메뉴 건너뛰기




Volumn 48, Issue , 2012, Pages 124-131

Design, synthesis and biological evaluation of new naphtalene diimides bearing isothiocyanate functionality

Author keywords

Anticancer; Isothiocyanates; Multi target directed ligands; Naphthalene diimides; Sulforaphane

Indexed keywords

1,4,5,8 NAPHTHALENTETRACARBOXYLIC DIIMIDE DERIVATIVE; 2 (2 AMINO ETHYL) 7 (2 DIMETHYLAMINO ETHYL)BENZO[LMN][3,8]PHENANTHROLINE 1,3,6,8 TETRAONE; 2 (2 DIMETHYLAMINO ETHYL) 7 (2 ISOTHIOCYANATO ETHYL)BENZO[LMN][3,8]PHENANTHROLINE 1,3,6,8 TETRAONE; 2,7 BIS(2 ISOTHIOCYANATO ETHYL)BENZO[LMN][3,8]PHENANTHROLINE 1,3,6,8 TETRAONE; 2,7 BIS(3 ISOTHIOCYANATO PROPYL)BENZO[LMN][3,8]PHENANTHROLINE 1,3,6,8 TETRAONE; [2 [7 (2 DIMETHYLAMINO ETHYL) 1,3,6,8 TETRAOXO 3,6,7,8 TETRAHYDRO 1H BENZO[LMN][3,8]PHENANTHROLIN 2 YL]ETHYL]CARBAMIC ACID TERT BUTYL ESTER; ANTINEOPLASTIC AGENT; CAMPTOTHECIN; ISOTHIOCYANIC ACID; NAPHTHALENE DERIVATIVE; SULFORAPHANE; UNCLASSIFIED DRUG; VALINOMYCIN;

EID: 84856003311     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2011.12.003     Document Type: Article
Times cited : (16)

References (38)
  • 1
    • 11144242211 scopus 로고    scopus 로고
    • Timeline: Chemotherapy and the war on cancer
    • B.A. Chabner, and T.G. Roberts Jr. Timeline: chemotherapy and the war on cancer Nat. Rev. Cancer 5 2005 65 72
    • (2005) Nat. Rev. Cancer , vol.5 , pp. 65-72
    • Chabner, B.A.1    Roberts Jr., T.G.2
  • 2
    • 67649470377 scopus 로고    scopus 로고
    • Cancer prevention research - Then and now
    • A.M. Bode, and Z. Dong Cancer prevention research - then and now Nat. Rev. Cancer 9 2009 508 516
    • (2009) Nat. Rev. Cancer , vol.9 , pp. 508-516
    • Bode, A.M.1    Dong, Z.2
  • 4
    • 57749105458 scopus 로고    scopus 로고
    • Polycyclic compounds: Ideal drug scaffolds for the design of multiple mechanism drugs?
    • C.J. Van der Schyf, and W.J. Geldenhuys Polycyclic compounds: ideal drug scaffolds for the design of multiple mechanism drugs? Neurotherapeutics 6 2009 175 186
    • (2009) Neurotherapeutics , vol.6 , pp. 175-186
    • Van Der Schyf, C.J.1    Geldenhuys, W.J.2
  • 7
    • 11844291970 scopus 로고    scopus 로고
    • The search of DNA-intercalators as antitumoral drugs: What it worked and what did not work
    • R. Martinez, and L. Chacon-Garcia The search of DNA-intercalators as antitumoral drugs: what it worked and what did not work Curr. Med. Chem. 12 2005 127 151 (Pubitemid 40089830)
    • (2005) Current Medicinal Chemistry , vol.12 , Issue.2 , pp. 127-151
    • Martinez, R.1    Chacon-Garcia, L.2
  • 8
    • 77956646294 scopus 로고    scopus 로고
    • Recognition of single stranded and double stranded DNA/RNA sequences in aqueous medium by small bis-aromatic derivatives
    • L.M. Tumir, and I. Piantanida Recognition of single stranded and double stranded DNA/RNA sequences in aqueous medium by small bis-aromatic derivatives Mini Rev. Med. Chem. 10 2010 299 308
    • (2010) Mini Rev. Med. Chem. , vol.10 , pp. 299-308
    • Tumir, L.M.1    Piantanida, I.2
  • 10
    • 0142243261 scopus 로고    scopus 로고
    • Bis-naphthalene diimide exhibiting an effective bis-threading intercalating ability
    • T. Nojima, K. Ohtsuka, T. Nagamatsu, and S. Takenaka Bis-naphthalene diimide exhibiting an effective bis-threading intercalating ability Nucleic Acids Res. Suppl. 2003 123 124
    • (2003) Nucleic Acids Res. Suppl. , pp. 123-124
    • Nojima, T.1    Ohtsuka, K.2    Nagamatsu, T.3    Takenaka, S.4
  • 11
    • 0034831434 scopus 로고    scopus 로고
    • Tethered naphthalene diimide intercalators enhance DNA triplex stability
    • DOI 10.1016/S0968-0896(01)00135-3, PII S0968089601001353
    • D.A. Gianolio, and L.W. McLaughlin Tethered naphthalene diimide intercalators enhance DNA triplex stability Bioorg. Med. Chem. 9 2001 2329 2334 (Pubitemid 32834620)
    • (2001) Bioorganic and Medicinal Chemistry , vol.9 , Issue.9 , pp. 2329-2334
    • Gianolio, D.A.1    McLaughlin, L.W.2
  • 12
    • 67649833785 scopus 로고    scopus 로고
    • G-quadruplex nucleic acids as therapeutic targets
    • S. Balasubramanian, and S. Neidle G-quadruplex nucleic acids as therapeutic targets Curr. Opin. Chem. Biol. 13 2009 345 353
    • (2009) Curr. Opin. Chem. Biol. , vol.13 , pp. 345-353
    • Balasubramanian, S.1    Neidle, S.2
  • 16
    • 0030479929 scopus 로고    scopus 로고
    • Selective DNA binding of (n-alkylamine)-substituted naphthalene imides and diimides to G+C-rich DNA
    • Z.R. Liu, K.H. Hecker, and R.L. Rill Selective DNA binding of (N-alkylamine)-substituted naphthalene imides and diimides to G+C-rich DNA J. Biomol. Struct. Dyn. 14 1996 331 339 (Pubitemid 27009802)
    • (1996) Journal of Biomolecular Structure and Dynamics , vol.14 , Issue.3 , pp. 331-339
    • Liu, Z.-R.1    Hecker, K.H.2    Rill, R.L.3
  • 18
    • 54049108089 scopus 로고    scopus 로고
    • Ligand binding to nucleic acids and proteins: Does selectivity increase with strength?
    • H.J. Schneider Ligand binding to nucleic acids and proteins: does selectivity increase with strength? Eur. J. Med. Chem. 43 2008 2307 2315
    • (2008) Eur. J. Med. Chem. , vol.43 , pp. 2307-2315
    • Schneider, H.J.1
  • 19
    • 0037357674 scopus 로고    scopus 로고
    • Non-nutritive bioactive constituents of plants: Dietary sources and health benefits of glucosinolates
    • E. Lund Non-nutritive bioactive constituents of plants: dietary sources and health benefits of glucosinolates Int. J. Vitam. Nutr. Res. 73 2003 135 143 (Pubitemid 36427781)
    • (2003) International Journal for Vitamin and Nutrition Research , vol.73 , Issue.2 , pp. 135-143
    • Lund, E.1
  • 20
    • 34047136753 scopus 로고    scopus 로고
    • Cruciferous vegetables and human cancer risk: Epidemiologic evidence and mechanistic basis
    • DOI 10.1016/j.phrs.2007.01.009, PII S1043661807000321, Nutritional Pharmacology
    • J.V. Higdon, B. Delage, D.E. Williams, and R.H. Dashwood Cruciferous vegetables and human cancer risk: epidemiologic evidence and mechanistic basis Pharmacol. Res. 55 2007 224 236 (Pubitemid 46518152)
    • (2007) Pharmacological Research , vol.55 , Issue.3 , pp. 224-236
    • Higdon, J.V.1    Delage, B.2    Williams, D.E.3    Dashwood, R.H.4
  • 21
    • 41549124939 scopus 로고    scopus 로고
    • Chemoprevention of cancer by isothiocyanates and anthocyanins: Mechanisms of action and structure-activity relationship
    • DOI 10.2174/092986708783503168
    • C. Fimognari, M. Lenzi, and P. Hrelia Chemoprevention of cancer by isothiocyanates and anthocyanins: mechanisms of action and structure-activity relationship Curr. Med. Chem. 15 2008 440 447 (Pubitemid 351472410)
    • (2008) Current Medicinal Chemistry , vol.15 , Issue.5 , pp. 440-447
    • Fimognari, C.1    Lenzi, M.2    Hrelia, P.3
  • 24
    • 34248547027 scopus 로고    scopus 로고
    • Sulforaphane as a promising molecule for fighting cancer
    • DOI 10.1016/j.mrrev.2006.10.004, PII S1383574206000949
    • C. Fimognari, and P. Hrelia Sulforaphane as a promising molecule for fighting cancer Mutat. Res. 635 2007 90 104 (Pubitemid 46756397)
    • (2007) Mutation Research - Reviews in Mutation Research , vol.635 , Issue.2-3 , pp. 90-104
    • Fimognari, C.1    Hrelia, P.2
  • 25
    • 0036252496 scopus 로고    scopus 로고
    • Growth inhibition, cell-cycle arrest and apoptosis in human T-cell leukemia by the isothiocyanate sulforaphane
    • C. Fimognari, M. Nusse, R. Cesari, R. Iori, G. Cantelli-Forti, and P. Hrelia Growth inhibition, cell-cycle arrest and apoptosis in human T-cell leukemia by the isothiocyanate sulforaphane Carcinogenesis 23 2002 581 586 (Pubitemid 34498494)
    • (2002) Carcinogenesis , vol.23 , Issue.4 , pp. 581-586
    • Fimognari, C.1    Nusse, M.2    Cesari, R.3    Iori, R.4    Cantelli-Forti, G.5    Hrelia, P.6
  • 28
    • 33645472584 scopus 로고    scopus 로고
    • Inhibition of angiogenesis and endothelial cell functions are novel sulforaphane-mediated mechanisms in chemoprevention
    • E. Bertl, H. Bartsch, and C. Gerhauser Inhibition of angiogenesis and endothelial cell functions are novel sulforaphane-mediated mechanisms in chemoprevention Mol. Cancer Ther. 5 2006 575 585
    • (2006) Mol. Cancer Ther. , vol.5 , pp. 575-585
    • Bertl, E.1    Bartsch, H.2    Gerhauser, C.3
  • 29
    • 33646201718 scopus 로고    scopus 로고
    • Antimetastatic activity of sulforaphane
    • P. Thejass, and G. Kuttan Antimetastatic activity of sulforaphane Life Sci. 78 2006 3043 3050
    • (2006) Life Sci. , vol.78 , pp. 3043-3050
    • Thejass, P.1    Kuttan, G.2
  • 30
    • 79958272593 scopus 로고    scopus 로고
    • Development of novel naphthalimide derivatives and their evaluation as potential melanoma therapeutics
    • A.K. Sharma, U.H. Sk, A.S.P. Gowda, M.A. Crampsie, J.K. Yun, T.E. Spratt, and S. Amin Development of novel naphthalimide derivatives and their evaluation as potential melanoma therapeutics Eur. J. Med. Chem. 46 2011 3331 3338
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 3331-3338
    • Sharma, A.K.1    Sk, U.H.2    Gowda, A.S.P.3    Crampsie, M.A.4    Yun, J.K.5    Spratt, T.E.6    Amin, S.7
  • 31
    • 33845374357 scopus 로고
    • 1,1'-Thiocarbonyldi-2,2'-pyridone - A new useful reagent for functional-group conversions under essentially neutral conditions
    • S. Kim, and K.Y. Yi 1,1'-Thiocarbonyldi-2,2'-pyridone - a new useful reagent for functional-group conversions under essentially neutral conditions J. Org. Chem. 51 1986 2613 2615
    • (1986) J. Org. Chem. , vol.51 , pp. 2613-2615
    • Kim, S.1    Yi, K.Y.2
  • 33
    • 33847284555 scopus 로고    scopus 로고
    • Apoptosis by dietary factors: The suicide solution for delaying cancer growth
    • DOI 10.1093/carcin/bgl243
    • N. Khan, F. Afaq, and H. Mukhtar Apoptosis by dietary factors: the suicide solution for delaying cancer growth Carcinogenesis 28 2007 233 239 (Pubitemid 46321838)
    • (2007) Carcinogenesis , vol.28 , Issue.2 , pp. 233-239
    • Khan, N.1    Afaq, F.2    Mukhtar, H.3
  • 34
    • 77951685250 scopus 로고    scopus 로고
    • Mitochondria as pharmacological targets
    • S. Moncada, Mitochondria as pharmacological targets, Br. J. Pharmacol. 160 217-219.
    • Br. J. Pharmacol. , vol.160 , pp. 217-219
    • Moncada, S.1
  • 35
    • 0030612749 scopus 로고    scopus 로고
    • 6(3) or rhodamine 123, is a reliable fluorescent probe to assess ΔΨ changes in intact cells: Implications for studies on mitochondrial functionality during apoptosis
    • DOI 10.1016/S0014-5793(97)00669-8, PII S0014579397006698
    • S. Salvioli, A. Ardizzoni, C. Franceschi, and A. Cossarizza JC-1, but not DiOC6(3) or rhodamine 123, is a reliable fluorescent probe to assess delta psi changes in intact cells: implications for studies on mitochondrial functionality during apoptosis FEBS Lett. 411 1997 77 82 (Pubitemid 27298375)
    • (1997) FEBS Letters , vol.411 , Issue.1 , pp. 77-82
    • Salvioli, S.1    Ardizzoni, A.2    Franceschi, C.3    Cossarizza, A.4
  • 36
    • 33746886979 scopus 로고    scopus 로고
    • Extrinsic versus intrinsic apoptosis pathways in anticancer chemotherapy
    • DOI 10.1038/sj.onc.1209608, PII 1209608
    • S. Fulda, and K.M. Debatin Extrinsic versus intrinsic apoptosis pathways in anticancer chemotherapy Oncogene 25 2006 4798 4811 (Pubitemid 44187627)
    • (2006) Oncogene , vol.25 , Issue.34 , pp. 4798-4811
    • Fulda, S.1    Debatin, K.-M.2
  • 37
    • 0035754080 scopus 로고    scopus 로고
    • To cycle or not to cycle: A critical decision in cancer
    • M. Malumbres, and M. Barbacid To cycle or not to cycle: a critical decision in cancer Nat. Rev. Cancer 1 2001 222 231 (Pubitemid 33741897)
    • (2001) Nature Reviews Cancer , vol.1 , Issue.3 , pp. 222-231
    • Malumbres, M.1    Barbacid, M.2
  • 38
    • 0033399453 scopus 로고    scopus 로고
    • Anticancer drug targets: Cell cycle and checkpoint control
    • G.I. Shapiro, and J.W. Harper Anticancer drug targets: cell cycle and checkpoint control J. Clin. Invest. 104 1999 1645 1653 (Pubitemid 30053178)
    • (1999) Journal of Clinical Investigation , vol.104 , Issue.12 , pp. 1645-1653
    • Shapiro, G.I.1    Harper, J.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.