Abstract
Cyclodextrins (CDs) are naturally occurring cyclic oligosaccharides containing six (α-CD), seven (β-CD), eight (γ-CD) and more glucopyranose units linked with α-(1,4) bonds, having a terminal hydrophilic part and central lipophilic cavity. α-, β- and γ-CDs are widely used in many industrial products, technologies and analytical methods owing to their unique, versatile and tunable characteristics. In the pharmaceutical industry, CDs are used as complexing agents to enhance aqueous solubility, physico-chemical stability and bio-availability of administered drugs. Herein, special attention is given to the use of α-, β- and γ-CDs and their derivatives in different areas of drug and gene delivery systems in the past few decades through various routes of administration with a major emphasis on the more recent developments.
Keywords: Cyclodextrins, host-guest complexation, drug carriers, drug release, drug delivery systems, gene delivery systems.
Graphical Abstract
[http://dx.doi.org/10.12691/ajps-1-4-5]
[http://dx.doi.org/10.1007/s13770-013-1092-y]
[http://dx.doi.org/10.1016/j.drudis.2018.04.009] [PMID: 29689302]
[http://dx.doi.org/10.1016/j.cis.2013.08.001] [PMID: 24011696]
[http://dx.doi.org/10.1016/j.ijpharm.2006.10.044] [PMID: 17137734]
[http://dx.doi.org/10.1016/j.jconrel.2015.12.046] [PMID: 26796039]
[http://dx.doi.org/10.3797/scipharm.0808-05]
[http://dx.doi.org/10.4103/0975-7406.67003] [PMID: 21814436]
[http://dx.doi.org/10.1155/2015/198268] [PMID: 26582104]
[http://dx.doi.org/10.1351/pac200476101825]
[http://dx.doi.org/10.1021/cr500081p] [PMID: 25247843]
[http://dx.doi.org/10.1007/BF02067497]
[http://dx.doi.org/10.1007/978-3-642-49192-4]
[http://dx.doi.org/10.1039/c0py00219d]
[http://dx.doi.org/10.1016/j.ijpharm.2013.12.004] [PMID: 24342710]
[http://dx.doi.org/10.1208/pt060243] [PMID: 16353992]
[http://dx.doi.org/10.1016/S0169-409X(98)00092-1] [PMID: 10837706]
[http://dx.doi.org/10.3390/molecules23051161] [PMID: 29751694]
[http://dx.doi.org/10.1021/cr9700181] [PMID: 11848949]
[http://dx.doi.org/10.1016/j.jcis.2016.12.040] [PMID: 28056443]
[http://dx.doi.org/10.1016/j.ccr.2008.08.011]
[http://dx.doi.org/[http://dx.doi.org/10.1007/978-0-387-92271-3_8]]
[http://dx.doi.org/10.1016/j.drudis.2015.11.017] [PMID: 26686054]
[http://dx.doi.org/10.1016/j.fct.2005.03.007] [PMID: 16018907]
[http://dx.doi.org/10.1016/j.ijpharm.2016.10.062] [PMID: 27989822]
[http://dx.doi.org/10.1016/S0168-3659(02)00171-2] [PMID: 12175753]
[http://dx.doi.org/10.1016/j.jconrel.2008.04.016]
[http://dx.doi.org/10.1039/C0PY00241K]
[http://dx.doi.org/10.2165/00137696-200402040-00006]
[http://dx.doi.org/10.1016/j.addr.2013.05.001] [PMID: 23673149]
[http://dx.doi.org/10.1016/j.ejpb.2005.05.006] [PMID: 16185857]
[http://dx.doi.org/10.1016/j.jconrel.2007.07.018] [PMID: 17888540]
[http://dx.doi.org/10.3109/10611861003622552] [PMID: 20497090]
[http://dx.doi.org/10.1208/s12249-008-9047-7] [PMID: 18431674]
[http://dx.doi.org/10.1016/j.ejpb.2009.04.018] [PMID: 19442722]
[http://dx.doi.org/10.1016/j.ejps.2009.09.010] [PMID: 19765652]
[http://dx.doi.org/10.1016/j.ijpharm.2008.09.046] [PMID: 18955122]
[http://dx.doi.org/10.1208/s12249-009-9249-7] [PMID: 19459053]
[http://dx.doi.org/10.1208/s12249-008-9180-3] [PMID: 19148759]
[http://dx.doi.org/10.1016/j.ejpb.2008.12.006] [PMID: 19135532]
[http://dx.doi.org/10.1016/j.ijpharm.2018.05.064] [PMID: 29842888]
[http://dx.doi.org/10.1016/j.msec.2016.08.073] [PMID: 27770878]
[http://dx.doi.org/10.1016/j.aca.2005.10.005]
[http://dx.doi.org/[http://dx.doi.org/10.1007/978-3-319-29346-2_12]]
[http://dx.doi.org/10.1016/j.jconrel.2009.04.035] [PMID: 19426769]
[http://dx.doi.org/10.1016/j.ijpharm.2011.04.031] [PMID: 21540097]
[http://dx.doi.org/10.1007/s13346-012-0108-9] [PMID: 23316447]
[http://dx.doi.org/10.1016/S0378-5173(02)00345-9] [PMID: 12270606]
[http://dx.doi.org/10.1002/jps.20350] [PMID: 15858859]
[http://dx.doi.org/10.1016/j.jpba.2009.05.031] [PMID: 19545961]
[PMID: 11749800]
[http://dx.doi.org/10.1021/js960500j] [PMID: 9232520]
[http://dx.doi.org/10.1016/S0378-5173(00)00580-9] [PMID: 11165818]
[http://dx.doi.org/10.1023/B:PHAM.0000032998.84488.7a] [PMID: 15290851]
[http://dx.doi.org/10.1016/j.ijpharm.2007.07.028] [PMID: 17822864]
[http://dx.doi.org/10.1016/S0378-5173(00)00335-5] [PMID: 10704788]
[http://dx.doi.org/10.1007/s10847-006-9271-2]
[http://dx.doi.org/10.1016/S0378-5173(00)00365-3] [PMID: 10845694]
[http://dx.doi.org/10.1016/j.ijpharm.2005.12.047] [PMID: 16469460]
[http://dx.doi.org/10.1016/j.carbpol.2015.10.042] [PMID: 26686100]
[http://dx.doi.org/10.1615/CritRevTherDrugCarrierSyst.v19.i45.40] [PMID: 12661699]
[http://dx.doi.org/10.1016/S0928-0987(01)00114-2] [PMID: 11384851]
[http://dx.doi.org/10.1016/j.foodchem.2017.10.144] [PMID: 29934191]
[http://dx.doi.org/10.1002/1520-6017(200103)90:3<288:AID-JPS4>3.0.CO;2-5] [PMID: 11170022]
[http://dx.doi.org/10.2174/138527213805289204]
[http://dx.doi.org/10.1016/j.ijpharm.2004.08.002] [PMID: 15501004]
[http://dx.doi.org/10.1007/s13346-013-0140-4] [PMID: 25788282]
[http://dx.doi.org/10.1016/j.drudis.2018.04.009] [PMID: 29689302]
[http://dx.doi.org/10.1016/j.ijpharm.2012.02.038] [PMID: 22388054]
[http://dx.doi.org/10.1166/jnn.2010.3617] [PMID: 21121278]
[http://dx.doi.org/10.1016/j.ijpharm.2017.06.010] [PMID: 28596142]
[http://dx.doi.org/10.1016/B978-0-12-813663-8.00015-4]
[http://dx.doi.org/10.1016/j.nano.2009.10.001] [PMID: 19836468]
[http://dx.doi.org/10.1016/j.xphs.2018.03.021] [PMID: 29625157]
[http://dx.doi.org/10.1016/j.ajps.2018.04.001]
[http://dx.doi.org/10.1021/mp400467x] [PMID: 24093932]
[http://dx.doi.org/10.1039/C0CS00019A] [PMID: 21042619]
[http://dx.doi.org/10.1016/j.biomaterials.2013.09.061] [PMID: 24103652]
[http://dx.doi.org/10.1016/j.ejps.2017.11.024] [PMID: 29191522]
[http://dx.doi.org/10.1016/0006-291X(73)91505-2] [PMID: 4347898]
[http://dx.doi.org/10.1007/s12668-011-0010-9] [PMID: 23024930]
[http://dx.doi.org/10.1002/chem.200901149] [PMID: 19834934]
[http://dx.doi.org/10.1039/b903635k] [PMID: 19532982]
[http://dx.doi.org/10.1021/bc00034a001] [PMID: 7578351]
[http://dx.doi.org/10.1007/s007050050182] [PMID: 9672621]
[http://dx.doi.org/10.1021/bc0155768] [PMID: 12009955]
[http://dx.doi.org/10.4161/cbt.3.7.918] [PMID: 15136766]
[http://dx.doi.org/10.1038/nrd1576] [PMID: 15573101]
[http://dx.doi.org/10.1021/mp900015y] [PMID: 19267452]
[http://dx.doi.org/10.1016/j.ejpb.2008.09.020] [PMID: 18955137]
[http://dx.doi.org/10.1039/c3cc48098d] [PMID: 24382426]
[http://dx.doi.org/10.1016/j.biomaterials.2013.03.092] [PMID: 23611450]
[http://dx.doi.org/10.1002/bit.20356] [PMID: 15627256]
[http://dx.doi.org/10.1039/B601130F] [PMID: 16733587]
[http://dx.doi.org/10.1021/bc000111n] [PMID: 11459450]
[http://dx.doi.org/10.1016/j.jconrel.2010.05.030] [PMID: 20678990]
[http://dx.doi.org/10.1016/j.jconrel.2012.06.040] [PMID: 22789529]
[http://dx.doi.org/10.1016/j.biomaterials.2013.02.035] [PMID: 23480956]
[http://dx.doi.org/10.1016/j.ijpharm.2015.02.022] [PMID: 25681725]
[http://dx.doi.org/10.1007/s12033-016-9927-0] [PMID: 26961910]
[http://dx.doi.org/10.1007/s00253-017-8288-3] [PMID: 28421241]
[http://dx.doi.org/10.1002/jps.20246] [PMID: 15570598]
[http://dx.doi.org/10.1517/17425247.2011.618181] [PMID: 21919807]
[http://dx.doi.org/10.1007/978-1-4939-1598-9_16]
[http://dx.doi.org/10.1016/j.ijpharm.2017.06.072] [PMID: 28645630]
[http://dx.doi.org/10.1016/j.carbpol.2019.01.086] [PMID: 30732774]
[http://dx.doi.org/10.1039/C5CC02743H] [PMID: 26121632]
[http://dx.doi.org/10.1021/acs.molpharmaceut.6b00708] [PMID: 27684093]
[http://dx.doi.org/10.1002/jps.20721] [PMID: 16883563]
[http://dx.doi.org/10.1016/j.ijbiomac.2018.12.044] [PMID: 30521926]
[http://dx.doi.org/10.1039/C6RA18030B]
[http://dx.doi.org/10.1016/j.bmcl.2015.12.060] [PMID: 26739777]
[http://dx.doi.org/10.1016/j.molstruc.2016.09.025]
[PMID: 26677325]
[http://dx.doi.org/10.1016/j.jcis.2018.09.032] [PMID: 30227378]
[http://dx.doi.org/10.1021/cr970014w] [PMID: 11848958]
[http://dx.doi.org/10.1002/app.22863]
[http://dx.doi.org/10.1016/j.foodhyd.2009.01.001]
[http://dx.doi.org/10.1007/978-3-319-76162-6_2]
[http://dx.doi.org/10.1002/9781118451915.ch10]
[http://dx.doi.org/10.1016/j.progpolymsci.2012.06.005]
[http://dx.doi.org/10.1021/acs.est.7b00906] [PMID: 28556664]
[http://dx.doi.org/10.1038/nature16185] [PMID: 26689365]
[http://dx.doi.org/10.1039/C8SC03267J] [PMID: 30627407]
[http://dx.doi.org/10.1016/j.jhazmat.2019.03.087] [PMID: 30921570]
[http://dx.doi.org/10.1007/s10965-009-9347-y]
[http://dx.doi.org/10.1016/j.surfin.2019.04.007]
[http://dx.doi.org/10.1016/j.carbpol.2013.04.047] [PMID: 23911476]
[http://dx.doi.org/10.1016/j.tifs.2013.11.005]
[http://dx.doi.org/10.1088/1748-6041/8/6/065006] [PMID: 24280742]
[http://dx.doi.org/10.1007/s10847-008-9456-y]