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Volumn 13, Issue 2, 2005, Pages 387-395

Synthesis of imidazo[1,5,4-de]quinoxalin-9-ones, benzimidazole analogues of pyrroloiminoquinone marine natural products

Author keywords

Benzimidazole; Imidazoquinoxalinones; Pyrroloiminoquinone

Indexed keywords

7 ACETAMIDO 2,8 DIMETHYL 4,5 DIHYDROIMIDAZO[1,5,4 DE]QUINOXALIN 9 ONE; 8 AMINO 2 METHYL 4,5 DIHYDROIMIDAZO[1,5,4 DE]QUINOXALIN 9 ONE; ANTINEOPLASTIC AGENT; BENZIMIDAZOLE DERIVATIVE; DNA TOPOISOMERASE INHIBITOR; NATURAL PRODUCT; PROTEIN TYROSINE KINASE; QUINONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 10444221780     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.10.016     Document Type: Article
Times cited : (47)

References (20)
  • 1
    • 0025762137 scopus 로고
    • Wakayin: A novel cytotoxic pyrroloiminoquinone alkaloid from the ascidian Clavelina species
    • B.R. Copp, C.M. Ireland, and L.R. Barrows Wakayin: a novel cytotoxic pyrroloiminoquinone alkaloid from the ascidian Clavelina species J. Org. Chem. 56 1991 4596 4597
    • (1991) J. Org. Chem. , vol.56 , pp. 4596-4597
    • Copp, B.R.1    Ireland, C.M.2    Barrows, L.R.3
  • 3
    • 0027167775 scopus 로고
    • Novel cytotoxic topoisomerase II inhibiting pyrroloiminoquinones from Fijian sponges of the genus Zyzzya
    • D.C. Radisky, E.S. Radisky, L.R. Barrows, B.R. Copp, R.A. Kramer, and C.M. Ireland Novel cytotoxic topoisomerase II inhibiting pyrroloiminoquinones from Fijian sponges of the genus Zyzzya J. Am. Chem. Soc. 115 1993 1632 1638
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 1632-1638
    • Radisky, D.C.1    Radisky, E.S.2    Barrows, L.R.3    Copp, B.R.4    Kramer, R.A.5    Ireland, C.M.6
  • 4
    • 0025313288 scopus 로고
    • Synthesis and physical studies of azamitosene and iminoazamitosene reductive alkylating agents. Iminoquinone hydrolytic stability, syn/anti isomerization, and electrochemistry
    • I. Islam, and E.B. Skibo Synthesis and physical studies of azamitosene and iminoazamitosene reductive alkylating agents. Iminoquinone hydrolytic stability, syn/anti isomerization, and electrochemistry J. Org. Chem. 55 1990 3195 3205
    • (1990) J. Org. Chem. , vol.55 , pp. 3195-3205
    • Islam, I.1    Skibo, E.B.2
  • 5
    • 0029013409 scopus 로고
    • Pyrrolo[1,2-a]benzimidazole-based quinones and iminoquinones. The role of the 3-substituent on cytotoxicity
    • W.G. Schulz, E. Islam, and E.B. Skibo Pyrrolo[1,2-a]benzimidazole-based quinones and iminoquinones. The role of the 3-substituent on cytotoxicity J. Med. Chem. 38 1995 109 118
    • (1995) J. Med. Chem. , vol.38 , pp. 109-118
    • Schulz, W.G.1    Islam, E.2    Skibo, E.B.3
  • 6
    • 0033997437 scopus 로고    scopus 로고
    • Inhibitors of topoisomerase II based on the benzodiimidazole and dipyrroloimidazobenzimidazole ring systems: Controlling DT-diaphorase reductive inactivation with steric bulk
    • W.G. Schulz, and E.B. Skibo Inhibitors of topoisomerase II based on the benzodiimidazole and dipyrroloimidazobenzimidazole ring systems: controlling DT-diaphorase reductive inactivation with steric bulk J. Med. Chem. 43 2000 629 638
    • (2000) J. Med. Chem. , vol.43 , pp. 629-638
    • Schulz, W.G.1    Skibo, E.B.2
  • 7
    • 0031862792 scopus 로고    scopus 로고
    • Pyrrolobenzimidazoles in cancer treatment
    • E.B. Skibo Pyrrolobenzimidazoles in cancer treatment Expert Opin. Ther. Pat. 8 1998 673 701
    • (1998) Expert Opin. Ther. Pat. , vol.8 , pp. 673-701
    • Skibo, E.B.1
  • 8
    • 0000572792 scopus 로고    scopus 로고
    • The discovery of the pyrrolo[1,2-a]benzimidazole antitumor agents-the design of selective antitumor agents
    • E.B. Skibo The discovery of the pyrrolo[1,2-a]benzimidazole antitumor agents-the design of selective antitumor agents Curr. Med. Chem. 2 1996 900 931
    • (1996) Curr. Med. Chem. , vol.2 , pp. 900-931
    • Skibo, E.B.1
  • 9
    • 0030968873 scopus 로고    scopus 로고
    • Studies of pyrrolo[1,2-a]benzimidazole quinone DT-diaphorase substrate activity, topoisomerase II inhibition activity, and DNA reductive alkylation
    • E.S. Skibo, S. Gordon, L. Bess, R. Boruah, and J. Heileman Studies of pyrrolo[1,2-a]benzimidazole quinone DT-diaphorase substrate activity, topoisomerase II inhibition activity, and DNA reductive alkylation J. Med. Chem. 40 1997 1327 1339
    • (1997) J. Med. Chem. , vol.40 , pp. 1327-1339
    • Skibo, E.S.1    Gordon, S.2    Bess, L.3    Boruah, R.4    Heileman, J.5
  • 10
    • 0032567321 scopus 로고    scopus 로고
    • Synthetic routes to pyrroloiminoquinone alkaloids. A direct synthesis of makaluvamine C
    • G.A. Kraus, and N. Selvakumar Synthetic routes to pyrroloiminoquinone alkaloids. A direct synthesis of makaluvamine C J. Org. Chem. 63 1998 9846 9849
    • (1998) J. Org. Chem. , vol.63 , pp. 9846-9849
    • Kraus, G.A.1    Selvakumar, N.2
  • 11
    • 0003917769 scopus 로고
    • Effect of substituents in the formation of diacetanilides
    • N.R. Ayyangar, and K.V. Srinivasan Effect of substituents in the formation of diacetanilides Can. J. Chem. 62 1984 1292 1296
    • (1984) Can. J. Chem. , vol.62 , pp. 1292-1296
    • Ayyangar, N.R.1    Srinivasan, K.V.2
  • 12
    • 33845455052 scopus 로고
    • Oxidations with potassium nitrosodisulfonate (Fremy's radical). The Teuber reaction
    • H. Zimmer, D.C. Lankin, and S.W. Horgan Oxidations with potassium nitrosodisulfonate (Fremy's radical). The Teuber reaction Chem. Rev. 71 1971 229 246
    • (1971) Chem. Rev. , vol.71 , pp. 229-246
    • Zimmer, H.1    Lankin, D.C.2    Horgan, S.W.3
  • 13
    • 0024312538 scopus 로고
    • Display and analysis of differential activity of drugs against human tumor cell lines: Development of mean graph and COMPARE algorithm
    • D.K. Paull, R.H. Shoemaker, L. Hodes, A. Monks, D.A. Scudiero, L. Rubinstein, J. Plowman, and M.R. Boyd Display and analysis of differential activity of drugs against human tumor cell lines: development of mean graph and COMPARE algorithm J. Natl. Cancer Inst. 81 1989 1088 1092
    • (1989) J. Natl. Cancer Inst. , vol.81 , pp. 1088-1092
    • Paull, D.K.1    Shoemaker, R.H.2    Hodes, L.3    Monks, A.4    Scudiero, D.A.5    Rubinstein, L.6    Plowman, J.7    Boyd, M.R.8
  • 15
    • 0035950137 scopus 로고    scopus 로고
    • Aziridinyl quinone antitumor agents based on indoles and cyclopent[b]indoles: Structure activity relationships for cytotoxicity and antitumor activity
    • C. Xing, E.B. Skibo, and R.T. Dorr Aziridinyl quinone antitumor agents based on indoles and cyclopent[b]indoles: structure activity relationships for cytotoxicity and antitumor activity J. Med. Chem. 44 2001 3545 3562
    • (2001) J. Med. Chem. , vol.44 , pp. 3545-3562
    • Xing, C.1    Skibo, E.B.2    Dorr, R.T.3
  • 18
    • 0034222395 scopus 로고    scopus 로고
    • Quantitative structure-activity relationship of flavonoid analogues. 3. Inhibition of p56lck protein tyrosine kinase
    • M. Oblak, M. Randic, and T. Solmajer Quantitative structure-activity relationship of flavonoid analogues. 3. Inhibition of p56lck protein tyrosine kinase J. Chem. Inf. Comput. Sci. 40 2000 994 1001
    • (2000) J. Chem. Inf. Comput. Sci. , vol.40 , pp. 994-1001
    • Oblak, M.1    Randic, M.2    Solmajer, T.3
  • 19
    • 0026461040 scopus 로고
    • Antineoplastic activities and cytotoxicity of 1-acyl and 1,2-diacyl-1,2,4-triazolidine-3,5-diones in murine and human tissue culture cells
    • I.H. Hall, O.T. Wong, R. Simlot, M.C.I. Miller, and R.A. Izydore Antineoplastic activities and cytotoxicity of 1-acyl and 1,2-diacyl-1,2,4- triazolidine-3,5-diones in murine and human tissue culture cells Anticancer Res. 12 1992 1355 1361
    • (1992) Anticancer Res. , vol.12 , pp. 1355-1361
    • Hall, I.H.1    Wong, O.T.2    Simlot, R.3    Miller, M.C.I.4    Izydore, R.A.5
  • 20
    • 0015423339 scopus 로고
    • Consideration of the subcutaneously implanted B16 Melanoma as a screening model foe potential anticancer agents
    • D.P. Griswold Consideration of the subcutaneously implanted B16 Melanoma as a screening model foe potential anticancer agents Cancer Chemother. Rep. 3 1972 315 324
    • (1972) Cancer Chemother. Rep. , vol.3 , pp. 315-324
    • Griswold, D.P.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.