Submicron Dispersions of Hexosomes Based on Novel Glycerate Surfactants

Celesta Fong; Irena Krodkiewska; Darrell Wells; Ben J. Boyd; James Booth; Suresh Bhargava; Alasdair McDowall; Patrick G. Hartley

doi:10.1071/CH05173

RESEARCH ARTICLE

Submicron Dispersions of Hexosomes Based on Novel Glycerate Surfactants

Celesta Fong ^A ^F , Irena Krodkiewska ^A , Darrell Wells ^A , Ben J. Boyd ^B ^C , James Booth ^D , Suresh Bhargava ^D , Alasdair McDowall ^E and Patrick G. Hartley ^A

+ Author Affiliations

- Author Affiliations

^A CSIRO Molecular and Health Technologies, Clayton South VIC 3169, Australia.

^B Mayne Pharma, Mulgrave VIC 3170, Australia.

^C Current Address: Department of Pharmaceutics, Victorian College of Pharmacy, Monash University, Parkville VIC 3052, Australia.

^D Applied Sciences, RMIT, Melbourne VIC 3001, Australia.

^E Centre for Microscopy and Microanalysis and Institute for Molecular Bioscience, University of Queensland, Brisbane QLD 4072, Australia.

^F Corresponding author. Email: celesta.fong@csiro.au

Australian Journal of Chemistry 58(9) 683-687 https://doi.org/10.1071/CH05173
Submitted: 21 July 2005 Accepted: 1 September 2005 Published: 21 September 2005

Abstract

Glycerate-based surfactants are a new class of swelling amphiphiles which swell to a finite degree with water. Among this class of surfactants, oleyl (cis-octadec-9-enyl) glycerate is very similar in structure to a well characterized mesophase-forming lipid, glyceryl monooleate (GMO). Despite the similar structural characteristics, a subtle change in connectivity of the ester bond substantially alters the binary surfactant–water phase behaviour. Whereas the phase behaviour of GMO is diverse and dominated by cubic phases, the phase behaviour of oleyl glycerate and a terpenoid analogue phytanyl (3,7,11,15-tetramethyl-hexadecane) glycerate is much simplified. Both exhibit an inverse hexagonal phase (H_II), which is stable to dilution with excess water, and an inverse micellar phase (L_II) at ambient temperatures. The inverse hexagonal phases formed by oleyl glycerate and phytanyl glycerate have been characterized using SAXS. Analogous to GMO cubosomes, the inverse hexagonal phase of phytanyl glycerate has been dispersed to form hexagonally facetted particles, termed hexosomes, whose structure has been verified using cryo-TEM.

Acknowledgments

This work gratefully acknowledges the support of the AusIndustry START scheme and MaynePharma.

References

Submicron Dispersions of Hexosomes Based on Novel Glycerate Surfactants

Abstract

Acknowledgments

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