Synthesis of cholesteryl doxorubicin and its anti-cancer activity

Jong Soo Choi, Kyung Oh Doh, Bieong Kil Kim, Young Bae Seu

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

Doxorubicin (dox) has been used as anti-cancer agent, but there are disadvantages such as rapid excretion, short retention time and cardiotoxicity. For giving lipophilic properties to dox, it was modified with cholesterol derivatives that were validated as a component of liposomal gene delivery. This article describes the synthesis of dox derivatives (lipo-dox A-D), their cytotoxicity and cellular uptake. In A549, HeLa, MCF7 and MDA MB 231 cell lines, lipo-dox A and lipo-dox B substituted at alcohol group showed similar anti-cancer effect as dox, but lipo-dox C and lipo-dox D substituted at amino group did not. As a result, the amino group of dox seems an important site for its cancer cell inhibition. Lipophilic property of lipo-dox A and lipo-dox B induced more accumulation in cells compared to parent drug. Therefore, the newly synthesized lipo-dox A and lipo-dox B would be a good candidate for anti-cancer agent.

Original languageEnglish
Pages (from-to)723-728
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume27
Issue number4
DOIs
StatePublished - 2017

Keywords

  • Antineoplastic drug
  • Cholesterol
  • Doxorubicin

Fingerprint

Dive into the research topics of 'Synthesis of cholesteryl doxorubicin and its anti-cancer activity'. Together they form a unique fingerprint.

Cite this