journal article·2018-01

Antioxidant electrospun zein nanofibrous web encapsulating quercetin/cyclodextrin inclusion complex

Zeynep Aytac, Semran Ipek, Engin Durgun, Tamer Uyar

Journal of Materials Science· Volume 53· Issue 2
Publisher page

Abstract

Quercetin/gamma-cyclodextrin inclusion complex (quercetin/γ-CD-IC)-encapsulated electrospun zein nanofibers were designed as a quick and an efficient antioxidant nanofibrous material via electrospinning. Structural and thermal analyses along with the solubility enhancement as observed in phase-solubility diagram support the successful formation of the inclusion complexation between quercetin and γ-CD. The molar ratio of quercetin and γ-CD was found 1:1 in quercetin/γ-CD-IC which was confirmed with experimental (phase solubility and 1H-NMR) and computational modeling studies. Computational modeling was also useful to indicate that B orientation is more favorable when quercetin is forming host–guest inclusion complexation with γ-CD from the narrow rim. This result was also consistent with the calculations of the experimental studies performed by 1H-NMR. The successful electrospinning of zein nanofiber encapsulating quercetin/γ-CD-IC (zein-quercetin/γ-CD-IC-NF) yielded bead-free nanofiber morphology having 750 ± 255 nm fiber diameter. For comparative studies, pristine zein nanofibers (zein-NF, 695 ± 290 nm) and zein nanofibers encapsulating quercetin only (zein-quercetin-NF, 750 ± 310 nm) were also electrospun. The antioxidant (AO) characteristics of zein-quercetin/γ-CD-IC-NF were studied by the concentration-dependent AO activity tests.
Source: openaire · Quality: candidate unverified · Source record ↗

Research context

OpenAlex topics: Electrospun Nanofibers in Biomedical Applications · Silk-based biomaterials and applications · Nanocomposite Films for Food Packaging

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

References (42)

Show source-provided references
1. Aceituno-Medina M, Mendoza S, Rodríguez BA, Lagaron JM, López-Rubio A (2015) Improved antioxidant capacity of quercetin and ferulic acid during in vitro digestion through encapsulation within food-grade electrospun fibers. J Funct Foods 12:332–34110.1016/j.jff.2014.11.028 ↗
2. Vashisth P, Nikhil K, Pemmaraju SC, Pruthi PA, Mallick V, Singh H, Patel A, Mishra NC, Singh RP, Pruthi V (2013) Antibiofilm activity of quercetin-encapsulated cytocompatible nanofibers against Candida albicans. J Bioact Compat Polym 28(6):652–66510.1177/0883911513502279 ↗
3. Xing ZC, Meng W, Yuan J, Moon S, Jeong Y, Kang IK (2012) In vitro assessment of antibacterial activity and cytocompatibility of quercetin-containing PLGA nanofibrous scaffolds for tissue engineering. J Nanomater 202608, 710.1155/2012/202608 ↗
4. Szejtli J (1998) Introduction and general overview of cyclodextrin chemistry. Chem Rev 98(5):1743–175410.1021/cr970022c ↗
5. Rekharsky MV, Inoue Y (1998) Complexation thermodynamics of cyclodextrins. Chem Rev 98(5):1875–191810.1021/cr970015o ↗
6. Li Z, Wang M, Wang F, Gu Z, Du G, Wu J, Chen J (2007) γ-Cyclodextrin: a review on enzymatic production and applications. Appl Microbiol Biotechnol 77(2):245–25510.1007/s00253-007-1166-7 ↗
7. Bergonzi MC, Bilia AR, Di Bari L, Mazzi G, Vincieri FF (2007) Studies on the interactions between some flavonols and cyclodextrins. Bioorg Med Chem Lett 17(21):5744–574810.1016/j.bmcl.2007.08.067 ↗
8. Koontz JL, Marcy JE, O’Keefe SF, Duncan SE (2009) Cyclodextrin inclusion complex formation and solid-state characterization of the natural antioxidants α-tocopherol and quercetin. J Agric Food Chem 57(4):1162–117110.1021/jf802823q ↗
9. Carlotti ME, Sapino S, Ugazio E, Caron G (2011) On the complexation of quercetin with methyl-β-cyclodextrin: photostability and antioxidant studies. J Incl Phenom Macrocycl Chem 70(1–2):81–9010.1007/s10847-010-9864-7 ↗
10. Zheng Y, Haworth IS, Zuo Z, Chow MS, Chow AH (2005) Physicochemical and structural characterization of quercetin-β-cyclodextrin complexes. J Pharm Sci 94(5):1079–108910.1002/jps.20325 ↗
11. Aytac Z, Kusku SI, Durgun E, Uyar T (2016) Quercetin/β-cyclodextrin inclusion complex embedded nanofibres: slow release and high solubility. Food Chem 197:864–87110.1016/j.foodchem.2015.11.051 ↗
12. Agarwal S, Wendorff JH, Greiner A (2008) Use of electrospinning technique for biomedical applications. Polymer 49:5603–562110.1016/j.polymer.2008.09.014 ↗
13. Bhardwaj N, Kundu SC (2010) Electrospinning: a fascinating fiber fabrication technique. Biotechnol Adv 28:325–34710.1016/j.biotechadv.2010.01.004 ↗
14. Uyar T, Kny E (eds) (2017) Electrospun materials for tissue engineering and biomedical applications: research, design and commercialization, 1st edn. Woodhead Publishing, Cambridge
15. Celebioglu A, Kayaci-Senirmak F, Ipek S, Durgun E, Uyar T (2016) Polymer-free nanofibers from vanillin/cyclodextrin inclusion complexes: high thermal stability, enhanced solubility and antioxidant property. Food Funct 7(7):3141–315310.1039/C6FO00569A ↗
16. Uyar T, Hacaloglu J, Besenbacher F (2011) Electrospun polyethylene oxide (PEO) nanofibers containing cyclodextrin inclusion complex. J Nanosci Nanotechnol 11(5):3949–395810.1166/jnn.2011.3867 ↗
17. Li XY, Shi CJ, Yu DG, Liao YZ, Wang X (2014) Electrospun quercetin-loaded zein nanoribbons. Bio Med Mater Eng 24(6):2015–202310.3233/BME-141011 ↗
18. Thipkaew C, Wattanathorn J, Muchimapura S (2017) Electrospun nanofibers loaded with quercetin promote the recovery of focal entrapment neuropathy in a rat model of streptozotocin-induced diabetes. BioMed Res Int 2017493, 1210.1155/2017/2017493 ↗
19. Li XY, Li YC, Yu DG, Liao YZ, Wang X (2013) Fast disintegrating quercetin-loaded drug delivery systems fabricated using coaxial electrospinning. Int J Mol Sci 14(11):21647–2165910.3390/ijms141121647 ↗
20. Kohn W, Sham LJ (1965) Self-consistent equations including exchange and correlation effects. Phys Rev 140(4A):A1133–A113810.1103/PhysRev.140.A1133 ↗
21. Hohenberg P, Kohn W (1964) Inhomogeneous electron gas. Phys Rev 136(3B):B864–B87110.1103/PhysRev.136.B864 ↗
22. Kresse G, Furthmüller J (1996) Efficient iterative schemes for ab initio total-energy calculations using a plane-wave basis set. Phys Rev B 54(16):11169–1118610.1103/PhysRevB.54.11169 ↗
23. Kresse G, Furthmüller J (1996) Efficiency of ab initio total energy calculations for metals and semiconductors using a plane-wave basis set. Comput Mater Sci 6(1):15–5010.1016/0927-0256(96)00008-0 ↗
24. Perdew JP, Chevary JA, Vosko SH, Jackson KA, Pederson MR, Singh DJ, Fiolhais C (1992) Atoms, molecules, solids, and surfaces: applications of the generalized gradient approximation for exchange and correlation. Phys Rev B 46(11):6671–668610.1103/PhysRevB.46.6671 ↗
25. Grimme S (2006) Semiempirical GGA-type density functional constructed with a long-range dispersion correction. J Comput Chem 27(15):1787–179910.1002/jcc.20495 ↗
26. Blöchl PE (1994) Projector augmented-wave method. Phys Rev B 50(24):17953–1797910.1103/PhysRevB.50.17953 ↗
27. Allen FH (2002) The Cambridge structural database: a quarter of a million crystal structures and rising. Acta Crystallogr B 58(3):380–38810.1107/S0108768102003890 ↗
28. Fattebert JL, Gygi F (2003) First-principles molecular dynamics simulations in a continuum solvent. Int J Quant Chem 93(2):139–14710.1002/qua.10548 ↗
29. Andreussi O, Dabo I, Marzari N (2012) Revised self-consistent continuum solvation in electronic-structure calculations. J Chem Phys 136(6):064102–06412010.1063/1.3676407 ↗
30. Petrosyan SA, Rigos AA, Arias TA (2005) Joint density-functional theory: ab initio study of Cr2O3 surface chemistry in solution. J Phys Chem B 109(32):15436–1544410.1021/jp044822k ↗
31. Mathew K, Sundararaman R, Letchworth-Weaver K, Arias TA, Hennig RG (2014) Implicit solvation model for density-functional study of nanocrystal surfaces and reaction pathways. J Chem Phys 140(8):084106–08410810.1063/1.4865107 ↗
32. Tang P, Li S, Wang L, Yang H, Yan J, Li H (2015) Inclusion complexes of chlorzoxazone with β-and hydroxypropyl-β-cyclodextrin: characterization, dissolution, and cytotoxicity. Carbohydr Polym 131:297–30510.1016/j.carbpol.2015.05.055 ↗
33. Borghetti GS, Lula IS, Sinisterra RD, Bassani VL (2009) Quercetin/β-Cyclodextrin solid complexes prepared in aqueous solution followed by spray-drying or by physical mixture. AAPS PharmSciTech 10(1):235–24210.1208/s12249-009-9196-3 ↗
34. Ali S, Khatri Z, Oh KW, Kim IS, Kim SH (2014) Zein/cellulose acetate hybrid nanofibers: electrospinning and characterization. Macromol Res 22(9):971–97710.1007/s13233-014-2136-4 ↗
35. Aytac Z, Ipek S, Durgun E, Tekinay T, Uyar T (2017) Antibacterial electrospun zein nanofibrous web encapsulating thymol/cyclodextrin-inclusion complex for food packaging. Food Chem 233:117–12410.1016/j.foodchem.2017.04.095 ↗
36. Aytac Z, Kusku SI, Durgun E, Uyar T (2016) Encapsulation of gallic acid/cyclodextrin inclusion complex in electrospun polylactic acid nanofibers: release behavior and antioxidant activity of gallic acid. Mater Sci Eng, C 63:231–23910.1016/j.msec.2016.02.063 ↗
37. Uyar T, Hunt MA, Gracz HS, Tonelli AE (2006) Crystalline cyclodextrin inclusion compounds formed with aromatic guests: Guest-dependent stoichiometries and hydration-sensitive crystal structures. Cryst Growth Des 6:1113–111910.1021/cg050500+ ↗
38. Kayaci F, Sen HS, Durgun E, Uyar T (2014) Functional electrospun polymeric nanofibers incorporating geraniol–cyclodextrin inclusion complexes: high thermal stability and enhanced durability of geraniol. Food Res Int 62:424–43110.1016/j.foodres.2014.03.033 ↗
39. Celebioglu A, Uyar T (2011) Electrospinning of polymer-free nanofibers from cyclodextrin inclusion complexes. Langmuir 27(10):6218–622610.1021/la1050223 ↗
40. Neo YP, Ray S, Jin J, Gizdavic-Nikolaidis M, Nieuwoudt MK, Liu D, Quek SY (2013) Encapsulation of food grade antioxidant in natural biopolymer by electrospinning technique: a physicochemical study based on zein-gallic acid system. Food Chem 136(2):1013–102110.1016/j.foodchem.2012.09.010 ↗
41. Uyar T, Besenbacher F (2008) Electrospinning of uniform polystyrene fibers: the effect of solvent conductivity. Polymer 49(24):5336–534310.1016/j.polymer.2008.09.025 ↗
42. Brand-Williams W, Cuvelier ME, Berset CLWT (1995) Use of a free radical method to evaluate antioxidant activity. LWT Food Sci Technol 28(1):25–3010.1016/S0023-6438(95)80008-5 ↗