Synthesis of Novel β-Double-bridged Porphyrin Dimers and Their Photosensitive Activity Investigation

被引:0
|
作者
Huang Qi-Mao [1 ]
Li Zhi-Yuan [1 ]
Pan Wei [1 ]
Pan Zhi-Quan [1 ]
Deng Peng-Xing [1 ]
Xiao Xin [1 ]
机构
[1] Wuhan Inst Technol, Key Lab Green Chem Proc, Minist Educ, Wuhan 430073, Peoples R China
来源
关键词
Double-bridged porphyrin dimer; DNA; Photosensitive activity; ELECTRON-TRANSFER; DNA;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Four novel beta-double-bridged porphyrin dimers were designed and synthesized for the purpose of their photosensitivity and structure-activity relationship study. Their structures were characterized by UV, H-1 NMR, IR, MS and elementary analysis. The ability of singlet oxygen production for the porphyrin dimmers under photo irradiation were determined with DPBF as the quencher. Its photosensitive cleavage ability to pBR322 plasmid DNA has been tested by gel electrophoresis. The interaction of the porphyrin dimer with CT DNA was detected by UV-Vis spectroscopy. The results showed that novel beta-double-bridged porphyrin dimers exhibit obvious photosensitive cleavage activity on DNA, resulting from its well binding effects, which is better than that of beta-single-bridged porphyrin dimer correspondly.
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页码:1309 / 1313
页数:5
相关论文
共 19 条
  • [1] Synthetic routes to multiporphyrin arrays
    Burrell, AK
    Officer, DL
    Plieger, PG
    Reid, DCW
    [J]. CHEMICAL REVIEWS, 2001, 101 (09) : 2751 - 2796
  • [2] DIHYDROGEN COMPLEXES OF METALLOPORPHYRINS - CHARACTERIZATION AND CATALYTIC HYDROGEN OXIDATION ACTIVITY
    COLLMAN, JP
    WAGENKNECHT, PS
    HUTCHISON, JE
    LEWIS, NS
    LOPEZ, MA
    GUILARD, R
    LHER, M
    BOTHNERBY, AA
    MISHRA, PK
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) : 5654 - 5664
  • [3] ELECTRON-SPIN-RESONANCE SPECTROSCOPIC AND SPECTROPHOTOMETRIC INVESTIGATION OF THE BINDING OF TETRACATIONIC PORPHYRINS AND PORPHYRAZINES WITH CALF THYMUS DNA - UNEQUIVOCAL EVIDENCE FOR INTERCALATION
    DOUGHERTY, G
    PILBROW, JR
    SKOROBOGATY, A
    SMITH, TD
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS II, 1985, 81 : 1739 - 1759
  • [4] SYNTHESIS AND CD SPECTRUM OF CHIRAL PORPHYRIN DIMER
    EMA, T
    NEMUGAKI, S
    TSUBOI, S
    UTAKA, M
    [J]. TETRAHEDRON LETTERS, 1995, 36 (33) : 5905 - 5908
  • [5] INTERACTION OF DNA WITH A PORPHYRIN LIGAND - EVIDENCE FOR INTERCALATION
    FIEL, RJ
    HOWARD, JC
    MARK, EH
    DATTAGUPTA, N
    [J]. NUCLEIC ACIDS RESEARCH, 1979, 6 (09) : 3093 - 3118
  • [6] GUO CC, 1993, CHEM J CHINESE U, V14, P1083
  • [7] MOLECULAR MIMICRY OF PHOTOSYNTHETIC ENERGY AND ELECTRON-TRANSFER
    GUST, D
    MOORE, TA
    MOORE, AL
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1993, 26 (04) : 198 - 205
  • [8] HUANG JW, 1992, CHEM J CHINESE U, V13, P115
  • [9] Huang QM, 2009, CHEM J CHINESE U, V30, P923
  • [10] Huang QM, 2010, CHINESE J ORG CHEM, V30, P79