Abstract
The influence of ketoconazole and β-CD/ketoconazole on cotton fabric as fungal skincare was previously reported however the impact of nanosilver on the antifungal and antibacterial properties of the same products is unknown. Here, silver NPs were synthesized on β-CD/KZ composite and then loaded on cotton fabric by using a cross-linking agent. The nanocomposite and treated fabrics were analyzed by diffenent means such as UV–vis, dynamic light scattering, zeta-potential and FE-SEM. The nanocomposite antimicrobial efficiency was examined on Candida albicans and Aspergillus niger as fungi and E. coli and S. aureus as bacteria. The synthesis of Ag NPs on β-CD/KZ amplifies both antifungal and antibacterial efficiencies. Having tremendous antimicrobial activities without cytotoxicity effects and drug release regularity with excellent washing durability makes the product suitable for medical applications as well as wound dressings and sportswear designed for sensitive skin.
Graphic abstract
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Abarca RL, Rodriguez FJ, Guarda A, Galotto MJ, Bruna JE (2016) Characterization of beta-cyclodextrin inclusion complexes containing an essential oil component. Food Chem 196:968–975. https://doi.org/10.1016/j.foodchem.2015.10.023
Ahmed KBR, Nagy AM, Brown RP, Zhang Q, Malghan SG, Goering PL (2017) Silver nanoparticles: significance of physicochemical properties and assay interference on the interpretation of in vitro cytotoxicity studies. Toxicol in Vitro 38:179–192. https://doi.org/10.1016/j.tiv.2016.10.012
Aladpoosh R, Montazer M, Samadi N (2014) In situ green synthesis of silver nanoparticles on cotton fabric using Seidlitzia rosmarinus ashes. Cellulose 21(5):3755–3766. https://doi.org/10.1007/s10570-014-0369-1
Attarchi N, Montazer M, Toliyat T (2013) Ag/TiO2/β-CD nano composite: preparation and photo catalytic properties for methylene blue degradation. Appl Catal A 467:107–116. https://doi.org/10.1016/j.apcata.2013.07.018
Benita S (2006) Microencapsulation methods and industrial applications, 2nd edn. CRC Press
Cao F, Rodriguez-Hornedo N, Amidon GE (2019) Mechanistic analysis of cocrystal dissolution, surface pH, and dissolution advantage as a guide for rational selection. J Pharm Sci 108(1):243–251. https://doi.org/10.1016/j.xphs.2018.09.028
Che J, Wu Z, Shao W, Guo P, Lin Y, Pan W, Xu Y (2015) Synergetic skin targeting effect of hydroxypropyl-β-cyclodextrin combined with microemulsion for ketoconazole. Eur J Pharm Biopharm 93:136–148. https://doi.org/10.1016/j.ejpb.2015.03.028
Chen X, Qiu YK, Owh C, Loh XJ, Wu YL (2016) Supramolecular cyclodextrin nanocarriers for chemo-and gene therapy towards the effective treatment of drug resistant cancers. Nanoscale 8(45):18876–18881. https://doi.org/10.1039/C6NR08055C
Conceicao J, Adeoye O, Cabral-Marques HM, Lobo J (2018) Cyclodextrins as drug carriers in pharmaceutical technology: the state of the art. Curr Pharm Des 24(13):1405–1433. https://doi.org/10.2174/1381612824666171218125431
de Almeida RF, Santos FC, Marycz K, Alicka M, Krasowska A, Suchodolski J, Starosta R (2019) New diphenylphosphane derivatives of ketoconazole are promising antifungal agents. Sci Rep 9(1):1–14. https://doi.org/10.1038/s41598-019-52525-7
Demirel M, Yurtdaş G, Genç L (2011) Inclusion complexes of ketoconazole with beta-cyclodextrin: physicochemical characterization and in vitro dissolution behaviour of its vaginal suppositories. J Incl Phenom Macrocycl Chem 70(3–4):437–445. https://doi.org/10.1007/s10847-010-9922-1
Durán N, Durán M, De Jesus MB, Seabra AB, Fávaro WJ, Nakazato G (2016) Silver nanoparticles: a new view on mechanistic aspects on antimicrobial activity. Nanomed: Nanotechnol, Biol Med 12(3):789–799. https://doi.org/10.1016/j.nano.2015.11.016
Falahati M, Nozari S, Makhdoomi A, Ghasemi Z, Nami S, Assadi M (2014) Comparison of antifungal effect of nanosilver particles alone and in combination with current drugs on Candida species isolated from women with recurrent vulvovaginal candidiasis. Eur J Exp Biol 4(1):77–82
Farokhi M, Mottaghitalab F, Fatahi Y, Khademhosseini A, Kaplan DL (2018) Overview of silk fibroin use in wound dressings. Trends Biotechnol 36(9):907–922. https://doi.org/10.1016/j.tibtech.2018.04.004
Ghayempour S, Montazer M (2017) Ultrasound irradiation based in-situ synthesis of star-like Tragacanth gum/zinc oxide nanoparticles on cotton fabric. Ultrason Sonochem 34:458–465. https://doi.org/10.1016/j.ultsonch.2016.06.019
Gupta A, Briffa SM, Swingler S, Gibson H, Kannappan V, Adamus G, Radecka I (2020) Synthesis of silver nanoparticles using curcumin-cyclodextrins loaded into bacterial cellulose-based hydrogels for wound dressing applications. Biomacromolecules. https://doi.org/10.1021/acs.biomac.9b01724
Hedayati N, Montazer M, Mahmoudirad M, Toliyat T (2020) Ketoconazole and Ketoconazole/β-cyclodextrin performance on cotton wound dressing as fungal skin treatment. Carbohyd Polym. https://doi.org/10.1016/j.carbpol.2020.116267
Horrocks AR, Anand SC (eds) (2000) Handbook of technical textiles. Elsevier, Amsterdam
Ishiguro T, Hirayama F, Iohara D, Arima H, Uekama K (2010) Crystallization and polymorphic transitions of chlorpropamide in aqueous 2-hydroxybutyl-β-cyclodextrin solution. Eur J Pharm Sci 39(4):248–255. https://doi.org/10.1016/j.ejps.2009.12.008
Jaiswal S, Duffy B, Jaiswal AK, Stobie N, McHale P (2010) Enhancement of the antibacterial properties of silver nanoparticles using β-cyclodextrin as a capping agent. Int J Antimicrob Agents 36(3):280–283. https://doi.org/10.1016/j.ijantimicag.2010.05.006
Jiang X, Fan X, Xu W, Zhang R, Wu G (2019) Biosynthesis of bimetallic Au-Ag nanoparticles using escherichia coli and its biomedical applications. ACS Biomater Sci Eng 6(1):680–689. https://doi.org/10.1021/acsbiomaterials.9b01297
Kaur IP, Kakkar S (2010) Topical delivery of antifungal agents. Expert Opin Drug Deliv 7(11):1303–1327. https://doi.org/10.1517/17425247.2010.525230
Kaushik CP, Pahwa A, Thakur R, Kaur P (2017) Regioselective synthesis and antimicrobial evaluation of some thioether–amide linked 1, 4-disubstituted 1, 2, 3-triazoles. Synth Commun 47(4):368–378. https://doi.org/10.1080/00397911.2016.1265983
Kim HS, Sun X, Lee JH, Kim HW, Fu X, Leong KW (2019) Advanced drug delivery systems and artificial skin grafts for skin wound healing. Adv Drug Deliv Rev 146:209–239. https://doi.org/10.1016/j.addr.2018.12.014
Korrapati PS, Karthikeyan K, Satish A, Krishnaswamy VR, Venugopal JR, Ramakrishna S (2016) Recent advancements in nanotechnological strategies in selection, design and delivery of biomolecules for skin regeneration. Mater Sci Eng, C 67:747–765. https://doi.org/10.1016/j.msec.2016.05.074
Kundu M, Roy MN (2017) Preparation, interaction and spectroscopic characterization of inclusion complex of a cyclic oligosaccharide with an antidepressant drug. J Incl Phenom Macrocycl Chem 89(1–2):177–187. https://doi.org/10.1007/s10847-017-0745-1
Lee EJ, Huh BK, Kim SN, Lee JY, Park CG, Mikos AG, Choy YB (2017) Application of materials as medical devices with localized drug delivery capabilities for enhanced wound repair. Prog Mater Sci 89:392–410. https://doi.org/10.1016/j.pmatsci.2017.06.003
Lewis DM (2011) The chemistry of reactive dyes and their application processes in handbook of textile and industrial dyeing. Woodhead Publishing
Martinez-Gutierrez F, Olive PL, Banuelos A, Orrantia E, Nino N, Sanchez EM, Av-Gay Y (2010) Synthesis, characterization, and evaluation of antimicrobial and cytotoxic effect of silver and titanium nanoparticles. Nanomed: Nanotechnol, Biol Med 6(5):681–688. https://doi.org/10.1016/j.nano.2010.02.001
Myles A, Behan JA, Twamley B, Colavita PE, Scanlan EM (2018) Spontaneous Aryldiazonium grafting for the preparation of functional cyclodextrin-modified materials. ACS Appl Bio Mater 1(3):825–832. https://doi.org/10.1021/acsabm.8b00266
Navik R, Thirugnanasampanthan L, Venkatesan H, Kamruzzaman M, Shafiq F, Cai Y (2017) Synthesis and application of magnesium peroxide on cotton fabric for antibacterial properties. Cellulose 24(8):3573–3587. https://doi.org/10.1007/s10570-017-1356-0
Ning Y, Shen W, Ao F (2020) Application of blocking and immobilization of electrospun fiber in the biomedical field. RSC Adv 10(61):37246–37265. https://doi.org/10.1039/D0RA06865A
Omar MA, Abuo-Rahma GEDA, Abdelmageed OH (2006) Colorimetric determination of certain antifungals in pure forms and in their pharmaceutical formulations. Bull Pharm Sci Assiut 29(2):501–519. https://doi.org/10.21608/BFSA.2006.65229
Ouyang L, Zhu L, Ruan Y, Tang H (2015) Preparation of a native β-cyclodextrin modified plasmonic hydrogel substrate and its use as a surface-enhanced Raman scattering scaffold for antibiotics identification. J Mater Chem C 3(29):7575–7582. https://doi.org/10.1039/C5TC01368B
Pinho E, Henriques M, Soares G (2014) Cyclodextrin/cellulose hydrogel with gallic acid to prevent wound infection. Cellulose 21(6):4519–4530. https://doi.org/10.1007/s10570-014-0439-4
Pivec T, Hribernik S, Kolar M, Kleinschek KS (2017) Environmentally friendly procedure for in-situ coating of regenerated cellulose fibres with silver nanoparticles. Carbohyd Polym 163:92–100. https://doi.org/10.1016/j.carbpol.2017.01.060
Prasher P, Singh M, Mudila H (2018) Silver nanoparticles as antimicrobial therapeutics: current perspectives and future challenges. Biotech 8(10):411. https://doi.org/10.1007/s13205-018-1436-3
Radu CD, Parteni O, Ochiuz L (2016) Applications of cyclodextrins in medical textiles. J Control Release 224:146–157. https://doi.org/10.1016/j.jconrel.2015.12.046
Rajamanikandan R, Ilanchelian M (2018) Naked eye and optical biosensing of cysteine over the other amino acids using β-cyclodextrin decorated silver nanoparticles as a nanoprobe. New J Chem 42(11):9193–9199. https://doi.org/10.1039/C7NJ05164F
Rameshkumar N, Ashokkumar M, Subramanian EH, Ilavarasan R, Sridhar SK (2003) Synthesis of 6-fluoro-1, 4-dihydro-4-oxo-quinoline-3-carboxylic acid derivatives as potential antimicrobial agents. Eur J Med Chem 38(11–12):1001–1004. https://doi.org/10.1016/S0223-5234(03)00151-X
Rana M, Hao B, Mu L, Chen L, Ma PC (2016) Development of multi-functional cotton fabrics with Ag/AgBr–TiO2 nanocomposite coating. Compos Sci Technol 122:104–112. https://doi.org/10.1016/j.compscitech.2015.11.016
Reichle WT (1970) The nature of the hydrolysis of chlorobenzene over calcium phosphate apatite. J Catal 17(3):297–305. https://doi.org/10.1016/0021-9517(70)90104-1
Sajomsang W, Gonil P, Ruktanonchai UR, Pimpha N, Sramala I, Nuchuchua O, Puttipipatkhachorn S (2011) Self-aggregates formation and mucoadhesive property of water-soluble β-cyclodextrin grafted with chitosan. Int J Biol Macromol 48(4):589–595. https://doi.org/10.1016/j.ijbiomac.2011.01.028
Sedighi A, Montazer M, Hemmatinejad N (2014) Copper nanoparticles on bleached cotton fabric: in situ synthesis and characterization. Cellulose 21(3):2119–2132. https://doi.org/10.1007/s10570-014-0215-5
Sharaf S, El-Naggar ME (2019) Wound dressing properties of cationized cotton fabric treated with carrageenan/cyclodextrin hydrogel loaded with honey bee propolis extract. Int J Biol Macromol 133:583–591. https://doi.org/10.1016/j.ijbiomac.2019.04.065
Urban VM, Seó RS, Giannini M, Arrais CAG (2009) Superficial distribution and identification of antifungal/antimicrobial agents on a modified tissue conditioner by SEM-EDS microanalysis: a preliminary study. J Prosthodont: Implant, Esthet Reconstr Dent 18(7):603–610. https://doi.org/10.1111/j.1532-849X.2009.00479.x
Vale AC, Pereira P, Barbosa AM, Torrado E, Mano JF, Alves NM (2019) Antibacterial free-standing polysaccharide composite films inspired by the sea. Int J Biol Macromol 133:933–944. https://doi.org/10.1016/j.ijbiomac.2019.04.102
Varga E, Benkovics G, Darcsi A, Várnai B, Sohajda T, Malanga M, Béni S (2019) Comparative analysis of the full set of methylated β-cyclodextrins as chiral selectors in capillary electrophoresis. Electrophoresis 40(21):2789–2798. https://doi.org/10.1002/elps.201900134
Veerakumar P, Sangili A, Chen SM, Lin KC (2020) Ultrafine gold nanoparticle embedded poly (diallyldimethylammonium chloride)–graphene oxide hydrogels for voltammetric determination of an antimicrobial drug (metronidazole). J Mater Chem C 8:7575–7590. https://doi.org/10.1039/C9TC06690J
Ventura CA, Giannone I, Musumeci T, Pignatello R, Ragni L, Landolfi C, Puglisi G (2006) Physico-chemical characterization of disoxaril–dimethyl-β-cyclodextrin inclusion complex and in vitro permeation studies. Eur J Med Chem 41(2):233–240. https://doi.org/10.1016/j.ejmech.2005.11.002
Wang Y, Kaur G, Chen Y, Santos A, Losic D, Evdokiou A (2015) Bioinert anodic alumina nanotubes for targeting of endoplasmic reticulum stress and autophagic signaling: a combinatorial nanotube-based drug delivery system for enhancing cancer therapy. ACS Appl Mater Interf 7(49):27140–27151. https://doi.org/10.1021/acsami.5b07557
Wenhao Z, Zhang T, Yan J, Li Q, Xiong P, Li Y, Zheng Y (2020) In vitro and in vivo evaluation of structurally-controlled silk fibroin coatings for orthopedic infection and in-situ osteogenesis. Acta Biomater 116:223–245. https://doi.org/10.1016/j.actbio.2020.08.040
Wu T, Lu F, Wen Q, Yu K, Lu B, Rong B, Lan G (2018) Novel strategy for obtaining uniformly dispersed silver nanoparticles on soluble cotton wound dressing through carboxymethylation and in-situ reduction: antimicrobial activity and histological assessment in animal model. Cellulose 25(9):5361–5376. https://doi.org/10.1007/s10570-018-1907-z
Xu L, Zhang W, Cai H, Liu F, Wang Y, Gao Y, Zhang W (2015) Photocontrollable release and enhancement of photodynamic therapy based on host–guest supramolecular amphiphiles. J Mater Chem B 3(37):7417–7426. https://doi.org/10.1039/C5TB01363A
Yao X, Huang P, Nie Z (2019) Cyclodextrin-based polymer materials: from controlled synthesis to applications. Prog Polym Sci 93:1–35. https://doi.org/10.1016/j.progpolymsci.2019.03.004
Yuan Y, Zhang Q, Yan Y, Gong M, Zhao Q, Bao Z, Wang S (2018) Designed construction of tween 60@ 2β-CD self-assembly vesicles as drug delivery carrier for cancer chemotherapy. Drug Delivery 25(1):623–631. https://doi.org/10.1080/10717544.2018.1440448
Zoppi A, Buhlman N, Cerutti JP, Longhi MR, Aiassa V (2019) Influence of proline and β-Cyclodextrin in ketoconazole physicochemical and microbiological performance. J Mol Struct 1176:470–477. https://doi.org/10.1016/j.molstruc.2018.08.094
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
Conflict of interest
The authors declare that they have no conflict of interest.
Informed consent
For this type of study formal consent is not required.
Animal and Human rights
This work does not contain any studies with human participants or animals performed by any of the authors.
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
About this article
Cite this article
Hedayati, N., Montazer, M., Mahmoudirad, M. et al. Cotton fabric incorporated with β-cyclodextrin/ketoconazole/Ag NPs generating outstanding antifungal and antibacterial performances. Cellulose 28, 8095–8113 (2021). https://doi.org/10.1007/s10570-021-04001-7
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10570-021-04001-7