Synthesis and physicochemical properties of new tripodal amphiphiles bearing fatty acids as a hydrophobic group

Prakash G. Avaji, Vithal B. Jadhav, Jin Xin Cui, Yong Joo Jun, Hwa Jeong Lee, Youn Soo Sohn

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

Saturated fatty acids (FA) were grafted using tyrosine as a spacer group to the cyclotriphosphazene ring along with equimolar hydrophilic methoxy poly(ethylene glycol) (MPEG) in cis-nongeminal way. Seven new cyclotriphosphazene amphiphiles were prepared from combinations of hydrophilic MPEGs with different molecular weights of 350, 550, 750 and 1000 and four different fatty acids of different hydrophobicity including lauric, myristic, palmitic and stearic acids. These steric amphiphiles bearing fatty acids as a hydrophobic group were found to form more stable micelles with very low critical micelle concentrations (CMC) (2.95-7.80 mg/L) compared with oligopeptide analogues, and their highly hydrophobic core environment is unique and potentially useful for various biomedical applications.

Original languageEnglish
Pages (from-to)1763-1767
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume23
Issue number6
DOIs
StatePublished - 15 Mar 2013

Bibliographical note

Funding Information:
This study was supported by a Grant of the Korea Health Technology R&D Project, Ministry of Health & Welfare, Republic of Korea ( A110562 ), by National Research Foundation of Korea (NRF) Grant funded by the Korean Government (MEST) ( 2012-0005453 ), and by the RP-Grant 2012 and Ewha Global Top 5 Grant 2012 of Ewha Womans University.

Keywords

  • Cyclotriphosphazene
  • Drug delivery
  • Fatty acid
  • Micelle
  • Tripodal amphiphile

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