Synthesis of protoporphyrin-lipids and biological evaluation of micelles and liposomes

Shoji Tachikawa, Mohamed E. El-Zaria, Ryu Inomata, Shinichi Sato, Hiroyuki Nakamura

研究成果: Article査読

24 被引用数 (Scopus)

抄録

Protoporphyrin IX (PPIX) lipids were synthesized by introducing a long alkyl chain, such as C13, C15, and C17, at each vinyl group on PPIX via hydrobromination. The PPIX lipids exhibited a water-soluble property by forming their micelles in water and the PPIX-lipid micelles showed relatively low cytotoxicity toward HeLa cells (IC50 = 151.7-379.9 μM) without light irradiation. PL-C17 liposomes (post-inserted liposomes) were readily prepared by adding PL-C17 micelle solution to the liposome solution. The IC 50 values of PPIX, PL-C17 micelles, and PL-C17 liposomes toward HeLa cells were 0.53, 5.65, and 12.9 μM, respectively, after irradiation with a xenon lamp in the 400-800 nm range for 2 min. PL-C17 liposomes were selectively accumulated in the Golgi apparatus in cells.

本文言語English
ページ(範囲)4745-4751
ページ数7
ジャーナルBioorganic and Medicinal Chemistry
22
17
DOI
出版ステータスPublished - 2014 9 1
外部発表はい

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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