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Drug-in-cyclodextrin-in-liposomes: a promising delivery system for hydrophobic drugs

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Bibliography

  • Otero-Espinar FJ, Torres-Labandeira JJ, Blanco-Méndez J, et al. Cyclodextrins in drug delivery systems. J Drug Del Sci Tech 2010;20(4):289-301
  • Zhang J, Ma PX. Cyclodextrin-based supramolecular systems for drug delivery: recent progress and future perspective. Adv Drug Deliv Rev 2013;65(9):1215-33
  • Lu Y, Guo T, Qi J, et al. Enhanced dissolution and stability of lansoprazole by cyclodextrin inclusion complexation: preparation, characterization, and molecular modeling. AAPS Pharm Sci Tech 2012;13(4):1222-9
  • Ozdemir N, Erkin J. Enhancement of dissolution rate and bioavailability of sulfamethoxazole by complexation with beta-cyclodextrin. Drug Dev Ind Pharm 2012;38(3):331-40
  • McCormack B, Gregoriadis G. Comparative studies of the fate of free and liposome-entrapped hydroxypropyl-/3-cyclodextrin/drug complexes after intravenous injection into rats: implications in drug delivery. Biochim Biophys Acta 1996;1291:237-44
  • Hiasa Y, Ohshima M, Kitahori Y, et al. Beta-cyclodextrin: promoting effect on the development of renal tubular cell tumors in rats treated with N-ethyl-N-hydroxyethylnitrosamine. J Natl Cancer Inst 1982;69(4):963-7
  • Loftsson T, Jarho P, Másson M, et al. Cyclodextrins in drug delivery. Expert Opin Drug Deliv 2005;2(2):335-51
  • Ohtani Y, Irie T, Uekama K, et al. Differential effects of alpha-, beta-, and gamma-cyclodextrins on human erythrocytes. Eur J Biochem 1989;186:17-22
  • Kiss T, Fenyvesi F, Bácskay I, et al. Evaluation of the cytotoxicity of beta-cyclodextrin derivatives: evidence for the role of cholesterol extraction. Eur J Pharm Sci 2010;40(4):376-80
  • Arias JL. Liposomes in drug delivery: a patent review (2007 - present). Expert Opin Ther Patents 2013;23(11):1399-414
  • Qian S, Li C, Zuo Z. Pharmacokinetics and disposition of various drug loaded liposomes. Curr Drug Metab 2012;13(4):372-95
  • Mccormack B, Gregoriadis G. Entrapment of cyclodextrin-drug complexes into liposomes: potential advantages in drug delivery. J Drug Target 1994;2:449-54
  • Jain SK, Gupta Y, Jain A, et al. Elastic liposomes bearing meloxicam-beta-cyclodextrin for transdermal delivery. Curr Drug Deliv 2008;5:207-14
  • Machut-Binkowski C, Hapiot F, Cecchelli R, et al. A versatile liposome/cyclodextrin supramolecular carrier for drug delivery through the blood-brain barrier. J Incl Phenom Macrocycle Chem 2007;57:567-72
  • Puglisi G, Fresta M, Ventura CA. Interaction of natural and modified-beta-cyclodextrins with biological membrane model of dipalmitoylphosphatidylcholine. J Colloid Interface Sci 1996;180:542-7
  • Nishijo J, Mizuno H. Interactions of cyclodextrins with DPPC liposomes. Differential scanning calorimetry studies. Chem Pharm Bull 1998;46(1):120-4
  • Puskás I, Csempesz F. Influence of cyclodextrins on the physical stability of DPPC-liposomes. Colloids Surf B Biointerfaces 2007;58:218-24
  • Piel G, Piette M, Barillaro V, et al. Study of the relationship between lipid binding properties of cyclodextrins and their effect on the integrity of liposomes. Int J Pharm 2007;338:35-42
  • Ascenso A, Cruz M, Euletério C, et al. Novel tretinoin formulations: a drug-in-cyclodextrin-in-liposome approach. J Liposome Res 2013;23(3):211-19
  • Grammenos A, Bahri MA, Guelluy PH, et al. Quantification of randomly-methylated-b-cyclodextrin effect on liposome: an ESR study. Biochem Biophys Res Commun 2009;390:5-9
  • Hatzi P, Mourtas S, Klepetsanis PG, et al. Integrity of liposomes in presence of cyclodextrins: effect of liposome type and lipid composition. Int J Pharm 2007;333:167-76
  • Piel G, Piette M, Barillaro V, et al. Betamethasone-in-cyclodextrin-in-liposome: the effect of cyclodextrins on encapsulation efficiency and release kinetics. Int J Pharm 2006;312:75-82
  • Lapenda TL, Morais WA, Almeida FJ, et al. Encapsulation of trans-dehydrocrotonin in liposomes: an enhancement of the antitumor activity. J Biomed Nanotechnol 2013;9(3):499-510
  • Sanchez SA, Gunther G, Tricerri MA, et al. Methyl-beta-cyclodextrins preferentially remove cholesterol from the liquid disordered phase in giant unilamellar vesicles. Membrane Biol 2011;241:1-10
  • Lim HJ, Cho EC, Shim J, et al. Polymer-associated liposomes as a novel delivery system for cyclodextrin-bound drugs. J Colloid Interf Sci 2008;320:460-8
  • Beseničar MP, Bavdek A, Kladnik A, et al. Kinetics of cholesterol extraction from lipid membranes by methyl-beta-cyclodextrin—a surface plasmon resonance approach. Biochim Biophys Acta 2008;1778:175-84
  • Van den Hoven JM, Metselarr JM, Storm G, et al. Cyclodextrin as membrane protectant in spray-drying and freeze-drying of PEGylated liposomes. Int J Pharm 2012;438:209-16
  • Rahman S, Cao S, Steadman KJ, et al. Native and beta-cyclodextrin-enclosed curcumin: entrapment within liposomes and their in vitro cytotoxicity in lung and colon cancer. Drug Deliv 2012;19(7):346-53
  • Dhule SS, Penfornis P, Frazier T, et al. Curcumin-loaded gamma-cyclodextrin liposomal nanoparticles as delivery vehicles for osteosarcoma. Nanomedicine 2012;8:440-51
  • Gille A, Lecomte F, Hubert P, et al. Skin penetration behaviour of liposomes as a function of their composition. Eur J Pharm Biopharm 2011;79:43-53
  • Cavalcanti IMF, Mendon EAM, Lira MCB, et al. The encapsulation of beta-lapachone in 2-hydroxypropyl-beta-cyclodextrin inclusion complex into liposomes: a physicochemical evaluation and molecular modeling approach. Eur J Pharm Sci 2011;44:332-40
  • Kaur N, Puri R, Jain SK. Drug-cyclodextrin-vesicles dual carrier approach for skin targeting of anti-acne agent. AAPS Pharm Sci Tech 2010;11(2):528-37
  • Lira MCB, Ferraz MS, da Silva D, et al. Inclusion complex of usnic acid with b-cyclodextrin: characterization and nanoencapsulation into liposomes. J Incl Phenom Macrocycl Chem 2009;64:215-24
  • Zhu Q, Guo T, Xia D, et al. Pluronic F127-modified liposome-containing tacrolimus–cyclodextrin inclusion complexes: improved solubility, cellular uptake and intestinal penetration. J Pharm Pharmcol 2013;65:1107-17
  • Kauscher U, Stuart MCA, Drücker P, et al. Incorporation of amphiphilic cyclodextrins into liposomes as artificial receptor units. Langmuir 2013;29(24):7377-83
  • Kirby C, Gregoriadis G. Dehydration-rehydration vesicles: a simple method for high yield drug entrapment in liposomes. Nat Biotechnol 1984;2:979-84
  • Gasbarri C, Guernelli S, Boncompagni S, et al. Fine-tuning of POPC liposomal leakage by the use of beta-cyclodextrin and several hydrophobic guests. J Liposome Res 2010;20:(3):202-10
  • Agashe H, Lagisetty P, Sahoo K, et al. Liposome-encapsulated EF24-HPbetaCD inclusion complex: a preformulation study and biodistribution in a rat model. J Nanopart Res 2011;13(6):2609-23
  • Gubernator J. Active methods of drug loading into liposomes: recent strategies for stable drug entrapment and increased in vivo activity. Expert Opin Drug Deliv 2011;8(5):565-80
  • Arima H, Hagiwara Y, Hirayama F, et al. Enhancement of antitumor effect of doxorubicin by its complexation with gamma-cyclodextrin in pegylated liposomes. J Drug Target 2006;14(4):225-32
  • Zhou X, Yung B, Huang Y, et al. Novel liposomal gefitinib (L-GEF) formulations. Anticancer Res 2012;32:2919-24
  • Cui J, Li C, Wang C, et al. Development of pegylated liposomal vincristine using novel sulfobutyl ether cyclodextrin gradient: is improved drug retention sufficient to surpass DSPE–PEG-induced drug leakage? J Pharm Sci 2011;100(7):2835-48
  • Modi S, Xiang TX, Anderson BD. Enhanced active liposomal loading of a poorly soluble ionizable drug using supersaturated drug solutions. J Control Release 2012;162:330-9
  • Skalko-Basnet N, Pavelic Z, Becirevic-Lacan M. Liposomes containing drug and cyclodextrin prepared by the one-step spray-drying method. Drug Dev Ind Pharm 2000;26(12):1279-84
  • Wang X, Deng L, Cai L, et al. Preparation, characterization, pharmacokinetics, and bioactivity of honokiol-in-hydroxypropyl-beta-cyclodextrin-in-liposome. J Pharm Sci 2011;100(8):3357-64
  • Maestrelli F, González-Rodríguez ML, Rabasco AM, et al. Effect of preparation technique on the properties of liposomes encapsulating ketoprofen–cyclodextrin complexes aimed for transdermal delivery. Int J Pharm 2006;312:53-60
  • Jain SK, Gupta Y, Jain A, et al. Multivesicular liposomes bearing celecoxib-beta-cyclodextrin complex for transdermal delivery. Drug Deliv 2007;14:327-35
  • Mendonça EAM, Lira MCB, Rabello MM, et al. Enhanced antiproliferative activity of the new anticancer candidate LPSF/AC04 in cyclodextrin inclusion complexes encapsulated into liposomes. AAPS PharmSciTech 2012;13(4):1355-66
  • Maestrelli F, González-Rodríguez ML, Rabasco AM, et al. Preparation and characterisation of liposomes encapsulating ketoprofen–cyclodextrin complexes for transdermal drug delivery. Int J Pharm 2005;298:55-67
  • Fatouros DG, Hatzidimitriou K, Antimisiaris S, et al. Liposomes encapsulating prednisolone and prednisolone-cyclodextrin complexes: comparison of membrane integrity and drug release. Eur J Pharm Sci 2001;13(3):287-96
  • Chakraborty KK, Naik SR. Therapeutic and hemolytic evaluation of in-situ liposomal preparation containing amphotericin-beta complexed with different chemically modified beta-cyclodextrins. J Pharm Pharm Sci 2003;6(2):231-7
  • Chen H, Gao J, Wang F, et al. Preparation, characterization and pharmacokinetics of liposomes-encapsulated cyclodextrins inclusion complexes for hydrophobic drugs. Drug Deliv 2007;14:201-8
  • Joguparthi V, Anderson BD. Effect of cyclodextrin complexation on the liposome permeability of a model hydrophobic weak Acid. Pharm Res 2008;25(11):2505-15
  • Agashe H, Sahoo K, Lagisetty P, et al. Cyclodextrin-mediated entrapment of curcuminoid 4-[3,5-bis(2-chlorobenzylidene-4-oxo-piperidine-1-yl)-4-oxo-2-butenoic acid] or CLEFMA in liposomes for treatment of xenograft lung tumor in rats. Colloids Surf B Biointerfaces 2011;84:329-37
  • Mccormack B, Gregoriadis G. Drugs-in-cyclodextrins-in-liposomes: an approach to controlling the fate of water insoluble drugs in vivo. Int J Pharm 1998;162:59-69
  • Szebeni J. Complement activation-related pseudoallergy: a new class of drug-induced acute immune toxicity. Toxicology 2005;216:106-21
  • Elsayed MMA, Abdallah OY, Naggar VF, Khalafallah NM. Lipid vesicles for skin delivery of drugs: reviewing three decades of research. Int J Pharm 2007;332:1-16
  • Cevc G, Blume G. Lipid vesicles penetrate into intact skin owing to the transdermal osmotic gradients and hydration force. Biochim Biophys Acta 1992;1104:226-32
  • Benson HAE. Transfersomes for transdermaldrug delivery. Expert Opin Drug Deliv 2006;3(6):727-37
  • Chen J, Lu WL, Gu W, et al. Skin permeation behavior of elastic liposomes: role of formulation ingredients. Expert Opin Drug Deliv 2013;10(6):845-56
  • Ascenso A, Guedes R, Bernardino R, et al. Complexation and full characterization of the tretinoin and dimethyl-beta-cyclodextrin complex. AAPS Pharm Sci Tech 2011;12:553-63
  • Singh HP, Tiwary AK, Jain S. Preparation and in vitro, in vivo characterization of elastic liposomes encapsulating cyclodextrin-colchicine complexes for topical delivery of colchicines. Yakugaku Zasshi 2010;130(3):397-407
  • Cadena PG, Pereira MA, Cordeiro RBS, et al. Nanoencapsulation of quercetin and resveratrol into elastic liposomes. Biochim Biophys Acta 2013;1828:309-16
  • Nikouei-malaekeh B, Davies N. Double loading of cyclosporine A in liposomes using cyclodextrin complexes. PDA J Pharm Sci Tech 2009;63(2):139-48
  • Bragagni M, Maestrelli F, Mennini N, et al. Liposomal formulations of prilocaine: effect of complexation with hydroxypropyl-beta-cyclodextrin on drug anesthetic efficacy. J Liposome Res 2010;20(4):315-22
  • Maestrelli F, González-Rodríguez ML, Rabasco AM. New “drug-in cyclodextrin-in deformable liposomes” formulations to improve the therapeutic efficacy of local anaesthetics. Int J Pharm 2010;395:222-31

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