메뉴 건너뛰기




Volumn 39, Issue 14, 1996, Pages 2812-2818

Cyclopent[a]anthraquinones as DNA-intercalating agents with covalent bond formation potential: Synthesis and biological activity

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRAQUINONE; AZIRIDINE DERIVATIVE; DNA TOPOISOMERASE; DOUBLE STRANDED DNA; ENZYME INHIBITOR; MITOMYCIN C;

EID: 0009138586     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm950881y     Document Type: Article
Times cited : (11)

References (26)
  • 1
    • 0023902264 scopus 로고
    • Therapeutic attack of solid tumors
    • Satorelli, A. C. Therapeutic attack of solid tumors. Cancer Res. 1988, 48, 775-778.
    • (1988) Cancer Res. , vol.48 , pp. 775-778
    • Satorelli, A.C.1
  • 2
    • 0023104247 scopus 로고
    • Mitomycin analogs I. Indoloquinones as potential bisalkylating agents
    • Oostveen, E. A.; Speckamp, W. N. Mitomycin analogs I. Indoloquinones as potential bisalkylating agents. Tetrahedron 1987, 43, 255-262.
    • (1987) Tetrahedron , vol.43 , pp. 255-262
    • Oostveen, E.A.1    Speckamp, W.N.2
  • 4
    • 0023123806 scopus 로고
    • Isolation and structure of a covalently cross-linked adduct between mitomycin C and DNA
    • Tomasz, M.; Lipman, R.; Chowdary, D.; Pawlak, J.; Verdine, G. L.; Nakanishi, K.; Isolation and structure of a covalently cross-linked adduct between mitomycin C and DNA. Science 1987, 235, 1204-1208.
    • (1987) Science , vol.235 , pp. 1204-1208
    • Tomasz, M.1    Lipman, R.2    Chowdary, D.3    Pawlak, J.4    Verdine, G.L.5    Nakanishi, K.6
  • 6
    • 0025893246 scopus 로고
    • The role of NAD(P)H: Quinone reductase (EC 1.6.99.2, DT-Diaphorase) in the reductive bioactivation of the novel indoloquinone antitumor agent E09
    • Walton, M. I.; Smith, P. J.; Workman, P. The role of NAD(P)H: quinone reductase (EC 1.6.99.2, DT-Diaphorase) in the reductive bioactivation of the novel indoloquinone antitumor agent E09. Cancer Commun. 1991, 3, 199-206.
    • (1991) Cancer Commun. , vol.3 , pp. 199-206
    • Walton, M.I.1    Smith, P.J.2    Workman, P.3
  • 7
    • 0023854361 scopus 로고
    • Novel type of potential anticancer agents derived form chrysophanol and emodine. Some structure-activity relationship studies
    • Koyama, M.; Kelly, T. R.; Watanabe, K. A. Novel type of potential anticancer agents derived form chrysophanol and emodine. Some structure-activity relationship studies. J. Med. Chem. 1988, 31, 283-284.
    • (1988) J. Med. Chem. , vol.31 , pp. 283-284
    • Koyama, M.1    Kelly, T.R.2    Watanabe, K.A.3
  • 8
    • 0025972022 scopus 로고
    • Synthesis and evaluation of DNA-targeted spatially separated bis(aniline mustards) as potential alkylating agents with enhanced DNA cross-linking capability
    • Gourdie, T. A.; Prakash, A. S.; Wakelin, L. P. G.; Woodgate, P. D.; Denny, W. A. Synthesis and evaluation of DNA-targeted spatially separated bis(aniline mustards) as potential alkylating agents with enhanced DNA cross-linking capability. J. Med. Chem. 1991, 34, 240-248.
    • (1991) J. Med. Chem. , vol.34 , pp. 240-248
    • Gourdie, T.A.1    Prakash, A.S.2    Wakelin, L.P.G.3    Woodgate, P.D.4    Denny, W.A.5
  • 10
    • 46149140781 scopus 로고
    • On the selectivity of deprotection of benzyl, MPM (4-methoxy-benzyl) and DMPM (3,4-dimethoxybenzyl) protecting groups for hydroxy functions
    • Horita, K.; Yoshioka, T.; Tanaka, T.; Oikawa, Y.; Yonemitsu, O. On the selectivity of deprotection of benzyl, MPM (4-methoxy-benzyl) and DMPM (3,4-dimethoxybenzyl) protecting groups for hydroxy functions. Tetrahedron 1986, 42, 3021-3028.
    • (1986) Tetrahedron , vol.42 , pp. 3021-3028
    • Horita, K.1    Yoshioka, T.2    Tanaka, T.3    Oikawa, Y.4    Yonemitsu, O.5
  • 11
    • 0343157393 scopus 로고
    • The synthesis of some 1-cyclo-pentenealdehydes
    • English, J., Jr.; Babaer, G. W. The synthesis of some 1-cyclo-pentenealdehydes. J. Am. Chem. Soc. 1949, 71, 3310-3313.
    • (1949) J. Am. Chem. Soc. , vol.71 , pp. 3310-3313
    • English Jr., J.1    Babaer, G.W.2
  • 12
    • 5044246846 scopus 로고
    • Stannylation/destannylation. Preparation of α-alkoxy organolithium reagents and synthesis of dendrolasin via a carbinyl carbanion equivalent
    • Still, W. C. Stannylation/destannylation. Preparation of α-alkoxy organolithium reagents and synthesis of dendrolasin via a carbinyl carbanion equivalent. J. Am. Chem. Soc. 1978, 100, 1481-1487.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 1481-1487
    • Still, W.C.1
  • 13
    • 49649152368 scopus 로고
    • Halomethyl-metal compounds. Preparation of monohalomethyl derivatives of germanium, tin, lead and mercury via halomethylzinc halides
    • Seyferth, D.; Andrews, B. Halomethyl-metal compounds. Preparation of monohalomethyl derivatives of germanium, tin, lead and mercury via halomethylzinc halides. J. Organomet. Chem. 1971, 30, 151-166.
    • (1971) J. Organomet. Chem. , vol.30 , pp. 151-166
    • Seyferth, D.1    Andrews, B.2
  • 14
    • 0026323525 scopus 로고
    • Psicoplanocin A. A synthetic carbocyclic nucleoside with the combined structural features of neplanocin A and psicofuranine
    • Marquez, V. E.; Bodenteich, M. Psicoplanocin A. A synthetic carbocyclic nucleoside with the combined structural features of neplanocin A and psicofuranine. Nucleosides Nucleotides 1991, 10, 311-314.
    • (1991) Nucleosides Nucleotides , vol.10 , pp. 311-314
    • Marquez, V.E.1    Bodenteich, M.2
  • 15
    • 0026191302 scopus 로고
    • Synthesis of partially-protected D-fructofuranoses and D-fructose-6-phosphates
    • Ayral-kaloustian, S.; Floyd, M. B., Jr. Synthesis of partially-protected D-fructofuranoses and D-fructose-6-phosphates. Carbohydr. Res. 1991, 214, 187-192.
    • (1991) Carbohydr. Res. , vol.214 , pp. 187-192
    • Ayral-kaloustian, S.1    Floyd Jr., M.B.2
  • 16
    • 0025313288 scopus 로고
    • Synthesis and physical studies of azamitosene and iminoamitosene reductive alkylating agents. Iminoquinone hydrolytic stability, syn/anti isomerization, and electrochemistry
    • Islam, I.; Skibo, B. Synthesis and physical studies of azamitosene and iminoamitosene reductive alkylating agents. Iminoquinone hydrolytic stability, syn/anti isomerization, and electrochemistry. J. Org. Chem. 1990, 55, 3195-3205.
    • (1990) J. Org. Chem. , vol.55 , pp. 3195-3205
    • Islam, I.1    Skibo, B.2
  • 17
    • 53849105313 scopus 로고
    • Selective removal of the isopropylidene group in O-protected 1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose and the conformational impact of it
    • van Rijsbergen, R.; Anteunis, M. J. O.; De Bruyn, A. Selective removal of the isopropylidene group in O-protected 1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose and the conformational impact of it. Carbohydr. Chem. 1983, 2, 395-404.
    • (1983) Carbohydr. Chem. , vol.2 , pp. 395-404
    • Van Rijsbergen, R.1    Anteunis, M.J.O.2    De Bruyn, A.3
  • 18
    • 0021890826 scopus 로고
    • Interaction of bleomycin A2 with deoxyribonucleic acid: DNA unwinding and inhibition of bleomycin-induced DNA breakage by cationic thiazole amides related to bleomycin A2
    • Fisher, L. M.; Kuroda, R.; Sakai, T. T. Interaction of bleomycin A2 with deoxyribonucleic acid: DNA unwinding and inhibition of bleomycin-induced DNA breakage by cationic thiazole amides related to bleomycin A2. Biochemistry 1985, 24, 3199-3207.
    • (1985) Biochemistry , vol.24 , pp. 3199-3207
    • Fisher, L.M.1    Kuroda, R.2    Sakai, T.T.3
  • 19
    • 0015350296 scopus 로고
    • Potential antitumor agents. 12. 9-Anilinoacridine
    • Atwell, G. J.; Cain, B. F.; Seelye, R. N. Potential antitumor agents. 12. 9-Anilinoacridine. J. Med. Chem. 1972, 15, 611-615.
    • (1972) J. Med. Chem. , vol.15 , pp. 611-615
    • Atwell, G.J.1    Cain, B.F.2    Seelye, R.N.3
  • 20
    • 0029149284 scopus 로고
    • 9-Substituted acridine derivatives with long half-life and potential antitumor activity. Synthesis and structure-activity relationships
    • Su, T.-L.; Chou, T.-C.; Kim, J. Y.; Huang, J.-T.; Ciszewska, G.; Ren, W.-Y.; Otter, G. M.; Sirotnack, F. M.; Watanabe, K. A. 9-Substituted acridine derivatives with long half-life and potential antitumor activity. Synthesis and structure-activity relationships. J. Med. Chem. 1995, 38, 3226-3236.
    • (1995) J. Med. Chem. , vol.38 , pp. 3226-3236
    • Su, T.-L.1    Chou, T.-C.2    Kim, J.Y.3    Huang, J.-T.4    Ciszewska, G.5    Ren, W.-Y.6    Otter, G.M.7    Sirotnack, F.M.8    Watanabe, K.A.9
  • 21
    • 0016161864 scopus 로고
    • Isolation of the kinetoplast DNA of Leishmania tarentolae in the form of a network
    • Simpson, L.; Berliner, J.; Isolation of the kinetoplast DNA of Leishmania tarentolae in the form of a network. J. Protozoal. 1974, 27, 382-393.
    • (1974) J. Protozoal. , vol.27 , pp. 382-393
    • Simpson, L.1    Berliner, J.2
  • 22
    • 0023792919 scopus 로고
    • Evaluation of soluble tetrazolium/formazean assay for cell growth and drug sensitivity in culture using human and other cell lines
    • Scudieo, D. A.; Shoemaker, R. H.; Paull, K. D.; Monk, A.; Tierney, S.; Nofziger, T. H.; Currens, M. J.; Seniff, D.; Boyd, M. R. Evaluation of soluble tetrazolium/formazean assay for cell growth and drug sensitivity in culture using human and other cell lines. Cancer Res. 1988, 48, 4827-4833.
    • (1988) Cancer Res. , vol.48 , pp. 4827-4833
    • Scudieo, D.A.1    Shoemaker, R.H.2    Paull, K.D.3    Monk, A.4    Tierney, S.5    Nofziger, T.H.6    Currens, M.J.7    Seniff, D.8    Boyd, M.R.9
  • 24
    • 0021118703 scopus 로고
    • Quantitative analysis of dose-effect relationships: The combined effects of multiple drugs or enzyme inhibitors
    • Chou, T.-C.; Talalay, P.; Quantitative analysis of dose-effect relationships: the combined effects of multiple drugs or enzyme inhibitors. Adv. Enzyme Regul. 1984, 22, 27-55.
    • (1984) Adv. Enzyme Regul. , vol.22 , pp. 27-55
    • Chou, T.-C.1    Talalay, P.2
  • 26
    • 0023226019 scopus 로고
    • The interaction between nuclear topoisomerase II activity from human leukeima cells, exogenous DNA, and m-AMSA or VP-16 indicates the sensitivity of the cells to the drugs
    • Estey, E. H.; Silberman, B. M.; Anderson, B. S.; Zwelling, L. A. The interaction between nuclear topoisomerase II activity from human leukeima cells, exogenous DNA, and m-AMSA or VP-16 indicates the sensitivity of the cells to the drugs. Biockem. Biophys. Res. Commun. 1987, 144, 787-793.
    • (1987) Biockem. Biophys. Res. Commun. , vol.144 , pp. 787-793
    • Estey, E.H.1    Silberman, B.M.2    Anderson, B.S.3    Zwelling, L.A.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.