Synthesis and Characterization of a Fluorescent Water-Soluble Paclitaxel Prodrug

被引:0
作者
Sohn, Jeong-Sun [2 ]
Choi, Eun-Sun [1 ]
Jo, Byung-Wook [1 ]
Hess, Michael [1 ,3 ]
Han, Song-Hee [4 ]
机构
[1] Chosun Univ, Dept Chem & Biochem Engn, Kwangju 501759, South Korea
[2] Chosun Univ, Dept Polymer Sci & Engn, Kwangju 501759, South Korea
[3] Univ Siegen, Dept Macromol Chem, D-57068 Siegen, Germany
[4] Mokpo Natl Maritime Univ, Div Liberal Arts & Sci, Jeonnam 530729, South Korea
关键词
Water-Soluble Paclitaxel Prodrug (PP7); Fluorescent Probe; Synthesis; POLYMER-MODIFICATION; ANTICANCER DRUG; ALBUMIN; ACID;
D O I
10.1166/jnn.2010.2241
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A fluorescence susceptible water-soluble paclitaxel was synthesized by a condensation reaction between PEGylated paclitaxel (namely, PP7) and 1-pyrene butyric acid (PBA) in order to obtain a better understanding of the mechanism of action of paclitaxel as well as of the environment of the paclitaxel-binding site. The reaction was performed successfully and the resulting paclitaxel was characterized by FT-NMR, analytical-HPLC, UV spectro photometry, and fluorescence spectrometry. The synthesized paclitaxel analogue showed a high susceptibility to fluorescence in both excitation and emission spectra. And we have investigated the time-resolved fluorescence behavior of them in different solvents and at different excitation wavelengths.
引用
收藏
页码:3478 / 3483
页数:6
相关论文
共 18 条
  • [1] Birks J. B, 1970, BER BUNSEN PHYS CHEM
  • [2] Cantor CR., 1980, BIOPHYSICAL CHEM 2
  • [3] Enhanced paclitaxel bioavailability after oral administration of pegylated paclitaxel prodrug for oral delivery in rats
    Choi, JS
    Jo, BW
    [J]. INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2004, 280 (1-2) : 221 - 227
  • [4] Evangelio JA, 1998, CELL MOTIL CYTOSKEL, V39, P73, DOI 10.1002/(SICI)1097-0169(1998)39:1<73::AID-CM7>3.0.CO
  • [5] 2-H
  • [6] HESS A, 2006, MATER RES INNOV, V10, P364
  • [7] Properties of a water-soluble paclitaxel conjugate in aqueous solution and its interaction with serum albumin
    Hess, M
    Jo, BW
    Wermeckes, B
    Dehne, S
    Sohn, JS
    Wunderlich, S
    Zähres, M
    [J]. MACROMOLECULAR SYMPOSIA, 2006, 231 : 28 - 46
  • [8] Paclitaxel-albumin interaction in view of molecular engineering of polymer-drug conjugates
    Hess, Michael
    Jo, Byung-Wook
    Wunderlich, Stefan
    [J]. PURE AND APPLIED CHEMISTRY, 2009, 81 (03) : 439 - 450
  • [9] JO BW, 2004, Patent No. 6703417
  • [10] Aggregation of Water-Soluble Paclitaxel Probed by Excimer Fluorescence of the Pyrenebutyric Acid Tag
    Lee, Yonghoon
    Lee, Jongmin
    Sohn, Jeong-Sun
    Jo, Byung-Wook
    Han, Song-Hee
    [J]. JOURNAL OF THE KOREAN PHYSICAL SOCIETY, 2008, 53 (04) : 1872 - 1878