Bioscience, Biotechnology and Biochemistry , vol.68 , Issue.10 , pp. 2178-2182
    • Motoyoshi, H.1    Horigome, M.2    Ishigami, K.3    Yoshida, T.4    Horinouchi, S.5    Yoshida, M.6    Watanabe, H.7    Kitahara, T.8
  • 11
    • 34248208651 scopus 로고    scopus 로고
    • Della Ragione, F. p27Kip1 metabolism: A fascinating labyrinth
    • Borriello, A.; Cucciolla, V.; Oliva, A.; Zappia, V.; Della Ragione, F. p27Kip1 metabolism: a fascinating labyrinth. Cell Cycle 2007, 6, 1053-1061.
    • (2007) Cell Cycle , vol.6 , pp. 1053-1061
    • Borriello, A.1    Cucciolla, V.2    Oliva, A.3    Zappia, V.4
  • 12
    • 33644959352 scopus 로고    scopus 로고
    • Total synthesis of FR901464, an antitumor agent that regulates the transcription of oncogenes and tumor suppressor genes
    • Albert, B. J.; Sivaramakrishnan, A.; Naka, T.; Koide, K. Total synthesis of FR901464, an antitumor agent that regulates the transcription of oncogenes and tumor suppressor genes. J. Am. Chem. Soc. 2006, 128, 2792-2793.
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 2792-2793
    • Albert, B.J.1    Sivaramakrishnan, A.2    Naka, T.3    Koide, K.4
  • 13
    • 0035904404 scopus 로고    scopus 로고
    • FR901464: Total synthesis, proof of structure, and evaluation of synthetic analogues
    • Thompson, C. F.; Jamison, T. F.; Jacobsen, E. N. FR901464: total synthesis, proof of structure, and evaluation of synthetic analogues. J. Am. Chem. Soc. 2001, 123, 9974-9983.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 9974-9983
    • Thompson, C.F.1    Jamison, T.F.2    Jacobsen, E.N.3
  • 14
    • 30744455263 scopus 로고    scopus 로고
    • Total synthesis of FR901464: Second generation
    • DOI 10.1016/j.tet.2005.11.031, PII S0040402005020387
    • Motoyoshi, H.; Horigome, M.; Watanabe, H.; Kitahara, T. Total synthesis of FR901464: second generation. Tetrahedron 2006, 62, 1378-1389. (Pubitemid 43099805)
    • (2006) Tetrahedron , vol.62 , Issue.7 , pp. 1378-1389
    • Motoyoshi, H.1    Horigome, M.2    Watanabe, H.3    Kitahara, T.4
  • 16
    • 0035850756 scopus 로고    scopus 로고
    • A fragment library based on Gaussian mixtures predicting favorable molecular interactions
    • Rantanen, V. V.; Denessiouk, K. A.; Gyllenberg, M.; Koski, T.; Johnson, M. S. A fragment library based on Gaussian mixtures predicting favorable molecular interactions. J. Mol. Biol. 2001, 313, 197-214.
    • (2001) J. Mol. Biol. , vol.313 , pp. 197-214
    • Rantanen, V.V.1    Denessiouk, K.A.2    Gyllenberg, M.3    Koski, T.4    Johnson, M.S.5
  • 17
    • 0037920567 scopus 로고    scopus 로고
    • Three-dimensional quantitative structure-activity relationship analyses using comparative molecular field analysis and comparative molecular similarity indices analysis to elucidate selectivity differences of inhibitors binding to trypsin, thrombin, and factor Xa
    • Bohm, M.; Sturzebecher, J.; Klebe, G. Three-dimensional quantitative structure-activity relationship analyses using comparative molecular field analysis and comparative molecular similarity indices analysis to elucidate selectivity differences of inhibitors binding to trypsin, thrombin, and factor Xa. J. Med. Chem. 1999, 42, 458-477.
    • (1999) J. Med. Chem. , vol.42 , pp. 458-477
    • Bohm, M.1    Sturzebecher, J.2    Klebe, G.3
  • 19
    • 0034715459 scopus 로고    scopus 로고
    • Total synthesis of FR901464. Convergent assembly of chiral components prepared by asymmetric catalysis
    • Thompson, C. F.; Jamison, T. F.; Jacobsen, E. N. Total synthesis of FR901464. Convergent assembly of chiral components prepared by asymmetric catalysis. J. Am. Chem. Soc. 2000, 122, 10482-10483.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 10482-10483
    • Thompson, C.F.1    Jamison, T.F.2    Jacobsen, E.N.3
  • 21
    • 7244234590 scopus 로고    scopus 로고
    • Synthesis of a C4-epi-C1-C6 fragment of FR901464 using a novel bromolactolization
    • Albert, B. J.; Koide, K. Synthesis of a C4-epi-C1-C6 fragment of FR901464 using a novel bromolactolization. Org. Lett. 2004, 6, 3655-3658.
    • (2004) Org. Lett. , vol.6 , pp. 3655-3658
    • Albert, B.J.1    Koide, K.2
  • 23
    • 0036175724 scopus 로고    scopus 로고
    • Physicochemical aspects of the enzymatic hydrolysis of carboxylic esters
    • Buchwald, P.; Bodor, N. Physicochemical aspects of the enzymatic hydrolysis of carboxylic esters. Pharmazie 2002, 57, 87-93. (Pubitemid 34151524)
    • (2002) Pharmazie , vol.57 , Issue.2 , pp. 87-93
    • Buchwald, P.1    Bodor, N.2
  • 24
    • 0346958512 scopus 로고    scopus 로고
    • Design of ester prodrugs to enhance oral absorption of poorly permeable compounds: Challenges to the discovery scientist
    • Beaumont, K.; Webster, R.; Gardner, I.; Dack, K. Design of ester prodrugs to enhance oral absorption of poorly permeable compounds: challenges to the discovery scientist. Curr. Drug Metab. 2003, 4, 461-485.
    • (2003) Curr. Drug Metab. , vol.4 , pp. 461-485
    • Beaumont, K.1    Webster, R.2    Gardner, I.3    Dack, K.4
  • 25
    • 0016980851 scopus 로고
    • Substrate specificity of carboxylesterase (E.C.3.1.1.1) from several animals
    • Morikawa, M.; Inoue, M.; Tsuboi, M. Substrate specificity of carboxylesterase (E.C.3.1.1.1) from several animals. Chem. Pharm. Bull. (Tokyo) 1976, 24, 1661-1664.
    • (1976) Chem. Pharm. Bull. (Tokyo) , vol.24 , pp. 1661-1664
    • Morikawa, M.1    Inoue, M.2    Tsuboi, M.3
  • 27
    • 70949089195 scopus 로고    scopus 로고
    • For more information on the NCI-60 cell-line panel, see the following
    • For more information on the NCI-60 cell-line panel, see the following: http://dtp.nci.nih.gov/branches/btb/ivclsp.html.
  • 28
    • 38649093611 scopus 로고    scopus 로고
    • Neuroblastoma: Biology, prognosis, and treatment
    • Park, J. R.; Eggert, A.; Caron, H. Neuroblastoma: biology, prognosis, and treatment. Pediatr. Clin. North Am. 2008, 55, 97-120.
    • (2008) Pediatr. Clin. North Am. , vol.55 , pp. 97-120
    • Park, J.R.1    Eggert, A.2    Caron, H.3
  • 29
    • 27744547739 scopus 로고    scopus 로고
    • Atypical teratoid rhabdoid tumors of childhood: Diagnosis, treatment and challenges
    • Strother, D. Atypical teratoid rhabdoid tumors of childhood: diagnosis, treatment and challenges. Expert Rev. Anticancer Ther. 2005, 5, 907-915.
    • (2005) Expert Rev. Anticancer Ther. , vol.5 , pp. 907-915
    • Strother, D.1
  • 31
    • 35548934558 scopus 로고    scopus 로고
    • MLL translocations, histone modifications and leukaemia stem-cell development
    • Krivtsov, A. V.; Armstrong, S. A. MLL translocations, histone modifications and leukaemia stem-cell development. Nat. Rev. Cancer 2007, 7, 823-833.
    • (2007) Nat. Rev. Cancer , vol.7 , pp. 823-833
    • Krivtsov, A.V.1    Armstrong, S.A.2
  • 32
    • 0026425674 scopus 로고
    • Experimental antitumor activity of taxotere (RP 56976, NSC 628503), a Taxol analogue
    • Bissery, M. C.; Guenard, D.; Gueritte-Voegelein, F.; Lavelle, F. Experimental antitumor activity of taxotere (RP 56976, NSC 628503), a Taxol analogue. Cancer Res. 1991, 51, 4845-4852.
    • (1991) Cancer Res. , vol.51 , pp. 4845-4852
    • Bissery, M.C.1    Guenard, D.2    Gueritte-Voegelein, F.3    Lavelle, F.4
  • 33
    • 31044432528 scopus 로고    scopus 로고
    • Stereoselective synthesis and anti-inflammatory activities of 6- and 7-membered dioxacycloalkanes
    • Gu, K.; Bi, L.; Zhao, M.; Wang, C.; Dolan, C.; Kao, M. C.; Tok, J. B.; Peng, S. Stereoselective synthesis and anti-inflammatory activities of 6- and 7-membered dioxacycloalkanes. Bioorg. Med. Chem. 2006, 14, 1339-1347.
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 1339-1347
    • Gu, K.1    Bi, L.2    Zhao, M.3    Wang, C.4    Dolan, C.5    Kao, M.C.6    Tok, J.B.7    Peng, S.8
  • 34
    • 34848850746 scopus 로고    scopus 로고
    • An efficient, inexpensive, and shelf-stable diazotransfer reagent: Imidazole-1-sulfonyl azide hydrochloride
    • Goddard-Borger, E. D.; Stick, R. V. An efficient, inexpensive, and shelf-stable diazotransfer reagent: imidazole-1-sulfonyl azide hydrochloride. Org. Lett. 2007, 9, 3797-3800.
    • (2007) Org. Lett. , vol.9 , pp. 3797-3800
    • Goddard-Borger, E.D.1    Stick, R.V.2
  • 35
    • 26844568935 scopus 로고    scopus 로고
    • A stereoselective synthesis of trans-1,2-disubstituted alkenes based on the condensation of aldehydes with metallated 1-phenyl-1H-tetrazol-5-yl sulfones
    • Blakemore, P. R.; Cole, W. J.; Kocienski, P. J.; Morley, A. A stereoselective synthesis of trans-1,2-disubstituted alkenes based on the condensation of aldehydes with metallated 1-phenyl-1H-tetrazol-5-yl sulfones. Synlett 1998, 26-28.
    • (1998) Synlett , pp. 26-28
    • Blakemore, P.R.1    Cole, W.J.2    Kocienski, P.J.3    Morley, A.4
  • 36
    • 17144470484 scopus 로고    scopus 로고
    • A double reporter assay for detecting changes in the ratio of spliced and unspliced mRNA in mammalian cells
    • Nasim, M. T.; Chowdhury, H. M.; Eperon, I. C. A double reporter assay for detecting changes in the ratio of spliced and unspliced mRNA in mammalian cells. Nucleic Acids Res. 2002, 30, e109.
    • (2002) Nucleic Acids Res. , vol.30
    • Nasim, M.T.1    Chowdhury, H.M.2    Eperon, I.C.3
  • 37
    • 34548707119 scopus 로고    scopus 로고
    • A double-reporter splicing assay for determining splicing efficiency in mammalian cells
    • Nasim, M. T.; Eperon, I. C. A double-reporter splicing assay for determining splicing efficiency in mammalian cells. Nat. Protoc. 2006, 1, 1022-1028.
    • (2006) Nat. Protoc. , vol.1 , pp. 1022-1028
    • Nasim, M.T.1    Eperon, I.C.2
  • 38
    • 0021223245 scopus 로고
    • Normal and mutant human beta-globin pre-mRNAs are faithfully and efficiently spliced in vitro
    • Krainer, A. R.; Maniatis, T.; Ruskin, B.; Green, M. R. Normal and mutant human beta-globin pre-mRNAs are faithfully and efficiently spliced in vitro. Cell 1984, 36, 993-1005.
    • (1984) Cell , vol.36 , pp. 993-1005
    • Krainer, A.R.1    Maniatis, T.2    Ruskin, B.3    Green, M.R.4
  • 39
    • 0021100690 scopus 로고
    • Accurate transcription initiation by RNA polymerase II in a soluble extract from isolated mammalian nuclei
    • Dignam, J. D.; Lebovitz, R. M.; Roeder, R. G. Accurate transcription initiation by RNA polymerase II in a soluble extract from isolated mammalian nuclei. Nucleic Acids Res. 1983, 11, 1475-1489.
    • (1983) Nucleic Acids Res. , vol.11 , pp. 1475-1489
    • Dignam, J.D.1    Lebovitz, R.M.2    Roeder, R.G.3
  • 40
    • 3142526915 scopus 로고
    • The reaction of carbohydrate derived alkoxyaldehydes with methoxycarbonylmethylenetriphenylphosphorane: Stereoselective synthesis of β-unsaturated esters
    • Valverde, S.; Martin-Lomas, M.; Herradon, B.; Garcia-Ochoa, S. The reaction of carbohydrate derived alkoxyaldehydes with methoxycarbonylmethylenetriphenylphosphorane: stereoselective synthesis of β-unsaturated esters. Tetrahedron 1987, 43, 1895-1901.
    • (1987) Tetrahedron , vol.43 , pp. 1895-1901
    • Valverde, S.1    Martin-Lomas, M.2    Herradon, B.3    Garcia-Ochoa, S.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.