메뉴 건너뛰기




Volumn 11, Issue 4, 1996, Pages 325-338

Design, synthesis and topoisomerase II inhibition activity of 4'-demethylepipodophyllotoxin-lexitropsin conjugates

Author keywords

4' demethylepipodophyllotoxin; Conjugates; Inhibition; Lexitropsin; Topoisomerase II

Indexed keywords

DNA FRAGMENT; DNA TOPOISOMERASE (ATP HYDROLYSING); EPIPODOPHYLLOTOXIN DERIVATIVE; LEXITROPSIN;

EID: 0029944095     PISSN: 02669536     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (18)

References (35)
  • 3
    • 0026585888 scopus 로고
    • Effects of analogs of the DNA minor groove binder Hoechst 33258 on topoisomerase II and I mediated activities
    • BEERMAN, T.A., MCHUGH, M.M., SIGMUND, R., LOWN, J.W., RAO, K.E. & BATHINI, Y. (1992). Effects of analogs of the DNA minor groove binder Hoechst 33258 on topoisomerase II and I mediated activities. Biochimica et Biophysica Acta, 1131, 53.
    • (1992) Biochimica et Biophysica Acta , vol.1131 , pp. 53
    • Beerman, T.A.1    Mchugh, M.M.2    Sigmund, R.3    Lown, J.W.4    Rao, K.E.5    Bathini, Y.6
  • 4
    • 0023115514 scopus 로고
    • Specific activation of transcription initiation by the sequence specific DNA binding agents distamycin A and netropsin
    • BRUZIK, J.P., AUBLE, D.T. & DEHASETH, P.L. (1987). Specific activation of transcription initiation by the sequence specific DNA binding agents distamycin A and netropsin. Biochemistry, 26, 950.
    • (1987) Biochemistry , vol.26 , pp. 950
    • Bruzik, J.P.1    Auble, D.T.2    Dehaseth, P.L.3
  • 5
    • 0027470671 scopus 로고
    • Effect of base mutations on topoisomerase II DNA cleavage stimulated by mAMSA in short DNA oligomers
    • CAPRANICO, G., TINELLI, S., ZUNINO, F., KOHN, K.W. & POMMIER, Y. (1993). Effect of base mutations on topoisomerase II DNA cleavage stimulated by mAMSA in short DNA oligomers. Biochemistry, 32, 145.
    • (1993) Biochemistry , vol.32 , pp. 145
    • Capranico, G.1    Tinelli, S.2    Zunino, F.3    Kohn, K.W.4    Pommier, Y.5
  • 6
    • 0028271476 scopus 로고
    • Conformational drug determinants of the sequence specificity of drug stimulated topoisomerase II DNA cleavage
    • CAPRANICO, G., PALUMBO, M., TINELLI, S., MABILIA, M., POZZAN, A. & ZURRINO, F. (1994). Conformational drug determinants of the sequence specificity of drug stimulated topoisomerase II DNA cleavage. Journal of Molecular Biology, 235, 1218.
    • (1994) Journal of Molecular Biology , vol.235 , pp. 1218
    • Capranico, G.1    Palumbo, M.2    Tinelli, S.3    Mabilia, M.4    Pozzan, A.5    Zurrino, F.6
  • 7
    • 0024314258 scopus 로고
    • Mammalian topoisomerase II activity is modulated by the DNA minor groove binder distamycin in simian virus 40 DNA
    • FESEN, M. & POMMIER, Y. (1989). Mammalian topoisomerase II activity is modulated by the DNA minor groove binder distamycin in simian virus 40 DNA. Journal of Biological Chemistry, 264, 11354.
    • (1989) Journal of Biological Chemistry , vol.264 , pp. 11354
    • Fesen, M.1    Pommier, Y.2
  • 8
    • 0027424346 scopus 로고
    • DNA sequence selective binding of head to tail linked bislexitropsins: Relation of phasing to cytotoxic potency
    • GUO, D., GUPTA, R. & LOWN, J.W. (1993). DNA sequence selective binding of head to tail linked bislexitropsins: relation of phasing to cytotoxic potency. Anti-Cancer Drug Design, 8, 269.
    • (1993) Anti-Cancer Drug Design , vol.8 , pp. 269
    • Guo, D.1    Gupta, R.2    Lown, J.W.3
  • 9
    • 0028938202 scopus 로고
    • Design, synthesis, DNA sequence preferential alkylation and biological evaluation of N-mustard derivatives of Hoechst 33258 analogues
    • GUPTA, R., WANG, H., HUANG, L. & LOWN, J.W. (1995). Design, synthesis, DNA sequence preferential alkylation and biological evaluation of N-mustard derivatives of Hoechst 33258 analogues. Anti-Cancer Drug Design, 10, 25.
    • (1995) Anti-Cancer Drug Design , vol.10 , pp. 25
    • Gupta, R.1    Wang, H.2    Huang, L.3    Lown, J.W.4
  • 12
    • 0024412180 scopus 로고
    • Antitumor agents 107. New cytotoxic 4-alkylamino analogues of 4′-demethylepipodophyllotoxin as inhibitors of human DNA topoisomerase II
    • LEE, K.H., IMAKURA, Y., HARUNA, M., BEERS, S.A., THURSTON, L.S., DAI, H.J. & CHEN, C.H. (1989a). Antitumor agents 107. New cytotoxic 4-alkylamino analogues of 4′-demethylepipodophyllotoxin as inhibitors of human DNA topoisomerase II. Journal of Natural Products, 52, 606.
    • (1989) Journal of Natural Products , vol.52 , pp. 606
    • Lee, K.H.1    Imakura, Y.2    Haruna, M.3    Beers, S.A.4    Thurston, L.S.5    Dai, H.J.6    Chen, C.H.7
  • 15
    • 0024316466 scopus 로고
    • DNA topoisomerase poisons as antitumor drugs
    • LIU, L. (1989). DNA topoisomerase poisons as antitumor drugs. Annual Review of Biochemistry, 58, 351.
    • (1989) Annual Review of Biochemistry , vol.58 , pp. 351
    • Liu, L.1
  • 17
    • 8944222526 scopus 로고
    • Biological basis for the interaction of type I and type II topoisomerase with DNA
    • OSHEROFF, N. (1989). Biological basis for the interaction of type I and type II topoisomerase with DNA. Pharma. Ther., 41, 223241.
    • (1989) Pharma. Ther. , vol.41 , pp. 223241
    • Osheroff, N.1
  • 18
    • 0027276902 scopus 로고
    • DNA topoisomerase I and II in cancer therapy: Update and perspectives
    • POMMIER, Y. (1993). DNA topoisomerase I and II in cancer therapy: update and perspectives. Cancer Chemotherapy and Pharmacology, 32, 103.
    • (1993) Cancer Chemotherapy and Pharmacology , vol.32 , pp. 103
    • Pommier, Y.1
  • 19
    • 0026093801 scopus 로고
    • Local base sequence preferences for DNA cleavage by mammalian topoisomerase II in the presence of amsacrine or teniposide
    • POMMIER, Y., CAPRANICO, G., ORR, A. & KOHN, K.W. (1991). Local base sequence preferences for DNA cleavage by mammalian topoisomerase II in the presence of amsacrine or teniposide. Nucleic Acids Research, 19, 5973.
    • (1991) Nucleic Acids Research , vol.19 , pp. 5973
    • Pommier, Y.1    Capranico, G.2    Orr, A.3    Kohn, K.W.4
  • 20
    • 0025311054 scopus 로고
    • Molecular recognition between oligopeptides and nucleic acids: DNA sequence specificity and binding properties of thiazole lexitropsins incorporating the concepts of base site acceptance and avoidance
    • RAO, K.E., SHEA, R.G., YADAGIRI, B. & LOWN, J.W. (1990). Molecular recognition between oligopeptides and nucleic acids: DNA sequence specificity and binding properties of thiazole lexitropsins incorporating the concepts of base site acceptance and avoidance. Anti-Cancer Drug Design, 5, 3.
    • (1990) Anti-Cancer Drug Design , vol.5 , pp. 3
    • Rao, K.E.1    Shea, R.G.2    Yadagiri, B.3    Lown, J.W.4
  • 21
    • 0027172883 scopus 로고
    • Effects of topoisomerase II targeted drugs on enzyme mediated DNA cleavage and ATP hydrolysis. Evidence for distinct drug interaction domains on topoisomerase II
    • ROBINSON, M.J., CORBETT, A.H. & OSHEROFF, M. (1993). Effects of topoisomerase II targeted drugs on enzyme mediated DNA cleavage and ATP hydrolysis. Evidence for distinct drug interaction domains on topoisomerase II. Biochemistry, 32, 3638.
    • (1993) Biochemistry , vol.32 , pp. 3638
    • Robinson, M.J.1    Corbett, A.H.2    Osheroff, M.3
  • 22
    • 0021688805 scopus 로고
    • Role of topoisomerase II in mediating epipodophyllotoxin-induced DNA cleavage
    • ROSS, W., ROWE, T., GILSON, B., YALOWICH, J. & LIU, L. (1984). Role of topoisomerase II in mediating epipodophyllotoxin-induced DNA cleavage. Cancer Research, 44, 5857.
    • (1984) Cancer Research , vol.44 , pp. 5857
    • Ross, W.1    Rowe, T.2    Gilson, B.3    Yalowich, J.4    Liu, L.5
  • 23
    • 0347366410 scopus 로고
    • Studies on liganane lactone anti tumor agents. V. 1-O-(aminoethyl)ether of 4′-O-demethyl-1-epipodophyllotoxin
    • SAITO, H., NISHIMURA, Y., KONDO, S., KOMURO, K. & TAKEUCHI, T. (1988). Studies on liganane lactone anti tumor agents. V. 1-O-(aminoethyl)ether of 4′-O-demethyl-1-epipodophyllotoxin. Bulletin of the Chemical Society of Japan, 61, 2493.
    • (1988) Bulletin of the Chemical Society of Japan , vol.61 , pp. 2493
    • Saito, H.1    Nishimura, Y.2    Kondo, S.3    Komuro, K.4    Takeuchi, T.5
  • 25
    • 0025046910 scopus 로고
    • Structure activity relations, cytotoxicity and topoisomerase II dependent DNA cleavage induced by pendulum ring analogues of etoposide
    • SINHA, B.K., POLITI, P.M., ELIOT, H.M., KERRIGAN, D. & POMMIER, Y. (1990). Structure activity relations, cytotoxicity and topoisomerase II dependent DNA cleavage induced by pendulum ring analogues of etoposide. European Journal of Cancer, 26, 590.
    • (1990) European Journal of Cancer , vol.26 , pp. 590
    • Sinha, B.K.1    Politi, P.M.2    Eliot, H.M.3    Kerrigan, D.4    Pommier, Y.5
  • 27
    • 0023263628 scopus 로고
    • Effect of drug-DNA interactions upon transcription initiation at the lac promoter
    • STRANEY, D.C. & CROTHERS, D.M. (1987). Effect of drug-DNA interactions upon transcription initiation at the lac promoter. Biochemistry, 26, 1987.
    • (1987) Biochemistry , vol.26 , pp. 1987
    • Straney, D.C.1    Crothers, D.M.2
  • 29
    • 0021151237 scopus 로고
    • Adriamycin induced DNA damage mediated by mammalian topoisomerase II
    • TEWEY, K.M., ROWE, T.C., YANG, L., HALLIGAN, B.D. & LIU, L.F. (1984). Adriamycin induced DNA damage mediated by mammalian topoisomerase II. Science, 226, 466.
    • (1984) Science , vol.226 , pp. 466
    • Tewey, K.M.1    Rowe, T.C.2    Yang, L.3    Halligan, B.D.4    Liu, L.F.5
  • 30
    • 0024504542 scopus 로고
    • Antitumor agents 100. Inhibition of human DNA topoisomerase II by cytotoxic ether and ester derivatives of podophyllotoxin and peltatin
    • THURSTON, L.S., IMAKURA, Y., HARUNA, M., LI, D., LIU, Z.C., LIU, S.Y., CHENG, Y.C. & LEE, K.H. (1989). Antitumor agents 100. Inhibition of human DNA topoisomerase II by cytotoxic ether and ester derivatives of podophyllotoxin and peltatin. Journal of Medicinal Chemistry, 32, 604.
    • (1989) Journal of Medicinal Chemistry , vol.32 , pp. 604
    • Thurston, L.S.1    Imakura, Y.2    Haruna, M.3    Li, D.4    Liu, Z.C.5    Liu, S.Y.6    Cheng, Y.C.7    Lee, K.H.8
  • 31
    • 0024988752 scopus 로고
    • Antitumor agents, 113. New 4β-arylamino derivatives of 4′-O-demethylepipodophyllotoxin and related compounds as potent inhibitors of human DNA topoisomerase II
    • WANG, Z.Q., KUO, Y.H., BOWEN, D.S., LIU, J.P., HAN, S.Y., CHANG, F.S., CHENG, J.Y. & LEE, K.H. (1990). Antitumor agents, 113. New 4β-arylamino derivatives of 4′-O-demethylepipodophyllotoxin and related compounds as potent inhibitors of human DNA topoisomerase II. Journal of Medicinal Chemistry, 33, 2660.
    • (1990) Journal of Medicinal Chemistry , vol.33 , pp. 2660
    • Wang, Z.Q.1    Kuo, Y.H.2    Bowen, D.S.3    Liu, J.P.4    Han, S.Y.5    Chang, F.S.6    Cheng, J.Y.7    Lee, K.H.8
  • 32
    • 0023875788 scopus 로고
    • Topoisomerase II mediated lesions in nascent DNA: Comparison of the effects of epipodophyllotoxin derivatives, VM-26 and VP-16, and 9-anilinoacridine derivates, m-AMSA and o-AMSA
    • WOYNAROWSKI, J., SIGMUND, R.D. & BEERMAN, T.A. (1988). Topoisomerase II mediated lesions in nascent DNA: comparison of the effects of epipodophyllotoxin derivatives, VM-26 and VP-16, and 9-anilinoacridine derivates, m-AMSA and o-AMSA. Biochimica et Biophysica Acta, 950, 21.
    • (1988) Biochimica et Biophysica Acta , vol.950 , pp. 21
    • Woynarowski, J.1    Sigmund, R.D.2    Beerman, T.A.3
  • 33
    • 0024503784 scopus 로고
    • DNA minor groove binding agents interfere with topoisomerase II mediated lesions induced by epipodophyllotoxin derivative VM-26 and acridine derivative m-AMSA in nuclei from L1210 cells
    • WOYNAROWSKI, J., SIGMUND, R.D. & BEERMAN, T.A. (1989a). DNA minor groove binding agents interfere with topoisomerase II mediated lesions induced by epipodophyllotoxin derivative VM-26 and acridine derivative m-AMSA in nuclei from L1210 cells. Biochemistry, 28, 3850.
    • (1989) Biochemistry , vol.28 , pp. 3850
    • Woynarowski, J.1    Sigmund, R.D.2    Beerman, T.A.3
  • 34
    • 0024594222 scopus 로고
    • Modulation of topoisomerase II catalytic activity by DNA minor groove binding agents distamycin, Hoechst 33258, and 4′,6-diamidine-2-phenylindole
    • WOYNAROWSKI, J., MCHUGH, M., SIGMUND, R.D. & BEERMAN, T.A. (1989b). Modulation of topoisomerase II catalytic activity by DNA minor groove binding agents distamycin, Hoechst 33258, and 4′,6-diamidine-2-phenylindole. Molecular Pharmacology, 35, 177.
    • (1989) Molecular Pharmacology , vol.35 , pp. 177
    • Woynarowski, J.1    Mchugh, M.2    Sigmund, R.D.3    Beerman, T.A.4
  • 35
    • 0000256445 scopus 로고
    • Synthesis of a novel N-methoxymethylpyrrole-containing DNA minor groove binding oligopeptide related to distamycin
    • ZHAO, R. & LOWN, J.W. (1995). Synthesis of a novel N-methoxymethylpyrrole-containing DNA minor groove binding oligopeptide related to distamycin. Heterocycles, 41, 337.
    • (1995) Heterocycles , vol.41 , pp. 337
    • Zhao, R.1    Lown, J.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.