EFFECT OF PHYSICOCHEMICAL PROPERTIES OF EMULSIONS FORMED BY SELF-EMULSIFYING
DRUG DELIVERY SYSTEMS (SEDDS) ON THE SOLUBILIZATION STATE OF DRUG: IN VITRO
STUDY
Original Article
NASER M. Y. HASAN
1*
*
Received: 22 Jul 2018, Revised and Accepted: 19 Nov 2018
School of Pharmacy, Applied Science Private University, Jordan
Email: n_hassan@asu.edu.jo
ABSTRACT
Objective: Parameters in the oil pre-concentrate which can affect the solvent capacity of the resultant dispersion such as, oil-cosurfactant ratio, type
of surfactant used in the system, the inclusion of water soluble co-solvents and the solubilization capacity of native surfactants such as, bile salts and
lecithin were studied in an attempt to circumvent crystallization of drug during its passage in the gut.
Methods: Different types of self-emulsifying systems representing type II, IIIA and IIIB, were used to probe the influence of the various physicochemical
properties of the resultant dispersions on the fate of dissolved model lipophilic drug. This was achieved by studying emulsification behavior of lipid systems
in fed and fasted biological fluids, analyzing solubilization/drug crystallization kinetics and oil droplet diameter measurement.
Results: Self-micro-emulsifying lipid systems lost solvent capacity on dispersion and were not able to keep the drug in solution at equilibrium.
Miglyol 812/Imwitor ratio in the pre-concentrate mixture appeared to influence the kinetics of drug crystallization. Pre-microemulsion systems
containing Tagat TO dispersions were found to hold more drugs in solution at equilibrium than in the case of systems containing Cremophor RH40.
The inclusion of as little as 10-20% PEG in the lipid mixture accelerated drug precipitation. Bile salt-lecithin mixed micelles appears to some extent
enhance the solubilization capacity of these systems after dispersion
Conclusion: Solvency of emulsions formed by self-emulsifying drug delivery in various emulsification media is a crucial parameter influencing the
fate of dissolved drug after the dispersion of the formulations.
Keywords: SEDDS, SMEDDS, Lipid formulations, Medium chain mono-and glycerides, Poorly water-soluble compounds
© 2019 The Authors. Published by Innovare Academic Sciences Pvt Ltd. This is an open-access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/)
DOI: http://dx.doi.org/10.22159/ijap.2019v11i1.28664
INTRODUCTION
Lipid-based drug delivery systems (LBDDS) including self-
emulsifying drug delivery systems (SEDDS) or self-micro-
emulsifying drug delivery system (SMEDDS) are isotropic mixtures
of oils and non-ionic surfactants which upon gentle agitation in
water produce (o/w) dispersions of droplets<5 µm [1] or between 5
and 140 nm [2], respectively. Due to high hydrophilic content of
SMEDDS which include materials such as; polar oils including mixed
mono and/or di-medium chain glycerides, high HLB nonionic
surfactants (>12), and hydrophilic co-solvents, these oil vehicles are
considered more hydrophilic than SEDDS. Oil-based systems were
classified into type I, II, IIIA, IIIB and IV, based on various
physicochemical factors such as; the hydrophilicity of the oil
mixture, the particle size of the resultant dispersion and the
formulation digestibility [3-4]. Type IV formulations do not contain
natural lipids and represent the most hydrophilic formulations.
Hydrophilicity of the lipid mixture increases by moving from type 1
lipid class system to type 4. The reformulation of cyclosporine A as
Neoral® is an archetypal example of a Type III system [5]. The HIV
protease inhibitor amprenavir (Agenerase®) which contains TPGS
as a surfactant and PEG 400 and propylene glycol as co-solvents [6]
is an example of Type IV formulations which do not contain natural
lipids and thus represent the most hydrophilic formulations.
Amprenavir (Agenerase®) was succeeded though by a pro-drug,
fosamprenavir [7]. These lipid formulations are thoroughly
characterized and studied, and hence represent one of
quintessential approach for the bioavailability enhancement poorly-
water-soluble compounds; especially class II drugs. The past nearly
4 decades from 1975 through 2013 have shown rampant growth in
utilizing solubilization techniques, accounting on average for around
6% of all new molecular entities (NMEs) approved [8]. Furthermore,
the same study has shown that LBDDS are the most widely used
solubilization platform. It is estimated that LBDDS oral drug
products account for 2–4% of all commercially available drug
products according to a study by Strickley in 2007 [9]. According to
various drug databases and reviews, there are more than 36
different oral LBDDS on the market of 27 unique drug molecules that
were FDA approved by FDA [10-12]. Some of the most recent LBDDS
products include; Isotretinoin (Absorica®, by Cipher
pharmaceuticals a reformulation of isotretinoin (Accutane); New
drug application year NDA; 2012) [13], Enzalutamide (Xtandi®,
NDA; 2012) [14], Nintedanib (Ofev®, NDA; 2014) [15] and
Calcifediol (Rayaldee™, NDA; 2016) [16].
In the design of successful lipid formulations with maximize the
bioavailability; key elements in the lipid composite have to be
optimized [17-18]. Nonetheless, crystallization of the drug in the
lumen of the gut depends on the hydrophilicity of oil system; log P of
the drug and the solubilization capacity of native surfactants (bile
salt-lecithin mixed micelles) to maintain the drug in solution during
digestion. The medium into which the drug must dissolve has a great
influence on its solubility hence; suitable media which satisfactorily
simulate the physiological conditions are needed. In the GI tract, the
solubility of the drug is a function of aqueous solubility, crystallinity,
drug lipophilicity, pKa
MATERIALS AND METHODS
in relation to the pH profile of GI tract,
solubilization by native surfactants (such as bile salts and lecithin)
and ingested food components. Four suitable media have been
suggested to simulate the composition of proximal GI tract [19]: SGF
plus surfactant for fasted state stomach; long-life milk (3.5% fat) for
fed state stomach; FaSSIF and FeSSIF for fasted and fed state small
intestine. Physicochemical properties of emulsions formed by
various types of lipid systems which can influence drug
solubilization were studied here in an attempt to probe the fate of
dissolved drug after dispersion.
Materials
Miglyol 812 (medium chain triglyceride) and Imwitor 988 (C 8/C 10
mono/diglycerides) were supplied by Condea Chemie GmbH. Tagat
TO (PEG-(25)-glyceryl trioleate) was supplied by Goldschmidt AG,
International Journal of Applied Pharmaceutics
ISSN- 0975-7058 Vol 11, Issue 1, 2019