Chin. J. Org. Chem. ›› 2012, Vol. ›› Issue (03): 567-573.DOI: 10.6023/cjoc1107291 Previous Articles     Next Articles



康琼a, 范芳丽a, 毕渭滨b, 黄怡c, 付义乐a, 王兰英a   

  1. a 西北大学化学与材料科学学院 合成与天然功能分子化学教育部重点实验室 西安 710069;
    b 西北大学凝聚态物理与材料研究所 西安 710069;
    c 咸阳师范学院化学系 咸阳 712000
  • 收稿日期:2011-07-29 修回日期:2011-10-14 发布日期:2012-03-24
  • 通讯作者: 王兰英
  • 基金资助:

    陕西省自然科学基金(No. SJ08B04)、陕西省教育厅科学研究基金(No. 11JK0558)及西北大学研究生创新基金交叉学科(No. 09YJC20)资助项目.

Microwave-Assisted Synthesis and Spectral Properties of Some Benzoindohemicyanine and Benzoindodimethine Cyanine Dyes as well as the Interaction with Biomolecules

Kang Qionga, Fan Fanglia, Bi Weibinb, Huang Yic, Fu Yilea, Wang Lanyinga   

  1. a Key Laboratory of Synthetic and Natural Functional Molecule Chemistry Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an 710069;
    b Institute of Condensed Matter Physics & Materials, Northwest University, Xi'an 710069;
    c Department of Chemistry, Xianyang Normal University, Xianyang 712000
  • Received:2011-07-29 Revised:2011-10-14 Published:2012-03-24
  • Supported by:

    Project supported by the Natural Science Foundation of Shaanxi Province (No. SJ08B04), the Special Science Research Foundation of Shaanxi Education Committee (No. 11JK0558) and the Graduate Cross-discipline Funds of Northwest University (No. 09YJC20).

Two series of benzoindocyanine dyes H1~H4 and F1~F4 were synthesized with the assistance of microwave irradiation under solvent-free condition using N-alkyl-2,3,3-trimethyl-4,5-benzoindole phosphate hexafluoropropylene and dimethylaminobenzaldehyde or indole-3-aldehyde as materials and piperidine as catalyst. All of the compounds were characterized by UV-Vis, 1H NMR, IR techniques and elemental analysis. Their absorption spectral properities in different solvents were also investigated. The results showed that the λmax of the dyes showed hypochromatic shifts with the increase of polarity in protic solvents, and bathochromic shifts with the decrease of polarity in aprotic solvents. The interactions of prepared dyes H3 and F2 with salmon sperm DNA, bovine serum albumin, muramidase, amylase and chymotrypsin were investigated, respectively. The results showed that the fluorescence intensity of H3 increased with the increase of DNA concentration.

Key words: benzoindocyanine dye, microwave synthesis, spectral property, DNA, protein