Formulating at the Interface
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1 Formulating at the Interface Jonathan Hadgraft And Majella Lane Topical and Transdermal Research Group UCL School of Pharmacy, London
2 Common questions and beliefs 60% absorbed Generic do all formulation Formulation does not affect permeation Is it possible to target different strata of the skin? Liposomes and nanoparticles penetrate skin
3 60% absorbed!
4
5 Poor bioavailability e.g. 0.25% hydrocortisone alcohol applied to forearm (unoccluded) gives 1.04% excreted corresponds to 1.7% absorbed equivalent to 0.2 mg/cm 2 Over total body only 4 mg absorbed Feldmann, R & Maibach, HI., J. Invest Derm. (1967)
6 Where does it go? And can we improve it? Role of excipients What do they do? How long are they there?
7 Permeation of propylene glycol and drug: effect of the amount of gel applied Flux (ng/cm2/hr) Flux PG (µg/cm2/hr) Time (hours) 0 Drug: 10mg/cm2 Drug: 40mg/cm2 PG: 10mg/cm2 PG: 40mg/cm2 Trottet et al. Int. J. Pharm. 274 (2004)
8 Clinical dosing: 2 mg/cm 2 dynamic 20 µm Skin lipids 20% volume: limited solubility capacity In vitro experiments difficult to mimic dose: volatile component cf spray technology
9 Finite dose of OXY in OSAL: EtOH or PG: EtOH Amount extracted mmol/cm OXY EXTRACTION OSAL PG Degree of saturation Santos, Watkinson, Hadgraft & Lane. Int. J Pharm. 2010, 384,
10 Finite dose of OXY in OSAL: EtOH or PG: EtOH Amount permeated (mmol/cm 2 ) OXY PERMEATION OSAL PG Degree of Saturation Santos, Watkinson, Hadgraft & Lane. Int. J Pharm. 2010, 384,
11 Finite dose of OSAL: EtOH or PG: EtOH: penetration of excipient amount permeated (nmol/cm2) OSAL PG time (hours) 80% OXY left on or in the skin from PG
12 Finite dose fentanyl, in vitro skin 80 Cumulative amount permeated. (µmol x10-3 /cm 2 ) , 2 and 3 DS 60: 40 PG: H 2 O Time (h) Santos et al. Int. J. Pharm 2011
13 Contact with intercellular channels or deposition in skin lipids
14 Surface effects Targeting?
15 Retinol 1 nm
16 Retinoids: concentration effects Normal formulation, average skin On Skin Across Skin About 1% permeates (lot of waste)
17 Retinoids: concentration effects Super deluxe formulation, average skin On Skin Across Skin Drop concentration by factor of 20 but has same bioactivity Use of supersaturation and enhancers
18 Retinoids: concentration effects Normal formulation, high permeability skin On Skin Across Skin
19 Retinoids: concentration effects Super deluxe formulation, high permeability skin On Skin Across Skin Drop concentration by factor of 20 far less goes through skin
20 Finite dosing role of partition & solubility
21 Finite dosing 3, Time (hours) concentration concentration K=10 2, , distance K=1000 4, , , Time (hours) May have to rethink design strategies in dermal drug design Validity of in vitro studies and importance of dosing 1, distance
22 Finite dose simulations: effect of changing K by factor of amount diffused Time
23 Perhaps solubility dominates in finite dose application Ibuprofen permeated at 24 hours through human skin (in vitro) and solubility of ibuprofen in the applied solvent. Lane et al., IJCS (2012) 34,
24 Two opposing factors are necessary to obtain sufficient skin delivery: 1) High absolute solubility of the active in the formulation for skin penetration 2) Low relative solubility of the active in the formulation, so that the drug or active ingredient leaves the formulation and preferentially moves into skin
25 Formulating for efficacy Computer-aided formulation design 3D plot of active based on solubility parameter Distance between active and solvent determines how well active dissolves in solvent Match formulation to skin solubility parameter for optimal flux
26 Solubility parameter and solubility Ibuprofen experimental solubility and the HSP difference between ibuprofen and solvent. Lane et al., IJCS (2012) 34,
27 Ionised or free acid / base? Comparison between the transport of CEX and CEX sodium in the TC-PG-IPM/PGL ( ) formulation through human skin at infinite doses. Lane et al., IJCS (2012) 34,
28 Nanotechnology: Retinol, molecular size 1 nm
29 Nanotechnology nm Lars Norlen
30 Follicular targeting 1-10 mm particles of dansyl aniline as 10% suspension in silicone fluid Brigitte Illel PhD thesis (1989) Universite Paris Sud.
31 Hair Follicles Khavari et al. Nature Biotechnology
32 Future developments New techniques Monitor active Monitor excipient e.g. confocal Raman spectroscopy
33 Confocal Laser Raman in vivo: permeation of ibuprofen 1200 Ibuprofen concentration (a.u.) Control IPM PG 50:50 PG:water (v/v) 75:25 PG:water (v/v) depth (µm) Herkenne et al. Pharm. Res. 23 (2006) Abdalghafor, Mateus, Hadgraft & Lane
34 Confocal Laser Raman in vivo: permeation of nicotinamide 0.12 Niacinamide a.u GROUP: Control GROUP: DMI 30min GROUP: DMI:MG 30min GROUP: DMI_MG_MO 30min GROUP: PG 30min GROUP: PG:PGML 30min GROUP: PG_PGML_MG 30min GROUP: NMP_MG_MO 30min SC depth µm Mohammed, Matts, Hadgraft & Lane
35 Confocal Laser Raman: in vivo in vitro correlation and active: solvent correlation in vivo Mohammed, Matts, Hadgraft & Lane
36
37 Conclusions Significance of solubility More consideration of role of excipient Residence time Monitor active and excipient
Spectrum on skin Jonathan Hadgraft & Majella Lane
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