Browsing by Subject "Menthol"

Now showing 1 - 4 of 4

Open Access
Electrospinning of functional poly(methyl methacrylate) nanofibers containing cyclodextrin-menthol inclusion complexes
(Institute of Physics Publishing, 2009) Uyar, Tamer; Nur, Y.; Hacaloglu, J.; Besenbacher, F.
Electrospinning of nanofibers with cyclodextrin inclusion complexes (CD-ICs) is particularly attractive since distinct properties can be obtained by combining the nanofibers with specific functions of the CD-ICs. Here we report on the electrospinning of poly(methyl methacrylate) (PMMA) nanofibers containing cyclodextrin-menthol inclusion complexes (CD-menthol-ICs). These CD-menthol-IC functionalized nanofibers were developed with the purpose of producing functional nanofibers that contain fragrances/flavors with high temperature stability, and menthol was used as a model fragrance/flavor material. The PMMA nanofibers were electrospun with CD-menthol-ICs using three type of CD: α-CD, β-CD, and γ-CD. Direct pyrolysis mass spectrometry (DP-MS) studies showed that the thermal evaporation of menthol occurred over a very high and a broad temperature range (100-355 °C) for PMMA/CDmenthol-IC nanowebs, demonstrating the complexation of menthol with the CD cavity and its high temperature stability. Furthermore, as the size of CD cavity increased in the order α-CD<β-CD<γ-CD, the thermal evolution of menthol shifted to higher temperatures, suggesting that the strength of interaction between menthol and the CD cavity is in the order γ-CD>β-CD>α-CD. © 2009 IOP Publishing Ltd.
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.
Open Access
Menthol/cyclodextrin inclusion complex nanofibers: Enhanced water-solubility and high-temperature stability of menthol
(Elsevier, 2018) Yildiz, Z. I.; Celebioglu A.; Kilic, M. E.; Durgun, Engin; Uyar, Tamer
Cyclodextrins are capable of forming non-covalent host-guest inclusion complexation with variety of molecules in order to enhance water-solubility and thermal stability of such hydrophobic and volatile molecules. Menthol, an efficient antibacterial and flavour/fragrance agent, is used in various applications like food, pharmacy, cosmetics, however, its low water-solubility and high volatility somewhat limit its application. In this study, menthol/cyclodextrin-inclusion complex (menthol/CD-IC) was formed in highly concentrated aqueous solution by using hydroxypropyl-β-cyclodextrin (HPβCD) and hydroxypropyl-γ-cyclodextrin (HPγCD). The phase solubility studies and computational modeling studies revealed that menthol and these two CDs (HPβCD and HPγCD) formed stable inclusion complexes with the optimal molar ratio of 1:1 (menthol:CD) and inclusion complex formation enhanced the water-solubility of menthol. The electrospinning of nanofibers (NFs) from highly concentrated aqueous solutions (160%, w/v) of menthol/CD-IC was successfully performed without using additional fiber forming polymer and bead-free and uniform menthol/CD-IC NFs in the form of self-standing and flexible nanofibrous webs were produced. The initial molar ratio (1:1, menthol:CD) of the menthol/CD-IC in the solutions was mostly preserved in the menthol/CD-IC NFs (above 0.70:1.00, menthol:CD). The water-solubility of menthol was enhanced and menthol/CD-IC NFs have shown fast-dissolving character. The slow-release of menthol was achieved for menthol/CD-IC NFs, and the evaporation of menthol was shifted to much higher temperature (up to 275 °C) for menthol/CD-IC NFs which proved the high-temperature stability for menthol due to inclusion complexation.
Embargo
Nanoencapsulation of menthol/cyclodextrin inclusion complexes in rapidly dissolving electrospun gelatin nanofibers
(American Chemical Society, 2024-01-26) Yıldız, Zehra İrem; Topuz, F.; Aboelkheir, M.; Kılıç, Mehmet Emin; Durgun, Engin; Uyar, Tamer
Menthol, a minty phytochemical found in peppermint and spearmint plants, is used in various products. However, it may have poor stability, especially when exposed to factors such as light and heat. In this context, this study reports the nanoencapsulation of menthol in electrospun gelatin fibers to improve its stability and release. First, inclusion complexes (ICs) of menthol were prepared with α-, β-, and γ-cyclodextrins (CDs) and then mixed with gelatin and electrospun into nanofibers. The molecular modeling study showed the inclusion complexation between CDs and menthol. Scanning electron microscopy analysis revealed the formation of a bead-free morphology in gelatin/menthol CD IC fibers. Fourier transform infrared analysis confirmed the presence of menthol in the resulting nanofibers, while 1H nuclear magnetic resonance spectroscopy determined the menthol content in ICs, which varied between 54 and 100% depending on the CD type. Thermal analysis of the fibers revealed increased stability of menthol in the fibers, which dissolved quickly upon contact with water, suggesting their possible use as fast-dissolving dietary supplements.