Cyclodextrins in topical drug formulations: Theory and practice

International Journal of Pharmaceutics

Volumn 225, Issue 1-2, 2001, Pages 15-30

  Loftsson, Thorsteinn ^a   Masson, Mar ^a  

^a UNIVERSITY OF ICELAND   (Iceland)

Author keywords

Cyclodextrin; Drug delivery; Permeability; Topical

Indexed keywords

1 [2 (DECYLTHIO)ETHYL]AZACYCLOPENTANE 2 ONE; 2 HYDROXYPROPYL BETA CYCLODEXTRIN; 2 HYDROXYPROPYL GAMMA CYCLODEXTRIN; 2,6 O DIMETHYL BETA CYCLODEXTRIN; ALKANNIN; ALPHA CYCLODEXTRIN; ANANDAMIDE; BECLOMETASONE DIPROPIONATE; BETA CYCLODEXTRIN; BETA CYCLODEXTRIN SULFOBUTYL ETHER; CYCLODEXTRIN DERIVATIVE; DEXAMETHASONE ACETATE; DRUG CARRIER; ETRETIN; FATTY ALCOHOL; FELBINAC ETHYL ESTER; GAMMA CYCLODEXTRIN; GLYCEROL MONOETHER; HPE 101; HYDROCORTISONE; IBUPROFEN; INDOMETACIN; KETOPROFEN; LIAROZOLE; LIDOCAINE; MACROGOL; MALTOSYL BETA CYCLODEXTRIN; PROPYLENE GLYCOL; PROSTAGLANDIN E1; TESTOSTERONE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

AQUEOUS SOLUTION; CELL MEMBRANE; DIFFUSION; DRUG ABSORPTION; DRUG BIOAVAILABILITY; DRUG DELIVERY SYSTEM; DRUG EXCRETION; DRUG FORMULATION; DRUG MONITORING; DRUG PENETRATION; DRUG SOLUBILITY; EQUILIBRIUM CONSTANT; HUMAN; HYDROPHILICITY; LIPOPHILICITY; MOLECULAR DYNAMICS; MOLECULAR SIZE; NONHUMAN; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; REVIEW; SKIN IRRITATION; SKIN PENETRATION; THEORY;

ADMINISTRATION, TOPICAL; BIOLOGICAL AVAILABILITY; CHEMISTRY, PHARMACEUTICAL; CYCLODEXTRINS; DRUG DELIVERY SYSTEMS; HUMANS; SOLUBILITY;

EID: 0035964466     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0378-5173(01)00761-X     Document Type: Review

References (139)

1. Inhibitory effect of prostaglandin E1 on laurate-induced peripheral vascular occlusive sequelae in rabbits; optimized topical formulation with β-cyclodextrin derivative and penetration enhancer HPE-101
2. Combination effects of O-carboxymethyl-O-ethyl-β-cyclodextrin and penetration enhancer HPE-101 on transdermal delivery of prostaglandin-E(1) in hairless mice
3. Evaluation by laser-doppler velocimetry of the attenuation of tretioin induced skin irritation by β-cyclodextrin complexation
4. Drug-cyclodextrin association constants determined by surface tension and surface pressure measurments. II. Sequestration of water insoluble drugs from air-water interface: Retinol-β-cyclodextrin system
5. Improved drug delivery through the skin by hydrophilic β-cyclodextrins. Enhancement of anti-inflammatory effect of 4-bibiphenylylacetic acid in rats
6. Enhancement of the anti-inflammatory effect of ethyl 4-biphenylyl acetate in oitments by β-cyclodextrin derivatives - Increased absorption and localized activation of the prodrug in rats
7. Enhancement of antiinflammatory effect of ethyl 4-biphenylyl acetate in ointment by β-cyclodextrin deratives: Increased absorption and localized activation of the prodrug in rats
8. Possible enhancing mechanism of the cutaneous permeation of 4-biphenylylacetic acid by β-cyclodextrin derivatives in hydrophilic ointment
9. Enhancing effect of hydroxypropyl-β-cyclodextrin on cutaneous penetration activation of ethyl 4-biphenylyl acetate in hairless mouse skin
10. Chemical and physical parameters of tears relevant for the design of ocular drug delivery formulations
11. Considerations in the use of hydroxypropyl-β-cyclodextrin in the formulation of aqueous ophthalmic solutions of hydrocortisone
12. Release of ketoprofen from aqueous systems in the presence of hydrophilic β-cyclodextrin derivatives
13. Cycloamylose-substrate binding
14. Alcohols
15. The effect of β-cyclodextrin and penetration additives on the release of naproxen from ointment bases
16. Transdermal iontophoretic delivery of hydrocortisone from cyclodextrin solutions
17. Influence of vehicle and anterior chamber protein concentration on cyclosporin penetration through the isolated rabbit cornea
18. Effect of hydroxypropyl-β-cyclodextrin on the solubility, photostability and in-virto permeability of alkannin/shikonin enantiomers
19. Effects of inclusion complexation on the transepithelial transport of a lipophilic substance in vitro
20. Investigation of the mechanism of flux across human skin in vitro by quantitative structure-permeability relationship
21. Evaluation of a hydrocortisone/hydroxypropyl-β-cyclodextrin solution for ocular drug delivery
22. In vitro iontophoretic delivery of piroxicam from hydroxypropyl-β-cyclodextrin-pyroxicam complexes
23. Complexation between local anaesthetics and β-cyclodextrin derivatives-ralationship between stability constants and in vitro membrane permeability of bupivacaine and lidocaine from their complexes
24. Pharmaceutical and medical applications of cyclodextrins
25. A linear therory of transdermal transport phenomena
26. Transdermal penetration enhancers: Applications, limitations, and potential
27. Correlation and prediction of mass-transport across membranes. 1. Influence of alkyl chain-length on flux-determining properties of barrier and diffusant
28. Beta-cyclodextrins enhance biovailability of pilocarpine
29. Effect of fatty acid esters on permeation of ketoprofen through hairless rat skin
30. Dexamethasone eye drops based on the products of its interaction with 2-hydroxypropyl-β-cyclodextrin: Synthesis and study
31. Percutaneous absorption of heptakis-(2,6-di-O-14C-methyl)-β-cyclodextrin in rats
32. Absorption, distribution, and excretion of carbon-14 labeled hydroxypropyl β-cyclodextrin in rats following oral administration
33. Ocular penetration of topical Δ9-tetrahydrocannabinol from rabbit corneal or cul-de-sac appication site
34. Solute transport resistance at the octanol-water interface
35. Passive enhancement strategies in topical and transdermal drug delivery
36. 2]-Met-enkephalinamide in the anterior membranes of the albino rabbit eye
37. Industrial applications of cyclodextrins
38. Methods of investigating and preparing inclusion compounds
39. Acid-catalyzed hydrolysis of maltosyl-β-cyclodextrin
40. Drug delivery studies in Caco-2 monolayers. IV. Absorption enhancer effects of cyclodextrins
41. Membrane penetration enhancement of ibuprofen using supersaturation
42. Penetration enhancement of ibuprofen from supersaturated solutions through human skin
43. Follicles play an important role in percutaneous absorption
44. Pharmaceutical applications of cyclodextrins. III. Toxicological issues and safety evaluation
45. Modified β-cyclodextrin (SBE7-β-CyD) with viscous vehicle improves the ocular delivery and tolerability of pilocarpine prodrug in rabbits
46. Increase in aqueous solubility, stability and in vitro corneal permeability of anandamide by hydroxypropyl-β-cyclodextrin
47. The use of cyclodextrins in ophthalmic formulations of dipivefrin
48. The effect of modified β-cyclodextrin, SBE4-β-CD, on the aqueous solubility and ocular absorption of pilocarpine
49. Sulfobutyl ether β-cyclodextrin (SBE-β-CyD) in eye drops improves the tolerability of a topically applied pilocarpine prodrug in rabbits
50. The effect on the cornea of alpha cyclodextrin vehicle for cyclosporin eye drops
51. Effect of diethyl β-cyclodextrin on the release and absorption behaviour of indomethacin from ointment bases
52. Effect of vehicle upon in vitro transcorneal permeability and intracorneal content of Δ9-tetrahydrocannabinol
53. Influence of dehydroepiandrosterone on rabbit intraocular pressure
54. Interactions between cyclodextrins and pilocarpine - As an example of a hydrophilic drug
55. Phospholipids affect stratum corneum lipid bilayer fluidity and drug partitioning into the bilayers
56. Dexamethasone-cyclodextrin-polymer co-complexes in aqueous eye drops
57. Nasal absorption of 17β-estradiol from different cyclodextrin inclusion formulations in sheep
58. Percutaneous absorption and model membrane variations of melantonin in aqueous-based propylene glycol and 2-hydroxypropyl-β-cyclodextrin vehicles
59. Percutaneous absorption and histopathology of poloxamer-based formulation of capsaicin analog
60. The influence of physico-chemical properties of homologous nicotinc acid esters on the permeability and maximum flux through an octanol membrane
61. Improved ocular delivery with prodrugs
62. Effects of β-cyclodextrins on skin: Implications for the transdermal delivery of piribedil and a novel cognition enhancing-drug, S-9977
63. Lag time data for characterizing the pore pathway of intact and chemically pretreated human epidermal membrane
64. QSAR analysis of skin permeability of various drugs in man as compared to in vivo and in vitro studies in rodents
65. Increasing the cyclodextrin complexation of drugs and drug biovailability through addition of water-soluble polymers
66. Pharmaceutical applications of β-cyclodextrin
67. Cyclodextrins in skin delivery
68. The pharmacokinetics and transdermal delivery of loteprednol etabonate and related soft steroids
69. The effect of polyvinylpyrrolidone and hydroxypropyl methylcellulose on HPβCD complexation of hydrocortisone and its permeability through hairless mouse skin
70. Effect of cyclodextrins on percutaneous transport of drugs
71. Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization
72. Effect of cyclodextrins on topical drug delivery to the eye
73. The effect of water-soluble polymers on the aqueous solubility and complexing abilities of β-cyclodextrin
74. Cyclodextrins in ophthalmic drug delivery
75. The effects of cyclodextrins on transdermal delivery of drugs
76. The Influence of 2-hydroxypropyl-beta-cyclodextrin on diffusion rates and transdermal delivery of hydrocortisone
77. The effect of hydroxypropyl methylcellulose on release of dexamethazone from aqueous 2-hydroxypropyl-β-cyclodextrin formulations
78. Topically effective ocular hypertensive acetazolamide and ethoxyzolamide formulations in rabbits
79. Improved acitretin delivery through hairless mouse skin by cyclodextrin complexation
80. Topically effective acetazolamide eye-drop solution in man
81. Unsaturated glycerol monoethers as novel skin penetration enhancers
82. Cyclodextrins as co-enhancers in dermal and transdermal drug delivery
83. The effect of cyclodextrins and polymers on triclosan availability and substantivity in toothpastes in vivo
84. Methods to enhance the complexation efficiency of cyclodextrins
85. Influence of cyclodextrin complexation on the in vitro permeation and skin metabolism of dexamethasone
86. Cyclodextrins as permeation enhancers: Some theoretical evaluations and in vitro testing
87. Cyclodextrins in transdermal and rectal delivery
88. Low intensity ultrasound as a probe to elucidate the relative follicular contribution to total transdermal absorption
89. Cyclodextrin in nasal drug delivery
90. A mechanistic study of ultrasonically enhanced transdermal drug delivery
91. The development of a predictive method for the estimation of flux through polydimethylsiloxane memebranes: I. Identification of critical variables for a series of subsituted benzens
92. In vitro release study of tretinoin from tretinoin/cyclodextrin derivative complexes
93. Effect of hydroxypropyl-γ-cyclodextrin on ocular penetration of fluorometholone in vitro
94. Effects of β-cyclodextrin and di-O-methyl-β-cyclodextrin on the percutaneous absorption of butylparaben, indomethacin and sulfanilic acid
95. Effects of topical anandamides on intraocular pressure in normotensive rabbits
96. Effect of the CB 1 receptor antagonist, SR 141716A, on cannabinoid-induced ocular hypertension in normotensive rabbits
97. Release of rooperol Tetra-acetate from topical bases: In vitro studies using silicone membrane
98. Hydroxypropyl-β-cyclodextrin: Preparation and characterization; effects on solubility of drugs
99. Predicting skin permeability
100. A predictive algorithm for skin permeability: The effects of molecular size and hydrogen bond activity
101. In-vitro hydrocortisone release from ointments in presence of cyclodextrins
102. Penetration of hydrocortisone into excised human skin under the influence of cyclodextrins
103. Pharmaceutical applications of cyclodextrins. 2. In vivo drug delivery
104. Permeability of a soft steroid, loteprednol etabonate, through an excised rabbit cornea
105. Drug/cyclodextrin/hydroxy acid multicomponent systems. Properties and pharmaceutical applications
106. In vitro corneal permeability of diclofenac sodium in formulations containing cyclodextrins compared to commercial product voltaren ophtha
107. Liquid chromatographic determination of β-cyclodextrin derivatives based on fluorescene enhancement after inclusion complexation
108. Topical application of ciclosporin ophthalmic solution containing alpha-cyclodextrin in experimental uveitis
109. Influence of α-cyclodextrin and hydroxyalkylated β-cyclodextrin derivatives on the in vitro corneal uptake and permeation of aqueous pilocarpine-HCl solutions
110. Influence of cyclodextrins on the in virto permeability and in vivo ocular distribution of talidomide
111. The effect of polyvinylpyrrolidone on cyclodextrin complexation of hydrocortisone and its diffusion through hairless mouse skin
112. Influence of cyclodextrins on the stability of the peptide salmon calcitonin in aqueous solution
113. Percutaneous penetration enhancers: The fundamentals
114. The absolute fundamentals of transdermal permeation; drug delivery for dummies
115. Cyclodextrins: Their future in drug formulation and delivery
116. Mechanism of drug release from cyclodextrin complexes
117. Ocular absorption and irritation of pilocarpine prodrug is modified with buffer, polymer, and cyclodextrin in the eyedrop
118. Pharmacikinetic behavior and absolute bioavailability of hydroxypropyl-β-cyclodextrin after increasing doses in volunteers
119. Pharmacokinetics of dimethyl-β-cyclodextrin in rats
120. Enhanced percutaneous absorption of homogenized tolnaftate/β-cyclodextrin polymer ground mixture
121. Spontaneous opalescence of aqueous γ-cyclodextrin solutions: Complex formation or self-aggregation
122. Intracellular or intercellualar localization of the polar pathway of penetration across stratum corneum
123. Effect of 2-hydroxypropyl-β-cyclodextrin on percutaneous absorption of methyl paraben
124. Preparation, characterization, and evaluation of miconazole-cyclodextrin complexes for improved oral and topical delivery
125. Cyclodextrins-enabling excipients: Their present and future use in pharmaceuticals
126. Intestinal safety of water-soluble β-cyclodextrins in paediatric oral solutions of spirolactone: Effects on human intestinal epithelial Caco-2 cells
127. Improvement in the percutaneous absorption of beclomethasone dipropionate by γ-cyclodextrin complexation
128. Improvement of percutaneous absorption of prednisolone by β- and γ-cyclodextrin complexations
129. Improved transdermal delivery of prostaglandin E1 through hairless mouse skin: Combined use of carboxymethyl-ethyl-β-cyclodextrin and penetration enhancers
130. Cyclodextrin drug carrier systems
131. Effect of 2-hydroxypropyl-β-cyclodextrin on the ocular absorbtion of dexamethazone and dexamethazone acetate
132. Caracterization of the influence of some cyclodextrins on the stratum corneum from the hairless mouse
133. In vivo skin pharmacokinetics of liarozole: Percutaneous absorption studies with different formulations of cyclodextrin derivatives in rats
134. The use of inclusion complexes of prostaglandins with cyclodextrins in the treatment of ocular hypertension
135. Topical application of prostaglandine E1 ointment to cutaneous wounds in ischemic rabbit ears
136. Flutamide-hydroxypropyl-β-cyclodextrin complex: Formulation, physical characterization, and absorption using the caco-2 in vitro model