Browsing by Subject "Inclusion complex"
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Item Open Access Antibacterial electrospun nanofibers from triclosan/cyclodextrin inclusion complexes(Elsevier, 2014) Celebioglu A.; Umu, O. C. O.; Tekinay, T.; Uyar, TamerThe electrospinning of nanofibers (NF) from cyclodextrin inclusion complexes (CD-IC) with an antibacterial agent (triclosan) was achieved without using any carrier polymeric matrix. Polymer-free triclosan/CD-IC NF were electrospun from highly concentrated (160% CD, w/w) aqueous triclosan/CD-IC suspension by using two types of chemically modified CD; hydroxypropyl-beta-cyclodextrin (HPβCD) and hydroxypropyl-gamma-cyclodextrin (HPγCD). The morphological characterization of the electrospun triclosan/CD-IC NF by SEM elucidated that the triclosan/HPβCD-IC NF and triclosan/HPγCD-IC NF were bead-free having average fiber diameter of 520±250nm and 1100±660nm, respectively. The presence of triclosan and the formation of triclosan/CD-IC within the fiber structure were confirmed by 1H-NMR, FTIR, XRD, DSC, and TGA studies. The initial 1:1molar ratio of the triclosan:CD was kept for triclosan/HPβCD-IC NF after the electrospinning and whereas 0.7:1molar ratio was observed for triclosan/HPγCD-IC NF and some uncomplexed triclosan was detected suggesting that the complexation efficiency of triclosan with HPγCD was lower than that of HPβCD. The antibacterial properties of triclosan/CD-IC NF were tested against Gram-negative (Escherichia coli) and Gram-positive (Staphylococcus aureus) bacteria. It was observed that triclosan/HPβCD-IC NF and triclosan/HPγCD-IC NF showed better antibacterial activity against both bacteria compared to uncomplexed pure triclosan.Item Open Access Antibacterial electrospun poly(lactic acid) (PLA) nanofibrous webs incorporating triclosan/cyclodextrin inclusion complexes(2013) Kayaci F.; Umu O.C.O.; Tekinay, T.; Uyar, T.Solid triclosan/cyclodextrin inclusion complexes (TR/CD-IC) were obtained and then incorporated in poly(lactic acid) (PLA) nanofibers via electrospinning. α-CD, β-CD, and γ-CD were tested for the formation of TR/CD-IC by a coprecipitation method; however, the findings indicated that α-CD could not form an inclusion complex with TR, whereas β-CD and γ-CD successfully formed TR/CD-IC crystals, and the molar ratio of TR to CD was found to be 1:1. The structural and thermal characteristics of TR/CD-IC were investigated by 1H NMR, FTIR, XRD, DSC, and TGA studies. Then, the encapsulation of TR/β-CD-IC and TR/γ-CD-IC in PLA nanofibers was achieved. Electrospun PLA and PLA/TR nanofibers obtained for comparison were uniform, whereas the aggregates of TR/CD-IC crystals were present and distributed within the PLA fiber matrix as confirmed by SEM and XRD analyses. The antibacterial activity of these nanofibrous webs was investigated. The results indicated that PLA nanofibers incorporating TR/CD-IC showed better antibacterial activity against Staphylococcus aureus and Escherichia coli bacteria compared to PLA nanofibers containing only TR without CD-IC. Electrospun nanofibrous webs incorporating TR/CD-IC may be applicable in active food packaging due to their very high surface area and nanoporous structure as well as efficient antibacterial property. © 2013 American Chemical Society.Item Open Access Antioxidant vitamin E/cyclodextrin inclusion complex electrospun nanofibers: enhanced water solubility, prolonged shelf life, and photostability of vitamin E(American Chemical Society, 2017) Çelebioğlu, Aslı; Uyar, TamerHere, we demonstrated the electrospinning of polymer-free nanofibrous webs from inclusion complex (IC) between hydroxypropyl-β-cyclodextrin (HPβCD) and Vitamin E (Vitamin E/HPβCD-IC NF). The inclusion complexation between HPβCD and Vitamin E was prepared by using two different molar ratios (Vitamin E/HPβCD; 1:2 and 1:1), which correspond to theoretical value of ∼13% (w/w) and 26% (w/w) loading of Vitamin E in the nanofiber (NF) matrix. After electrospinning and storage, a very high loading of Vitamin E (up to ∼11% w/w, with respect to fiber matrix) was preserved in Vitamin E/HPβCD-IC NF. Because of the cyclodextrin inclusion complexation, only a minimal weight loss (only ∼2% w/w) was observed. While pure Vitamin E is insoluble in water, Vitamin E/HPβCD-IC NF web has displayed fast-dissolving behavior. Because of the greatly enhanced water-solubility of Vitamin E, Vitamin E/HPβCD-IC NF web has shown effective antioxidant activity. Additionally, Vitamin E/HPβCD-IC NF web has provided enhanced photostability for the sensitive Vitamin E by the inclusion complexation in which Vitamin E/HPβCD-IC NF still kept its antioxidant activity even after exposure to UV-light. Moreover, a 3 year-old Vitamin E/HPβCD-IC NF sample has shown very similar antioxidant efficiency when compared with freshly prepared Vitamin E/HPβCD-IC NF indicating that long-term stability was achieved for Vitamin E in the CD-IC fiber matrix. In brief, our results suggested that polymer-free electrospun Vitamin E/HPβCD-IC nanofibrous webs could have potential applications in food, pharmaceuticals, and healthcare thanks to its efficient antioxidant activity along with enhanced water-solubility, prolonged shelf life, and high photostability of Vitamin E.Item Open Access Antioxidant α-tocopherol/γ-cyclodextrin–inclusion complex encapsulated poly(lactic acid) electrospun nanofibrous web for food packaging(John Wiley and Sons Inc., 2017-01) Aytac, Z.; Keskin, N. O. S.; Tekinay, T.; Uyar, Tamerα-Tocopherol (α-TC) and α-TC/cyclodextrin (CD)–inclusion complex (IC) incorporated electrospun poly(lactic acid) (PLA) nanofibers (NF) were developed via electrospinning (PLA/α-TC–NF and PLA/α-TC/γ-CD–IC–NF). The release of α-TC into 95% ethanol (fatty food simulant) was much greater from PLA/α-TC/γ-CD–IC–NF than from PLA/α-TC–NF because of the solubility increase in α-TC; this was confirmed by a phase-solubility diagram. 2,2-Diphenyl-1-picrylhydrazyl radical-scavenging assay shows that PLA/α-TC–NF and PLA/α-TC/γ-CD–IC–NF had 97% antioxidant activities; this value was expected to be high enough to inhibit lipid oxidation. PLA/α-TC–NF and PLA/α-TC/γ-CD–IC–NF were tested directly on beef with the thiobarbituric acid reactive substance (TBARS) method, and the nanofibers displayed a lower TBARS content than the unpackaged meat sample. Thus, active packaging significantly enhanced the oxidative stability of the meat samples at 4 °C. In conclusion, PLA/α-TC/γ-CD–IC–NF was shown to be promising as an active food-packaging material for prolonging the shelf life of foods.Item Open Access Cyclodextrin functionalized poly(methyl methacrylate) (PMMA) electrospun nanofibers for organic vapors waste treatment(Elsevier BV, 2010) Uyar, Tamer; Havelund, R.; Nur, Y.; Balan, A.; Hacaloglu, J.; Toppare, L.; Besenbacher, F.; Kingshott, P.Poly(methyl methacrylate) (PMMA) nanofibers containing the inclusion complex forming betacyclodextrin (_-CD) were successfully produced by means of electrospinning in order to develop functional nanofibrous webs for organic vapor waste treatment. Electrospinning of uniform PMMA nanofibers containing different loadings of _-CD (10%, 25% and 50% (w/w)) was achieved. The surface sensitive spectroscopic techniques; X-ray photoelectron spectroscopy (XPS) and time-of-flight secondary ion mass spectrometry (ToF-SIMS) showed that some of the _-CD molecules are present on the surface of the PMMA nanofibers, which is essential for the trapping of organic vapors by inclusion complexation. Direct pyrolysis mass spectrometry (DP-MS) studies showed that PMMA nanowebs containing _-CD can entrap organic vapors such as aniline, styrene and toluene from the surroundings due to inclusion complexation with _-CD that is present on the fiber surface. Our study showed that electrospun nanowebs functionalized with cyclodextrinsmayhave the potential to be used as molecular filters and/or nanofilters for the treatment of organic vapor waste and air filtration purposes.Item Open Access Development of multifunctional nanofibrous materials via electrospinning(Bilkent University, 2014) Kayacı, FatmaElectrospun nanofibers are very attractive for many applications including functional textile, biomedical, energy, sensor, biotechnology, food packaging and filtration due to their large surface area to volume ratio, pores in nano range, high encapsulation efficiency, low basis weight and design flexibility for physical/chemical modification. Cyclodextrins (CD) are applicable in several industries such as pharmaceutical, cosmetic, textile, functional food and filtration owing to their intriguing ability to form non-covalent host-guest inclusion complexes (IC) with a variety of molecules. Furhermore, atomic layer deposition (ALD) technique can be effectively used to deposit metal oxides onto temperature-sensitive polymeric substrates. In this dissertation, initially, CD-IC of bioactive compounds (vanillin, eugenol, geraniol, triclosan) having antibacterial and/or antioxidant properties were incorporated into electrospun nanofibers via electrospinning. Higher thermal stability, controlled/sustained release, enhanced solubility and functionality of these compounds have been provided by CD-IC. These specific properties of CD-IC have been combined with high surface area and nanoporous structure of electrospun nanofibers. Thereby, the resulting functional nanofibrous materials can be quite applicable in active food packaging in order to prevent foodborne diseases by providing safety/quality of nutrition and extending shelf life of food. On the other hand, CD incorporated electrospun nanofibers have also been developed for efficient removal of unpleasant odors, hazardous organic waste molecules from air by taking advantages of not only high surface area and nanoporous structure of nanofibers but also IC capability of CD. Since CD are water soluble, CD polymer (CDP) coated onto nanofibers have been also obtained for molecular filtration of polyaromatic hydrocarbons from aqueous environment. Moreover, metal oxides (ZnO, TiO2) have been deposited onto electrospun nanofibers via ALD in order to develop efficient and energy saving innovative nanofibrous membrane materials for water purification and waste treatment. Thus, organic pollutants in water have been effectively disintegrated by photocatalytic activity of these nanofibrous filtering materials having high surface area. Overall, the multifunctional electrospun nanofibrous materials have been improved by incorporating CD-IC or CD into the fiber matrix; by coating either CDP or metal oxides (ZnO, TiO2) onto fiber surface to enhance possible applications of nanofibers for filtration, food packaging, functional textiles, etc.Item Open Access Drug delivery system based on cyclodextrin-naproxen inclusion complex incorporated in electrospun polycaprolactone nanofibers(Elsevier, 2014) Canbolat, M. F.; Celebioglu A.; Uyar, TamerIn this study, we select naproxen (NAP) as a reference drug and electrospun poly (e-caprolactone) (PCL) nanofibers as a fibrous matrix for our drug-delivery system. NAP was complexed with beta-cyclodextrin (βCD) to form inclusion complex (NAP-βCD-IC) and then NAP-βCD-IC was incorporated into PCL nanofibers via electrospinning. The incorporation of NAP without CD-IC into electrospun PCL was also carried out for a comparative study. Our aim is to analyze the release profiles of NAP from PCL/NAP and PCL/NAP-βCD-IC nanofibers and we investigate the effect of CD-IC on the release behavior of NAP from the nanofibrous PCL matrix. The characterization of NAP-βCD-IC and the presence of CD-IC in PCL/NAP-βCD-IC nanofibers were studied by FTIR, XRD, TGA, NMR and SEM. The SEM imaging of the electrospun PCL/NAP and PCL/NAP-βCD-IC nanofibers reveal that the average fiber diameter of these nanofibers is around 300. nm, in addition, the aggregates of CD-IC in PCL/NAP-βCD-IC nanofibers is observed. The release study of NAP in buffer solution elucidate that the PCL/NAP-βCD-IC nanofibers have higher release amount of NAP than the PCL/NAP nanofibers due to the solubility enhancement of NAP by CD-IC.Item Open Access The effect of cucurbit[n]uril on the solubility, morphology, and the photophysical properties of nonionic conjugated polymers in an aqueous medium(2010) Tuncel, D.; Artar, M.; Hanay, S. B.The effects of cucurbit[n]uril on the dissolution and the photophysical properties of nonionic conjugated polymers in water are described. For this purpose, a fluorine-based polymer, namely, poly[9,9-bis{6(N,N-dimethylamino) hexyl}fluorene-co-2,5-thienylene (PFT) was synthesized and characterized by spectroscopic techniques including 1D and 2D NMR, UV-vis, fluorescent spectroscopy, and matrix-assisted laser desorption mass spectrometry (MALDI-MS). For the first time, it was demonstrated that a nonionic conjugated polymer can be made soluble in water through an inclusion complex formation with CB8. The structure of the complex was elucidated by NMR experiments including 1H and selective 1D-NOESY. This complex emits green and is highly fluorescent with fluorescent quantum yield of 35%. In contrast, CB6 or water-soluble CB7 although they are chemically identical to CB8 do not have any effect on the dissolution and photophysical properties of PFT. By preparing a protonated version of PFT, the optical properties of PFT in methanol, protonated PFT and PFT@CB8 in water have been studied and compared. It was also observed that the morphology of the polymer PFT was affected by the presence of CB8. Thus CB8-assisted self-assembly of polymer chains leads to vesicles formation; these structures were characterized by DLS, AFM, SEM, and TEM fluorescent optical microscopy.Item Unknown Efficient encapsulation of citral in fast-dissolving polymer-free electrospun nanofibers of cyclodextrin inclusion complexes: High thermal stability, longer shelf-life, and enhanced water solubility of citral(MDPI AG, 2018) Aytaç, Zeynep; Çelebioğlu, Aslı; Yildız, Zehra İrem; Uyar, TamerHere, we report a facile production of citral/cyclodextrin (CD) inclusion complex (IC) nanofibers (NFs) from three types of CDs (hydroxypropyl-beta-cyclodextrin (HPβCD), hydroxypropyl-gamma-cyclodextrin (HPγCD), and methylated-beta-cyclodextrin (MβCD)) by an electrospinning technique without the need of any polymeric carrier matrix. Self-standing nanofibrous webs of citral/CD-IC nanofibers (citral/CD-IC-NF) with uniform fiber morphology have been successfully electrospun from aqueous solutions of citral/CD-IC. Thanks to the inclusion complex formed with CDs, the efficient preservation of citral (up to ~80%) in citral/CD-IC-NFs was observed. In addition, the citral/CD-IC-NFs have shown ~50% preservation of citral for 15 days at room temperature even though citral has a highly volatile nature. The enhanced thermal stability of citral (~100-300◦C) in citral/CD-IC-NFs compared to pure citral (~50-165◦C) has been observed. Moreover, citral/CD-IC-NFs tended to disintegrate in water very quickly. To summarize, citral was efficiently encapsulated in citral/CD-IC-NFs, and these citral/CD-IC-NFs have been shown to be fast dissolving. In citral/CD-IC-NFs, citral/CD-ICs have enhanced water solubility of citral along with high-temperature stability and a longer shelf-life.Item Unknown Electrospinning of cyclodextrin functionalized nanofibers and their applications(Bilkent University, 2016-08) Aytaç, ZeynepElectrospinning is a widely used versatile method to produce nanofibers with high surface to volume ratio and porous structure. Owing to the unique properties, electrospun nanofibers are of great importance as a carrier matrix for drugs; antioxidant, and antibacterial agents, flavour/fragrances. Though polymers are material of choice for producing electrospun nanofibers, it is likely to obtain nanofibers from low molecular weight molecules. Cyclodextrin (CDs) are intriguing molecules having the capability of forming inclusion complex (IC) with numerous guest molecules such as drugs, food additives, flavour/fragrances, antioxidant and antibacterial agents. Therefore, CD-ICs enhance solubility, reduce volatility, and provide controlled release of the guest molecules. Integrating CD-ICs with electrospinning opens a new door to produce remarkable materials. In this thesis, nanofibers containing CD-ICs of bioactive agents including antioxidant/antibacterial and flavour/fragrance molecules were produced via electrospinning technique. Firstly, CD-ICs of antioxidant/antibacterial compounds (gallic acid, α-tocopherol, quercetin, and thymol) were synthesized and then, added into polylactic acid or zein solutions to produce CD-IC incorporated electrospun polymeric nanofibers. Afterwards, the release behavior, antioxidant and antibacterial activity of these nanofibers were investigated. In addition, the potential use of these nanofibers as active food packaging and delivery material was revealed by packing meat samples by these nanofibers. Secondly, electrospun nanofibers were developed as a releasing material from CD-ICs of volatile flavour/fragrance molecules (geraniol, limonene, and linalool) without using polymeric matrix. The preservation of volatile compounds is shown to be possible to a great extent with antibacterial CD-IC nanofibers. Furthermore, the shelf life of flavour/fragrance molecules has been enhanced at least 50 days by CD-IC nanofibers. Finally, for the first time in the literature core-shell nanofibers were designed by using CD-IC of curcumin, an antioxidant molecule and polylactic acid solutions as core and shell, respectively. The ability of core-shell nanofibers as a drug delivery carrier was suggested by release and antioxidant activity tests. To conclude, CD-IC incorporated electrospun nanofibers produced by three different approach is shown to be used as efficient material for various applications particularly for food packaging and drug delivery.Item Open Access Electrospinning of cyclodextrin/linalool-inclusion complex nanofibers: fast-dissolving nanofibrous web with prolonged release and antibacterial activity(Elsevier, 2017-09) Aytac Z.; Yildiz, Z. I.; Kayaci-Senirmak, F.; Tekinay, T.; Uyar, TamerThe volatility and limited water solubility of linalool is a critical issue to be solved. Here, we demonstrated the electrospinning of polymer-free nanofibrous webs of cyclodextrin/linalool-inclusion complex (CD/linalool-IC-NFs). Three types of modified cyclodextrin (HPβCD, MβCD, and HPγCD) were used to electrospin CD/linalool-IC-NFs. Free-standing CD/linalool-IC-NFs facilitate maximum loading of linalool up to 12% (w/w). A significant amount of linalool (45–89%) was preserved in CD/linalool-IC-NFs, due to enhancement in the thermal stability of linalool by cyclodextrin inclusion complexation. Remarkably, CD/linalool-IC-NFs have shown fast-dissolving characteristics in which these nanofibrous webs dissolved in water within two seconds. Furthermore, linalool release from CD/linalool-IC-NFs inhibited growth of model Gram-negative (E. coli) and Gram-positive (S. aureus) bacteria to a great extent. Briefly, characteristics of liquid linalool have been preserved in a solid nanofiber form and designed CD/linalool-IC-NFs confer high loading capacity, enhanced shelf life and strong antibacterial activity of linalool.Item Open Access Electrospun nanowebs incorporating essential oil/cyclodextrin inclusion complexes(Fiber Society, 2012) Kayaci, F.; Ertas, Y.; Uyar, T.In this study, we aimed to produce functional polyvinyl alcohol (PVA) electrospun nanowebs containing essential oil; eugenol (EG), that have long-term durability and high temperature stability due to cyclodextrin (CD) inclusion complexation.Item Open Access Electrospun nylon 6,6 nanofibers functionalized with cyclodextrins for removal of toluene vapor(John Wiley and Sons Inc., 2015) Kayaci, F.; Sen, H. S.; Durgun, Engin; Uyar, TamerFunctional nylon 6,6 nanofibers incorporating cyclodextrins (CD) were developed via electrospinning. Enhanced thermal stability of the nylon 6,6/CD nanofibers was observed due to interaction between CD and nylon 6,6. X-ray photoelectron spectroscopy and attenuated total reflectance Fourier transform infrared spectroscopy studies indicated the existence of some CD molecules on the surface of the nanofibers. Electrospun nylon 6,6 nanofibers without having CD were ineffective for entrapment of toluene vapor from the environment, whereas nylon 6,6/CD nanofibrous membranes can effectively entrap toluene vapor from the surrounding by taking advantage of the high surface-volume ratio of nanofibers with the added advantage of inclusion complexation capability of CD presenting on the nanofiber surface. The modeling studies for formation of inclusion complex between CD and toluene were also performed by using ab initio techniques. Our results suggest that nylon 6,6/CD nanofibrous membranes may have potential to be used as air filters for the removal of organic vapor waste from surroundings.Item Open Access Electrospun polyethylene oxide (PEO) nanofibers containing cyclodextrin inclusion complex(American Scientific Publishers, 2011) Uyar, Tamer; Hacaloglu, J.; Besenbacher, F.In this study, we obtained functional electrospun nanofibers containing stable fragrance/flavor molecule facilitated by cyclodextrin inclusion complexation. Menthol was used as a model fragrance/flavor molecule and we have electrospun poly(ethylene oxide) (PEO) nanofibers containing cyclodextrin-menthol inclusion complexes (CD-menthol-IC). We used two different solvent systems; water and water:ethanol and three types of CDs; α-CD, β-CD and γ-CD in order to find the optimal performance for the stabilization of menthol at high temperatures. We observed that the solvent system used for electrospinning process and the types of CDs (α-CD, β-CD and γ-CD) are very important to obtain CD-menthol-IC which ultimately determines the durability and temperature stability of menthol in the PEO nanofibrous web. We found out that it is better to use water rather than the water:ethanol solvent system for the inclusion complexation and additionally β-CD and γ-CD are most favorable choices since they are able to form complexation with menthol in the water solvent system. Despite the high volatility nature of menthol, our results demonstrated that the stability and temperature release of menthol was sustained to a very high and a broad temperature range (100 °C-250 °C) for PEO nanowebs containing CD-menthol-IC whereas the PEO nanofibers without CD and without CD-menthol complex could not preserve menthol even during storage. In brief, the results are very encouraging and open up for a variety of new exciting possibilities for the development of multi-functional electrospun nanofibers containing cyclodextrin inclusion complexes. Copyright © 2011 American Scientific Publishers All rights reserved.Item Open Access Encapsulation of antioxidant beta-carotene by cyclodextrin complex electrospun nanofibers: solubilization and stabilization of beta-carotene by cyclodextrins(Elsevier BV, 2023-04-29) Yıldız, Zehra İrem; Topuz, Fuat; Kılıç, Mehmet Emin; Durgun, Engin; Uyar, TamerCarotenoids act as effective antioxidant defense systems in humans as they scavenge molecular oxygen and peroxyl radicals. However, their poor water solubility and being susceptible to degradation driven by light and oxygen hinder their bioactivity, therefore, they should be stabilized by host matrices against oxidation. Here, β-carotene was encapsulated in electrospun cyclodextrin (CD) nanofibers to increase its water-solubility and photostability to enhance its antioxidant bioactivity. β-carotene/CD complex aqueous solutions were electrospun into nanofibers. The bead-free morphology of the β-carotene/CD nanofibers was confirmed by SEM. The formation of β-carotene/CD complexes was explored through computational modeling and experimentally by FTIR, XRD and solubility tests. The antioxidant activity of the fibers exposed to UV irradiation was demonstrated via a free radical scavenger assay, where β-carotene/CD nanofibers revealed protection against UV radiation. Overall, this work reports the water-borne electrospinning of antioxidant β-carotene/CD inclusion complex nanofibers, which stabilize the encapsulated β-carotene against UV-mediated oxidation.Item Open Access Encapsulation of vanillin/cyclodextrin inclusion complex in electrospun polyvinyl alcohol (PVA) nanowebs: prolonged shelf-life and high temperature stability of vanillin(2012-08) Kayaci, F.; Uyar, TamerWe produced functional nanowebs, containing vanillin, having prolonged shelf-life and high temperature stability facilitated by cyclodextrin (CD) inclusion complexation. Polyvinyl alcohol (PVA) nanowebs incorporating vanillin/cyclodextrin inclusion complex (vanillin/CD-IC) were produced via electrospinning technique. The vanillin/CD-IC was prepared with three types of CDs; α-CD, β-CD and γ-CD to find out the most favourable CD type for the stabilization of vanillin. PVA/vanillin/CD-IC nanofibres, having fibre diameters around ∼200 nm, were successfully electrospun from aqueous mixture of PVA and vanillin/CD-IC. Our results indicated that vanillin with enhanced durability and high temperature stability was achieved for PVA/vanillin/CD-IC nanowebs due to complexation of vanillin with CD, whereas the PVA nanofibres without CD-IC could not effectively preserve the vanillin. Additionally, we observed that PVA/vanillin/γ-CD-IC nanoweb was more effective for the stabilization and slow release of vanillin suggesting that the strength of interaction between vanillin and the γ-CD cavity is stronger when compared to α-CD and β-CD. © 2012 Elsevier Ltd. All rights reserved.Item Open Access Fabrication of electrospun Eugenol/Cyclodextrin inclusion complex nanofibrous webs for enhanced antioxidant property, water solubility, and high temperature stability(American Chemical Society, 2018) Celebioglu A.; Yildiz, Z. I.; Uyar, TamerIn this study, inclusion complexes (IC) of three cyclodextrin derivatives (HP-β-CD, HP-γ-CD, and M-β-CD) with eugenol (essential oil compound) were formed in highly concentrated aqueous solutions and then transformed into self-standing functional nanofibrous webs by electrospinning. The improved aqueous solubility of eugenol was confirmed by phase solubility diagrams, in addition, the phase solubility tests also revealed 1:1 molar ratio complexation between host:guest molecules; CD:eugenol. Even though eugenol has a volatile nature, a large amount of eugenol (∼70-95%) was preserved in eugenol/cyclodextrin inclusion complex nanofibrous webs (eugenol/CD/IC-NW). Moreover, enhanced thermal stability of eugenol was recorded for eugenol/CD/IC-NW (up to ∼310 °C) when compared to pure form of eugenol (up to ∼200 °C). The eugenol/CD/IC-NW exhibited fast dissolving behavior in water, contrary to poorly water-soluble eugenol. It was observed that the complexation between M-β-CD and eugenol was the strongest when compared to other two host CD molecules (HP-β-CD and HP-γ-CD) for eugenol/CD/IC-NW samples. The electrospun eugenol/CD/IC-NW samples have shown enhanced antioxidant activity compared to pure form of eugenol. In summary, cyclodextrin inclusion complexes of essential oil compounds, such as eugenol, in the form of self-standing nanofibrous webs may have potentials for food and oral-care applications due to their particularly large surface area along with fast-dissolving character, improved water solubility, high temperature stability, and enhanced antioxidant activity.Item Open Access Fast-dissolving electrospun gelatin nanofibers encapsulating ciprofloxacin/cyclodextrin inclusion complex(Elsevier, 2019) Aytaç, Zeynep; İpek, Semran; Erol, I.; Durgun, Engin; Uyar, TamerElectrospun gelatin nanofibrous matrix encapsulating ciprofloxacin (CIP)/hydroxypropyl-beta-cyclodextrin (HPβCD)-inclusion complex (IC) was produced via electrospinning method. Computational modeling indicated that van der Waals forces are the most significant driving forces for the complexation and hydrophobic moiety (piperazinyl) of CIP, which was included in the cavity of HPβCD. The FTIR and XRD studies indicated the formation of CIP/HPβCD host/guest complexation, FTIR also suggested that hydrophobic moiety of CIP is in the HPβCD cavity in parallel with the computational modeling results. The phase solubility diagram demonstrated that the solubility of CIP was enhanced after complexation with HPβCD. SEM images showed that electrospun gelatin nanofibers encapsulating CIP/HPβCD-IC have bead-free morphology with a diameter of ˜90 nm. The gelatin nanofibrous mat loaded with CIP/HPβCD-IC has exhibited fast-dissolving character in water compared to gelatin/CIP nanofibrous mat due to the enhanced wettability of the nanofibrous mat by HPβCD and improvement achieved in the solubility of CIP.Item Open Access Fast-dissolving, prolonged release, and antibacterial cyclodextrin/limonene-inclusion complex nanofibrous webs via polymer-free electrospinning(American Chemical Society, 2016) Aytac Z.; Yildiz, Z. I.; Kayaci-Senirmak, F.; S. Keskin, N. O.; Kusku, S. I.; Durgun, Engin; Tekinay, T.; Uyar, TamerWe have proposed a new strategy for preparing free-standing nanofibrous webs from an inclusion complex (IC) of a well-known flavor/fragrance compound (limonene) with three modified cyclodextrins (HPβCD, MβCD, and HPγCD) via electrospinning (CD/limonene-IC-NFs) without using a polymeric matrix. The experimental and computational modeling studies proved that the stoichiometry of the complexes was 1:1 for CD/limonene systems. MβCD/limonene-IC-NF released much more limonene at 37, 50, and 75 °C than HPβCD/limonene-IC-NF and HPγCD/limonene-IC-NF because of the greater amount of preserved limonene. Moreover, MβCD/limonene-IC-NF has released only 25% (w/w) of its limonene, whereas HPβCD/limonene-IC-NF and HPγCD/limonene-IC-NF released 51 and 88% (w/w) of their limonene in 100 days, respectively. CD/limonene-IC-NFs exhibited high antibacterial activity against E. coli and S. aureus. The water solubility of limonene increased significantly and CD/limonene-IC-NFs were dissolved in water in a few seconds. In brief, CD/limonene-IC-NFs with fast-dissolving character enhanced the thermal stability and prolonged the shelf life along with antibacterial properties could be quite applicable in food and oral care applications.Item Open Access Functional electrospun polymeric nanofibers incorporating geraniol-cyclodextrin inclusion complexes: high thermal stability and enhanced durability of geraniol(Elsevier Ltd, 2014) Kayaci, F.; Sen, H. S.; Durgun, Engin; Uyar, TamerIn this study, solid geraniol/cyclodextrin inclusion complexes (geraniol/CD-IC) were successfully prepared by using three types of native CD (α-CD, β-CD and γ-CD). The modeling studies for inclusion complexation between CD and geraniol were performed by using ab initio techniques. Both experimentally and theoretically, the complexation efficiency between geraniol and γ-CD was higher; therefore, geraniol/γ-CD-IC was chosen and then incorporated into polyvinyl alcohol (PVA) nanofibers (NF) via electrospinning. The scanning electron microscopy imaging elucidated that the aggregates of geraniol/γ-CD-IC crystals were distributed in the PVA NF, whereas bead-free and uniform PVA and PVA/geraniol NF without CD-IC were obtained. Higher thermal stability of geraniol was observed in the electrospun PVA/geraniol/γ-CD-IC NF. However, geraniol molecules having volatile nature could not be preserved without CD-IC during electrospinning or during storage; therefore, the complete evaporation of geraniol in PVA/geraniol NF was unavoidable even after one day of its production. On the contrary, the loss of geraniol was minimal (~. 10%) for PVA/geraniol/γ-CD-IC NF even after storage of these NF for two years owing to inclusion complexation. Our study demonstrated that electrospun NF incorporating CD-IC may be quite applicable in food industry, e.g.: active food packaging or functional foods, due to very high surface area and nanoporous structure of NF; high thermal stability and enhanced durability of active agents and functional food ingredients.