DNA CLEAVAGE BY 4-ALKYNYL-3-METHOXY-4-HYDROXYCYCLOBUTENONE

被引:46
作者
SULLIVAN, RW [1 ]
COGHLAN, VM [1 ]
MUNK, SA [1 ]
REED, MW [1 ]
MOORE, HW [1 ]
机构
[1] UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
关键词
D O I
10.1021/jo00088a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-Alkynyl-3-methoxy-4-hydroxycyclobutenones, a readily available class of compounds, cleave supercoiled DNA by a mechanism that appears to require at least some involvement of diradical intermediates formed in the ring expansion of the cyclobutenones.
引用
收藏
页码:2276 / 2278
页数:3
相关论文
共 35 条
  • [1] FREE RADICAL SUBSTITUTION IN 3,4-BENZPYRENE
    CONWAY, W
    TARBELL, DS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (10) : 2228 - 2233
  • [2] THE STRUCTURE OF NEOCARZINOSTATIN CHROMOPHORE POSSESSING A NOVEL BICYCLO-[7,3,0]DODECADIYNE SYSTEM
    EDO, K
    MIZUGAKI, M
    KOIDE, Y
    SETO, H
    FURIHATA, K
    OTAKE, N
    ISHIDA, N
    [J]. TETRAHEDRON LETTERS, 1985, 26 (03) : 331 - 334
  • [3] REARRANGEMENT OF 4-ALKYNYLCYCLOBUTENONES - A NEW SYNTHESIS OF 1,4-BENZOQUINONES
    FOLAND, LD
    KARLSSON, JO
    PERRI, ST
    SCHWABE, R
    XU, SL
    PATIL, S
    MOORE, HW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) : 975 - 989
  • [4] GAYO L, UNPUB
  • [5] FREE-RADICAL MECHANISMS IN NEOCARZINOSTATIN-INDUCED DNA DAMAGE
    GOLDBERG, IH
    [J]. FREE RADICAL BIOLOGY AND MEDICINE, 1987, 3 (01) : 41 - 54
  • [6] ESPERAMICINS, A NOVEL CLASS OF POTENT ANTITUMOR ANTIBIOTICS .2. STRUCTURE OF ESPERAMICIN-X
    GOLIK, J
    CLARDY, J
    DUBAY, G
    GROENEWOLD, G
    KAWAGUCHI, H
    KONISHI, M
    KRISHNAN, B
    OHKUMA, H
    SAITOH, K
    DOYLE, TW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) : 3461 - 3462
  • [7] ESPERAMICINS, A NOVEL CLASS OF POTENT ANTITUMOR ANTIBIOTICS .3. STRUCTURES OF ESPERAMICINS-A1, ESPERAMICIN-A2, AND ESPERAMICIN-A1B
    GOLIK, J
    DUBAY, G
    GROENEWOLD, G
    KAWAGUCHI, H
    KONISHI, M
    KRISHNAN, B
    OHKUMA, H
    SAITOH, K
    DOYLE, TW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) : 3462 - 3464
  • [8] MECHANISM AND BASE SPECIFICITY OF DNA BREAKAGE IN INTACT-CELLS BY NEOCARZINOSTATIN
    KAPPEN, LS
    ELLENBERGER, TE
    GOLDBERG, IH
    [J]. BIOCHEMISTRY, 1987, 26 (02) : 384 - 390
  • [9] DEOXYRIBONUCLEIC-ACID DAMAGE BY NEOCARZINOSTATIN CHROMOPHORE - STRAND BREAKS GENERATED BY SELECTIVE OXIDATION OF C-5' OF DEOXYRIBOSE
    KAPPEN, LS
    GOLDBERG, IH
    [J]. BIOCHEMISTRY, 1983, 22 (21) : 4872 - 4878
  • [10] DYNEMICIN A, A NOVEL ANTIBIOTIC WITH THE ANTHRAQUINONE AND 1,5-DIYN-3-ENE SUBUNIT
    KONISHI, M
    OHKUMA, H
    MATSUMOTO, K
    TSUNO, T
    KAMEI, H
    MIYAKI, T
    OKI, T
    KAWAGUCHI, H
    VANDUYNE, GD
    CLARDY, J
    [J]. JOURNAL OF ANTIBIOTICS, 1989, 42 (09) : 1449 - 1452