Abstract
CDs and their derivatives have been used in various industries due to their specific capability to form inclusion complexes via reversible interactions with hydropho and hydrophil chemical structures. This characteristic of CDs has caused their applications in solubility control (change the solubility), stabilization of volatile compounds, masking unpleasant smells of the guest, enhancing the complexation efficiency, reduction of volatility, directing chemical reactions, controlling Fluorescence and light absorption, compatibility with other materials, encapsulation of wide ranges of guest molecules and changing their properties and also controlled release of guest molecules in drug delivery systems. In pharmaceutical industry, improving water solubility and bioavailability of drugs are highly important and can act as a challenge in controlled drug delivery. Encapsulation bring out specific alteration in properties of the guest molecules such as increase shelf time, stabilization of light-sensitive molecules, oxygen-sensitive and highly volatile components, change chemical and physical properties of guest molecules, increasing solubility of guest molecules with low solubility, protection of substances against degradation by microorganisms, UV light, oxidation and chemical reactions and masking unpleasant smells or tastes, pigments or the color of guest molecules. In this review, application of CDs inclusion complex formation for improving water solubility and controlled release of some hydrophobic guests (ibuprofen, acetaminophen, curcumin, cinnamon essential oil, ciprofloxacin and ofloxacin) were explained.
Keywords
- CD
- Inclusion complex formation
- Ciprofloxacin
- Ibuprofen
- Curcumin
- Cinnamon essential oil
- Ofloxacin
- Acetaminophen
- Phase solubility
This is a preview of subscription content, access via your institution.
Buying options
Tax calculation will be finalised at checkout
Purchases are for personal use only
Learn about institutional subscriptionsReferences
Szetjli J (2009) Chem Rev 98:1743–1753
Amiri S, Amiri S (2017) CDs, properties and industrial applications. Wiley
Hedges RA (1998) Chem Rev 98:2035–2044
Jansook P, Ritthidej GC, Ueda H, Stefansson E, Loftsson T (2010) J Pharm Pharm Sci 13:336–350
Villiers A (1891) Seances Acad Sci 112:536–538
Szetjli J (1998) Chem Rev 98:1743–1753
Szetjli J (1989) TIBTRCH 7:171–174
Szejtli J (1982) CDs and their inclusion complexes. Akadémiai Kiadó, Budapest, Hungary
Tavassoli-Kafrani E, Goli SAH, Fathi M (2017) Food Bioprocess Technol. https://doi.org/10.1007/s11947-017-2026-9
Benavides S, Cortés P, Parada J, Franco W (2016) Food Chem 204:77–83
Hirayama F, Uekama K (1987) Methods of investigating and preparing inclusion compounds. In: Duchêne D (ed) CDs and their industrial uses. Paris, Editions de Santé, pp 131–172
Chen G, Jiang M (2011) Chem Soc Rev 40:2254–2266
Nimse SB, Kim T (2013) Chem Soc Rev 42:366–386
Semsarzadeh MA, Amiri S (2012) Silicon 4:151–156
Semsarzadeh MA, Amiri S (2013) Bull Mater Sci 36:989–996
Eastburn SD, Tao BY (1994) Biotechnol Adv 12:325–339
Buchwald P (2002) J Phys Chem B 106:6864–6870
Wang Q, Sanming L, Che X, Fan X, Lib C (2010) J Pharm 5:188–193
Percival SL, Bowler PG, Russell D (2005) J Hosp Infect 60:1–7
Yadav VR, Suresh S, Devi K, Yadav S (2009) Pharm Sci Tech 10:752–762
Atares L, De Jesús C, Talens P, Chiralt A (2010) J Food Eng 99:384–391
Loftsson T, Duchene D (2007) Int J Pharm 329:1–11
Hakkarainen B, Fujita K, Immel S, Kenne L, Sandstrom C (2005) Carbohydr Res 340:1539–1545
Irie T, Uekama K (1997) J Pharm Sci 86:147–162
Aggarwal S, Singh PN, Mishra B (2002) Pharmazie 57:191–193
Archontaki HA, Vertzoni MV, Athanassioum Malaki MH (2002) J Pharm Biomed Anal 28:761–769
Arima H, Yunomae K, Miyake K, Irie T, Hirayama F, Uekama K (2001) J Pharm Sci 90:690–701
Pandey S, Varshney HM, Gupta MM (2013) RJCES 1:19–25
Rajendiran N, Mohandoss T, Thulasidhasan J (2016) Phys Chem Liq 54:193–212
Choi HG, Lee BJ, Han JH, Lee MK, Park KM, Yong CS (2001) Drug Dev Ind Pharm 27:857–862
Chutimaworapan S, Ritthidej GC, Yonemochi E, Oguchi T, Yamamoto K (2001) Drug Dev Ind Pharm 26:1141–1150
Dalmora ME, Dalmora SL, Oliveira AG (2001) Int J Pharm 222:45–55
Baviskara P, Bedsea A, Sadiqueb S, Kundea V, Jaiswal S (2013) Int J Pharm Sci Rev Res 13:70–76
Amiri S, Rahimi A (2017) Int J Polym Mater Po. https://doi.org/10.1080/00914037.2018.1482467
Chen L, Qifeng D, Liu C, Chen J, Song L, Chen X (2012) Front Med 6:195–203
Farmer S, Anderson P, Burns P, Velagaleti R (2002) Technology 32:28–42
Masoumi S, Amiri S, Bahrami SH (2017) J Ind Text. https://doi.org/10.1177/1528083718764910
David SJ (2016) Pharmaceutics dosage form and design, 2nd edn, chapter 4, pp 4–7
Jahromi MM, Ghaemi H, Tafti MA, Arabzadeh A, Afsharypuor S (2015) J Nat Pharm Prod 10:1–3
Amiri S, Rahimi A (2014) J Polym Res. https://doi.org/10.1007/s10965-014-0566-5
Amiri S, Rahimi A (2014) J Polym Res. https://doi.org/10.1007/s10965-014-0624-z
Amiri S, Rahimi A (2015) J Polym Res. https://doi.org/10.1007/s10965-015-0699-1
Patel R, Patel M (2010) Drug Discov Ther 4:442–452
Melle-Franco M, Strutyński K, Borges F, Brett CMA, Manuela EPJ (2017) J Environ Sci Health Part A. https://doi.org/10.1080/10934529.2016.1258864
Amiri S, Rahimi A (2018) J Ind Text https://doi.org/10.1177/1528083718764911
El-Majri MA, El-Basir MM (2016) J Res Pharm 7:87–90
Amiri S, Askari F (2018) Pharm Innov. https://doi.org/10.1007/s12247-018-9328-y
Gowthamarajan K, Kulkarni TG, Nenkateswaran G, Samanta MK (2002) Indian J Pharm Sci 1:525–528
Sousa J, Alves G, Oliveira P, Fortuna A, Falcão A (2017) Eur J Pharm Sci 97:30–37
Masoumi S, Amiri S, Bahrami SHJ (2018) TEXT 1–10. https://doi.org/10.1080/00405000.2017.1398625
Sahoo S, Chkaborti CK, Mishrab SC, Nath U (2011) Int J Pharm Pharm Sci 3:165–170
Semsarzadeh MA, Amiri S (2013) Bull Mater Sci 36:989–996
Gould S, Scott RC (2005) Food Chem Toxicol 43:1451–1459
Szente L, Szejtli J, Kis GL (1998) J Pharm Sci 87:778–781
Liu L, Guo QX (2002) J Incl Phenom Macroc Chem. 42:1–14
Higuchi T, Connors A (1965) Phase-solubility techniques. Wiley-Interscience, New York
Aziz Z, Abu SF, Chong NJ (2012) Burns 38:307–318
Atiyeh BS, Costagliola M, Hayek SN, Dibo SA (2007) Burns 33:139–148
Szegedi A, Popov M, Yonchev K, Makk J, Mihalya J, Shestakov PJ (2014) Mater Chem B 2:6283–6292
Ebrahimi A, Kalantar Motamedi MH (2012) Trauma Mon 17:255–258
Jodar Karin SP, Balc Victor M, Chaud Marco V, Tubino M, Valquiria MH, Yoshida M, Oliveira JR, Marta MDC (2015) J Pharm Sci 104:2241–2254
Ratnaparakhi MP (2012) Int J Pharm Pharm Sci 4:305–316
Venkataraman M, Nagarsenker M (2012) AAPS Pharm Sci Technol 14:254–264
Ping L, Xiangmin X, Longlong W, Binjie L, Zhao Y (2015) Med Chem Commun 6:2204–2208
Amiri S, Nalbandi B (2018) J Inorg Organomet Polym. https://doi.org/10.1007/s10904-018-0809-8
Zhanel GG, Ennis K, Vercaigne L, Walkty A, Gin AS, Embil J, Smith H, Hoban DJA (2002) Drugs 62:13–59
Neu HC (1989) Am J Med 87(Suppl. 6C):2S-9S
Amiri S, Mehrizi M (2020) J Text Inst 111. https://doi.org/10.1080/00405000.2019.1657614
Dillard CJ, German JB (2000) J Sci Food Agric 80:1744–1756
Sharma G, Singh RP, Chan DCF, Agarwal R (2003) Anticancer Res 23:2649–2655
Singh RP, Sharma G, Sivanandhan D, Agarwal C, Agarwal R (2003) Biomark Prev 12:933–939
Awad AB, Williams H, Fink CS (2003) J Nutr Biochem 14:111–119
Marques HMC (2010) Flavour Fragr J 25:313–326
Munin A, Edwards-Lévy F (2011) Pharmaceutics 3:793–829
Fang Z, Bhandari B (2010) Trends Food Sci Technol 21:510–523
Chandrasekar V (2010) Optimizing the microwave-assisted extraction of phenolic antioxidants from apple pomace and microencapsulation in CDs. MSc Thesis, Purdue University Graduate School
Arancibia M, Giménez B, López-Caballero ME, Gómez-Guillén MC, Montero P (2014) LWT Food Sci Technol 59:989–995
El-Baroty GS, Abd El-Baky HH, Farag RS, Saleh MA (2010) Afr J Biochem Res 4:167–174
Pereva S, Sarafska T, Bogdanova S, Spassov TJ (2016) Drug Deliv Sci Technol. https://doi.org/10.1016/j.jddst.2016.04.006
Hussein K, Turk M, Wahl MA (2007) Pharm Res 24:585–592
Tozuka Y, Fujito TY, Moribe K, Yamamato K (2006) J Incl Phenom Macrocycl Chem 56:33–37
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2022 The Author(s), under exclusive license to Springer Nature Singapore Pte Ltd.
About this chapter
Cite this chapter
Amiri, S., Amiri, S. (2022). CDs: A Potential Candidate for Improving Water Solubility and Stability of Hydrophobic Guest Molecules. In: Parameswaranpillai, J., V. Salim, N., Pulikkalparambil, H., Mavinkere Rangappa, S., Suchart Siengchin, I.h. (eds) Micro- and Nano-containers for Smart Applications. Composites Science and Technology . Springer, Singapore. https://doi.org/10.1007/978-981-16-8146-2_15
Download citation
DOI: https://doi.org/10.1007/978-981-16-8146-2_15
Published:
Publisher Name: Springer, Singapore
Print ISBN: 978-981-16-8145-5
Online ISBN: 978-981-16-8146-2
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)