Cyclodextrins are naturally oligosaccharides which had cyclic glucopyranoside units even if six units to form α -cyclodextrin ( α -CD), seven units β -cyclodextrin ( β -CD) or eight units γ -cyclodextrin ( γ -CD) and some other derivatives. It has a truncated cone shape with a hydrophobic cavity and a hydrophilic from the external surface of cyclodextrins. Gold nanoparticles incorporated with cyclodextrins enhanced optical and electrical properties of the resulting conjugates, due to the gold nanoparticles’ unique physical and chemical properties because of their surface plasmon resonance. Here is a review of gold nanoparticles/cyclodextrin’s different applications including sensing, antimicrobial effect, and their variable medical/pharmaceutical applications. Generally, gold nanoparticles and cyclodextrin conjugates showed developed and pronounced advantages due to their biocompatibility and enhanced physical and electric properties.
Connors, K.A. (1997) The Stability of Cyclodextrin Complexes in Solution. Chemical Reviews, 97, 1325-1358. https://doi.org/10.1021/cr960371r
Ramos, D.S., Da Silva, P.B., Spósito, L., De Toledo, L.G., Bonifácio, B.V., Rodero, C.F., Dos Santos, K.C., Chorilli, M. and Bauab, T.M. (2018) Nanotechnology-Based Drug Delivery Systems for Control of Microbial Biofilms: A Review. International Journal of Nanomedicine, 13, 1179-1213. https://doi.org/10.2147/IJN.S146195
Li, S. and Purdy, W.C. (1992) Cyclodextrins and Their Applications in Analytical Chemistry. Chemical Reviews, 92, 1457-1470. https://doi.org/10.1021/cr00014a009
Coelho, L., Almeida, I.F., Sousa Lobo, J.M. and Sousa e Silva, J.P. (2018) Photostabilization Strategies of Photosensitive Drugs. International Journal of Pharmaceutics, 541, 19-25. https://doi.org/10.1016/j.ijpharm.2018.02.012
Das, S.K., Kahali, N., Bose, A. and Khanam, J. (2018) Physicochemical Characterization and in Vitro Dissolution Performance of Ibuprofen-Captisol® (Sulfobutylether Sodium Salt of β-CD) Inclusion Complexes. Journal of Molecular Liquids, 261, 239-249. https://doi.org/10.1016/j.molliq.2018.04.007
Adeoye, O., Costa, C., Casimiro, T., Aguiar-Ricardo, A. and Cabral-Marques, H. (2018) Preparation of Ibuprofen/Hydroxypropyl-γ-Cyclodextrin Inclusion Complexes Using Supercritical CO2-Assisted Spray Drying. The Journal of Supercritical Fluids, 133, 479-485. https://doi.org/10.1016/j.supflu.2017.11.009
Wu, Y., Xiao, Y., Yue, Y., Zhong, K., Zhao, Y. and Gao, H. (2020) A Deep Insight into Mechanism for Inclusion of 2R, 3R-Dihydromyricetin with Cyclodextrins and the Effect of Complexation on Antioxidant and Lipid-Lowering Activities. Food Hydrocolloids, 103, Article ID: 105718. https://doi.org/10.1016/j.foodhyd.2020.105718
Guzzo, T., Mandaliti, W., Nepravishta, R., Aramini, A., Bodo, E., Daidone, I., Paci, M., et al. (2016) Conformational Change in the Mechanism of Inclusion of Ketoprofen in β-Cyclodextrin: NMR Spectroscopy, ab Initio Calculations, Molecular Dynamics Simulations, and Photoreactivity. The Journal of Physical Chemistry B, 120, 10668-10678. https://doi.org/10.1021/acs.jpcb.6b07913
Yang, X., Zhao, Y., Chen, Y., Liao, X., Gao, C., Xiao, D., Yang, B., et al. (2013) Host-Guest Inclusion System of Mangiferin with β-Cyclodextrin and Its Derivatives. Materials Science and Engineering: C, 33, 2386-2391. https://doi.org/10.1016/j.msec.2013.02.002
Pereva, S., Nikolova, V., Sarafska, T., Angelova, S., Spassov, T. and Dudev, T. (2020) Inclusion Complexes of Ibuprofen and β-Cyclodextrin: Supramolecular Structure and Stability. Journal of Molecular Structure, 1205, Article ID: 127575. https://doi.org/10.1016/j.molstruc.2019.127575
Ciulu-Costinescu, F., Podgoreanu, P., Delcaru, C., Simionescu, A., Georgescu, E.F., Bostan, M. and Chifiriuc, M.C. (2019) Antimicrobial Assay of a Capsaicin-α-Cyclodextrin Inclusion Complex against Planktonic and Adherent Cells. Farmacia, 67, 496-503. https://doi.org/10.31925/farmacia.2019.3.18
Guan, M.Y., Shi, R., Zheng, Y.Y., Zeng, X., Fan, W.Y., Wang, Y.G. and Su, W.W. (2020) Characterization, in Vitro and in Vivo Evaluation of Naringenin-Hydroxypropyl-β-Cyclodextrin Inclusion for Pulmonary Delivery. Molecules, 25, Article ID: 554. https://doi.org/10.3390/molecules25030554
Ivansyah, A.L., Nurhidayah, E.S., Sundari, C.D.D., Martoprawiro, M.A. and Buchari, B. (2019) Computational Study of Inclusion Complex between Omeprazole Enantiomer and β-Cyclodextrin: NBO and RDG Analysis. Journal of Physics: Conference Series, 1402, Article ID: 055068. https://doi.org/10.1088/1742-6596/1402/5/055068
Carneiro, S.B., Duarte, C., ílary, F., Heimfarth, L., Quintans, S., de Souza, J., et al. (2019) Cyclodextrin-Drug Inclusion Complexes: In Vivo and in Vitro Approaches. International Journal of Molecular Sciences, 20, Article ID: 642. https://doi.org/10.3390/ijms20030642
Gentili, A. (2020) Cyclodextrin-Based Sorbents for Solid Phase Extraction. Journal of Chromatography A, 1609, Article ID: 460654. https://doi.org/10.1016/j.chroma.2019.460654
García-Pérez, P., Losada-Barreiro, S., Gallego, P. P. and Bravo-Díaz, C. (2019) Cyclodextrin-Elicited Bryophyllum Suspension Cultured Cells: Enhancement of the Production of Bioactive Compounds. International Journal of Molecular Sciences, 20, Article ID: 5180. https://doi.org/10.3390/ijms20205180
Paczkowska, M., Szymanowska-Powałowska, D., Mizera, M., Siąkowska, D., Błaszczak, W., Piotrowska-Kempisty, H. and Cielecka-Piontek, J. (2019) Cyclodextrins as Multifunctional Excipients: Influence of Inclusion into β-Cyclodextrin on Physicochemical and Biological Properties of Tebipenem Pivoxil. PloS ONE, 14, e0210694. https://doi.org/10.1371/journal.pone.0210694
de Almeida Magalhães, T.S.S., de Oliveira Macedo, P.C., Kawashima Pacheco, S.Y., Silva, S.S.D., Barbosa, E.G., Pereira, R.R., et al. (2020) Development and Evaluation of Antimicrobial and Modulatory Activity of Inclusion Complex of Euterpe oleracea Mart Oil and β-Cyclodextrin or HP-β-Cyclodextrin. International Journal of Molecular Sciences, 21, Article ID: 942. https://doi.org/10.3390/ijms21030942
da CunhaTrajano, V.C., Brasileiro, C.B., de Souza Henriques, J.A., de Miranda Cota, L., Lanza, C.R. and Cortés, M.E. (2019) Doxycycline Encapsulated in β-Cyclodextrin for Periodontitis: A Clinical Trial. Brazilian Oral Research, 33, Article ID: 0112. https://doi.org/10.1590/1807-3107bor-2019.vol33.0112
Santos, C.I., Ribeiro, A.C. and Esteso, M.A. (2019) Drug Delivery Systems: Study of Inclusion Complex Formation between Methylxanthines and Cyclodextrins and Their Thermodynamic and Transport Properties. Biomolecules, 9, Article ID: 196. https://doi.org/10.3390/biom9050196
Zhang, J.Q., Wu, D., Jiang, K.M., Zhang, D., Zheng, X., Wan, C.P., Lin, J., et al. (2015) Preparation, Spectroscopy and Molecular Modelling Studies of the Inclusion Complex of Cordycepin with Cyclodextrins. Carbohydrate Research, 406, 55-64. https://doi.org/10.1016/j.carres.2015.01.005
Ren, Z., Xu, Y., Lu, Z., Wang, Z., Chen, C., Guo, Y., Zheng, Y., et al. (2019) Construction of a Water-Soluble and Photostable Rubropunctatin/β-Cyclodextrin Drug Carrier. RSC Advances, 9, 11396-11405. https://doi.org/10.1039/C9RA00379G
Ko, N.R., Van, S.Y., Hong, S.H., Kim, S.Y., Kim, M., Lee, J.S., Oh, S.J., et al. (2020) Dual pH-and GSH-Responsive Degradable PEGylated Graphene Quantum Dot-Based Nanoparticles for Enhanced HER2-Positive Breast Cancer Therapy. Nanomaterials, 10, Article ID: 91. https://doi.org/10.3390/nano10010091
Bezamat, J.M., Yokaichiya, F., Franco, M.K.D., Castro, S.R., de Paula, E. and Cabeça, L.F. (2020) Complexation of the Local Anesthetic Pramoxine with Hydroxypropyl-Beta-Cyclodextrin Can Improve Its Bioavailability. Journal of Drug Delivery Science and Technology, 55, Article ID: 101475. https://doi.org/10.1016/j.jddst.2019.101475
Moradi, S., Barati, A., Tonelli, A.E. and Hamedi, H. (2020) Chitosan-Based Hydrogels Loading with Thyme Oil Cyclodextrin Inclusion Compounds: From Preparation to Characterization. European Polymer Journal, 122, Article ID: 109303. https://doi.org/10.1016/j.eurpolymj.2019.109303
Andriotis, E.G., Eleftheriadis, G.K., Karavasili, C. and Fatouros, D.G. (2020) Development of Bio-Active Patches Based on Pectin for the Treatment of Ulcers and Wounds Using 3D-Bioprinting Technology. Pharmaceutics, 12, Article ID: 56. https://doi.org/10.3390/pharmaceutics12010056
Fenyvesi, E., Vikmon, M. and Szente, L. (2016). Cyclodextrins in Food Technology and Human Nutrition: Benefits and Limitations. Critical Reviews in Food Science and Nutrition, 56, 1981-2004. https://doi.org/10.1080/10408398.2013.809513
Pourreza, N. and Naghdi, T. (2017) D-Limonene as a Green Bio-Solvent for Dispersive Liquid-Liquid Microextraction of β-Cyclodextrin Followed by Spectrophotometric Determination. Journal of Industrial and Engineering Chemistry, 51, 71-76. https://doi.org/10.1016/j.jiec.2017.02.016
da Silva Júnior, W.F., de Oliveira Pinheiro, J.G., Moreira, C.D., de Souza, F.J. and de Lima, á.A. (2017) Alternative Technologies to Improve Solubility and Stability of Poorly Water-Soluble Drugs. In: Grumezescu, A.M., Ed., Multifunctional Systems for Combined Delivery, Biosensing and Diagnostics, Elsevier, Singapore, 281-305. https://doi.org/10.1016/B978-0-323-52725-5.00015-0
Banerjee, R., Sinha, R. and Purkayastha, P. (2019) β-Cyclodextrin Encapsulated Coumarin 6 on Graphene Oxide Nanosheets: Impact on Ground-State Electron Transfer and Excited-State Energy Transfer. ACS Omega, 4, 16153-16158. https://doi.org/10.1021/acsomega.9b02335
Mie, G. (1908) Articles on the Optical Characteristics of Turbid Tubes, Especially Colloidal Metal Solutions. Annalen der Physik, 330, 377-445. https://doi.org/10.1002/andp.19083300302
Gao, X.Y., Chen, G. and Ning, L.H. (2013) Plasmonic Characteristics of Nanorod-Based Metallic Nanostructures. Optics & Laser Technology, 48, 394-400. https://doi.org/10.1016/j.optlastec.2012.10.036
Mulvaney, P. (1996) Surface Plasmon Spectroscopy of Nanosized Metal Particles. Langmuir, 12, 788-800. https://doi.org/10.1021/la9502711
Stephan, L. and El-Sayed, M.A. (1999) Spectral Properties and Relaxation Dynamics of Surface Plasmon Electronic Oscillations in Gold and Silver Nanodots and Nanorods. The Journal of Physical Chemistry B, 103, 8410-8426. https://doi.org/10.1021/jp9917648
Ralph, W. (2001) A Clearer Vision for in Vivo Imaging. Nature Biotechnology, 19, 316-317. https://doi.org/10.1038/86684
Jiang, Z.M., Li, G.Y. and Zhang, M.X. (2017) A Novel Electrochemical Sensor Based on SH-β-Cyclodextrin Functionalized Gold Nanoparticles/Reduced-Graphene Oxide Nanohybrids for Ultrasensitive Electrochemical Sensing of Acetaminophen and Ofloxacin. International Journal of Electrochemical Science, 12, 5157-5173. https://doi.org/10.20964/2017.06.28
Shin, M.J. and Shin, J.S. (2020) A Molecularly Imprinted Polymer Undergoing a Color Change Depending on the Concentration of Bisphenol A. Microchimica Acta, 187, Article No. 44. https://doi.org/10.1007/s00604-019-4050-0
Yang, Y. (2016) Electrochemical Sensor for Ultrasensitive Determination of Bisphenol ABased on Gold Nanoparticles/β-Cyclodextrin Functionalized Reduced Graphene Oxide Nanocomposite. International Journal of Electrochemical Science, 11, 2778-2789. https://doi.org/10.20964/110402778
Luo, S.X., Wu, Y.H., Mou, Q.S., Li, J.H. and Luo, X.X. (2019) A Thio-β-Cyclodextrin Functionalized Graphene/Gold Nanoparticle Electrochemical Sensor: A Study of the Size Effect of the Gold Nanoparticles and the Determination of Tetrabromobisphenol A. RSC Advances, 9, 17897-17904. https://doi.org/10.1039/C9RA02614B
Manickam, P., Vashist, A., Madhu, S., Sadasivam, M., Sakthivel, A., Kaushik, A. and Nair, M. (2020) Gold Nanocubes Embedded Biocompatible Hybrid Hydrogels for Electrochemical Detection of H2O2. Bioelectrochemistry, 131, Article ID: 107373. https://doi.org/10.1016/j.bioelechem.2019.107373
Yadav, M., Das, M., Bhatt, S., Shah, P., Jadeja, R. and Thakore, S. (2021) Rapid Selective Optical Detection of Sulfur Containing Agrochemicals and Amino Acid by Functionalized Cyclodextrin Polymer Derived Gold Nanoprobes. Microchemical Journal, 169, Article ID: 106630. https://doi.org/10.1016/j.microc.2021.106630
Neri, G., Cordaro, A., Scala, A., Cordaro, M., Mazzaglia, A. and Piperno, A. (2021) PEGylated Bis-Adamantane Carboxamide as Guest Bridge for Graphene Poly-Cyclodextrin Gold Nanoassemblies. Journal of Molecular Structure, 1240, Article ID: 130519. https://doi.org/10.1016/j.molstruc.2021.130519
Kapan, B., Kurbanoglu, S., Esenturk, E.N., Soylemez, S. and Toppare, L. (2021) Electrochemical Catechol Biosensor Based on β-Cyclodextrin Capped Gold Nanoparticles and Inhibition Effect of Ibuprofen. Process Biochemistry, 108, 80-89. https://doi.org/10.1016/j.procbio.2021.06.004
Wu, H., Fang, F., Wang, C., Hong, X., Chen, D. and Huang, X. (2021) Selective Molecular Recognition of LowDensity Lipoprotein Based on β-Cyclodextrin Coated Electrochemical Biosensor. Biosensors, 11, Article ID: 216. https://doi.org/10.3390/bios11070216
Olmo, J.A.D., Ruiz-Rubio, L., Pérez-Alvarez, L., Sáez-Martínez, V. and Vilas-Vilela, J.L. (2020) Antibacterial Coatings for Improving the Performance of Biomaterials. Coatings, 10, Article ID: 139. https://doi.org/10.3390/coatings10020139
Raquel, B., Nerín, C. and Filomena, S. (2020) Encapsulation Systems for Antimicrobial Food Packaging Components: An Update. Molecules, 25, Article ID: 1134. https://doi.org/10.3390/molecules25051134
Bindhu, M.R., Saranya, P., Sheeba, M., Vijilvani, C., Rejiniemon, T.S., Al-Mohaimeed, A.M., AbdelGawwad, M.R. and Elshikh, M.S. (2021) Functionalization of Gold Nanoparticles by β-Cyclodextrin as a Probe for the Detection of Heavy Metals in Water and Photocatalytic Degradation of Textile Dye. Environmental Research, 201, Article ID: 111628. https://doi.org/10.1016/j.envres.2021.111628
Qu, H.N., Yang, L.R., Yu, J.M., Dong, T.T., Rong, M., Zhang, J.F., Xing, H.F., Wang, L., Pan, F. and Liu, H.Z. (2017) A Redox Responsive Controlled Release System Using Mesoporous Silica Nanoparticles Capped with Au Nanoparticles. RSC Advances, 7, 35704-35710. https://doi.org/10.1039/C7RA04444E
Trapani, M., Scala, A., Mineo, P.G., Pistone, A., Díaz-Moscoso, A., Fragoso, A., Scolaro, L.M. and Mazzaglia, A. (2021) Thiolated Amphiphilic β-Cyclodextrin-Decorated Gold Colloids: Synthesis, Supramolecular Nanoassemblies and Controlled Release of Dopamine. Journal of Molecular Liquids, 336, Article ID: 116880. https://doi.org/10.1016/j.molliq.2021.116880
Qiu, J.R., Kong, L.D., Cao, X.Y., Li, A.J., Wei, P., Lu, W., Mignani, S., Caminade, A.M., Majoral, J.P. and Shi, X.Y. (2018) Enhanced Delivery of Therapeutic siRNA into Glioblastoma Cells Using Dendrimer-Entrapped Gold Nanoparticles Conjugated with β-Cyclodextrin. Nanomaterials, 8, Article ID: 131. https://doi.org/10.3390/nano8030131
Pestovsky, Y.S. and Martínez-Antonio, A. (2018) Gold Nanoparticles with Immobilized β-Cyclodextrin-Capsaicin Inclusion Complex for Prolonged Capsaicin Release. IOP Conference Series: Materials Science and Engineering, 389, Article ID: 012030. https://doi.org/10.1088/1757-899X/389/1/012030