Subramanian Siva , Venkatasamy Meenatchi , Gajanan A. Bodkhe , Myunghee Kim
{"title":"Exploring antibacterial ethyl cinnamate/cyclodextrin inclusion complex electrospun nanofibers","authors":"Subramanian Siva , Venkatasamy Meenatchi , Gajanan A. Bodkhe , Myunghee Kim","doi":"10.1016/j.molliq.2025.127311","DOIUrl":null,"url":null,"abstract":"<div><div>Ethyl cinnamate (EC), a natural ester from <em>Cinnamomum</em> essential oils, possesses excellent biological activities but faces challenges in bioavailability owing to poor water solubility. Herein, nanofibers (NFs) of EC inclusion complexes (ICs) with 2-hydroxypropyl-<em>β</em>-cyclodextrin (HP<em>β</em>CD) and methyl-<em>β</em>-cyclodextrin (M<em>β</em>CD) were successfully fabricated using electrospinning to enhance the aqueous solubility and apparent stability of EC. Phase solubility and modeling studies showed that the inclusion complex (IC) of EC with HP<em>β</em>CD and M<em>β</em>CD significantly increases water solubility and encapsulates EC at a 1:1 M ratio. The NFs were characterized using field-emission scanning electron microscopy (FESEM), Fourier transform infrared spectroscopy (FT-IR), powder x-ray diffraction (XRD), <sup>1</sup>H NMR, thermogravimetry differential thermal analysis (TG-DTA), ultraviolet–visible diffuse reflectance spectroscopy, and photoluminescence. FESEM analysis revealed uniform fiber morphology with average fiber diameters ranging from 545 ± 95 nm to 620 ± 115 nm. FT-IR and <sup>1</sup>H NMR spectra confirmed the effective IC and interaction of the entire EC molecule with the HP<em>β</em>CD and M<em>β</em>CD cavities. XRD and TG-DTA results showed improved thermal stability (from 51–140 °C to 310–405 °C) and an amorphous distribution of EC in the EC-CD-IC-NFs. Water solubility analysis of the NFs revealed a tenfold enhancement in EC. Optical property analysis revealed higher absorption and emission in EC-CD-IC-NFs. Furthermore, antibacterial studies showed enhanced inhibitory effects against <em>Escherichia coli</em> and <em>Staphylococcus aureus</em>. In summary, encapsulating EC with <em>β</em>CD derivatives effectively increases the water solubility of oily essential oil components, and the electrospinning of EC-CD-ICs shows promise for antibacterial applications.</div></div>","PeriodicalId":371,"journal":{"name":"Journal of Molecular Liquids","volume":"426 ","pages":"Article 127311"},"PeriodicalIF":5.3000,"publicationDate":"2025-03-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Molecular Liquids","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0167732225004787","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0
Abstract
Ethyl cinnamate (EC), a natural ester from Cinnamomum essential oils, possesses excellent biological activities but faces challenges in bioavailability owing to poor water solubility. Herein, nanofibers (NFs) of EC inclusion complexes (ICs) with 2-hydroxypropyl-β-cyclodextrin (HPβCD) and methyl-β-cyclodextrin (MβCD) were successfully fabricated using electrospinning to enhance the aqueous solubility and apparent stability of EC. Phase solubility and modeling studies showed that the inclusion complex (IC) of EC with HPβCD and MβCD significantly increases water solubility and encapsulates EC at a 1:1 M ratio. The NFs were characterized using field-emission scanning electron microscopy (FESEM), Fourier transform infrared spectroscopy (FT-IR), powder x-ray diffraction (XRD), 1H NMR, thermogravimetry differential thermal analysis (TG-DTA), ultraviolet–visible diffuse reflectance spectroscopy, and photoluminescence. FESEM analysis revealed uniform fiber morphology with average fiber diameters ranging from 545 ± 95 nm to 620 ± 115 nm. FT-IR and 1H NMR spectra confirmed the effective IC and interaction of the entire EC molecule with the HPβCD and MβCD cavities. XRD and TG-DTA results showed improved thermal stability (from 51–140 °C to 310–405 °C) and an amorphous distribution of EC in the EC-CD-IC-NFs. Water solubility analysis of the NFs revealed a tenfold enhancement in EC. Optical property analysis revealed higher absorption and emission in EC-CD-IC-NFs. Furthermore, antibacterial studies showed enhanced inhibitory effects against Escherichia coli and Staphylococcus aureus. In summary, encapsulating EC with βCD derivatives effectively increases the water solubility of oily essential oil components, and the electrospinning of EC-CD-ICs shows promise for antibacterial applications.
期刊介绍:
The journal includes papers in the following areas:
– Simple organic liquids and mixtures
– Ionic liquids
– Surfactant solutions (including micelles and vesicles) and liquid interfaces
– Colloidal solutions and nanoparticles
– Thermotropic and lyotropic liquid crystals
– Ferrofluids
– Water, aqueous solutions and other hydrogen-bonded liquids
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– Molten metals and salts
– Phase transitions and critical phenomena in liquids and confined fluids
– Self assembly in complex liquids.– Biomolecules in solution
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– Non-linear optics and time resolved spectroscopy (psec, fsec, asec, ISRS, etc.)
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– Dielectric relaxation
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Experimental studies, computer simulations (MD or MC) and analytical theory will be considered for publication; papers just reporting experimental results that do not contribute to the understanding of the fundamentals of molecular and ionic liquids will not be accepted. Only papers of a non-routine nature and advancing the field will be considered for publication.