Tuning Photosensitized Singlet Oxygen Generation Efficiency of Novel Aza-BODIPY Dyes

被引:333
作者
Adarsh, Nagappanpillai [1 ]
Avirah, Rekha R. [1 ]
Ramaiah, Danaboyina [1 ]
机构
[1] CSIR, Natl Inst Interdisciplinary Sci & Technol, Chem Sci & Technol Div, Trivandrum 695019, Kerala, India
关键词
HALOGENATED SQUARAINE DYES; VIOLOGEN-LINKED ACRIDINES; PHOTODYNAMIC THERAPY; PHOTOPHYSICAL PROPERTIES; ELECTRONIC FACTORS; DNA; AGENTS; LIGHT; SUBSTITUENTS; AGGREGATION;
D O I
10.1021/ol102562k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel aza-BODIPY derivatives substituted with heavy atoms such as bromine and iodine were synthesized, and their triplet and singlet oxygen generation efficiencies have been investigated. These derivatives showed absorption in the NIR region with high molar extinction coefficients. The dye substituted with four iodine atoms showed yields of Phi(T) = 0.78 and Phi(O-1(2)) = 0.70, which are the highest values so far obtained for the aza-BODIPY derivatives.
引用
收藏
页码:5720 / 5723
页数:4
相关论文
共 42 条
  • [31] Thinking Outside the Silicon Box: Molecular AND Logic As an Additional Layer of Selectivity in Singlet Oxygen Generation for Photodynamic Therapy
    Ozlem, Suriye
    Akkaya, Engin U.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (01) : 48 - +
  • [32] Ramaiah D, 2004, PHOTOCHEM PHOTOBIOL, V79, P99, DOI 10.1562/0031-8655(2004)79<99:SDFPTM>2.0.CO
  • [33] 2
  • [34] Halogenated squaraine dyes as potential photochemotherapeutic agents. Synthesis and study of photophysical properties and quantum efficiencies of singlet oxygen generation
    Ramaiah, D
    Joy, A
    Chandrasekhar, N
    Eldho, NV
    Das, S
    George, MV
    [J]. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1997, 65 (05) : 783 - 790
  • [35] Redmond RW, 1999, PHOTOCHEM PHOTOBIOL, V70, P391, DOI 10.1562/0031-8655(1999)070<0391:ACOSOY>2.3.CO
  • [36] 2
  • [37] Protoporphyrin IX Nanoparticle Carrier: Preparation, Optical Properties, and Singlet Oxygen Generation
    Rossi, Liane M.
    Silva, Paulo R.
    Vono, Lucas L. R.
    Fernandes, Adjaci U.
    Tada, Dayane B.
    Baptista, Mauricio S.
    [J]. LANGMUIR, 2008, 24 (21) : 12534 - 12538
  • [38] Photophysics of Squaraine Dyes: Role of Charge-Transfer in Singlet Oxygen Production and Removal
    Salice, Patrizio
    Arnbjerg, Jacob
    Pedersen, Brian Wett
    Toftegaard, Rasmus
    Beverina, Luca
    Pagani, Giorgio A.
    Ogilby, Peter R.
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2010, 114 (07) : 2518 - 2525
  • [39] EXTERNAL IODINE ATOMS INFLUENCE OVER THE INTERSYSTEM CROSSING RATE OF A CYANINE IODIDE-ION PAIR IN BENZENE SOLUTION
    SAUERWEIN, B
    SCHUSTER, GB
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (05) : 1903 - 1906
  • [40] Physical mechanisms of generation and deactivation of singlet oxygen
    Schweitzer, C
    Schmidt, R
    [J]. CHEMICAL REVIEWS, 2003, 103 (05) : 1685 - 1757