Formulation and Engineering of Biomaterials

Bioengineering of a Cellulosic Fabric for Insecticide Delivery via Grafted Cyclodextrin

Roberto Romi

Department of Infectious, Parasitic and Immune-Mediated Diseases, Istituto Superiore di Sanità, Viale Regina Elena 299, 00161 Roma, Italy

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Pierandrea Lo Nostro,

Corresponding Author

Pierandrea Lo Nostro

[email protected]

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy. Fax: +39 055 457–3036===Search for more papers by this author

Eugenio Bocci,

Eugenio Bocci

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy

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Francesca Ridi,

Francesca Ridi

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy

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Piero Baglioni,

Piero Baglioni

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy

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Roberto Romi,

Roberto Romi

Department of Infectious, Parasitic and Immune-Mediated Diseases, Istituto Superiore di Sanità, Viale Regina Elena 299, 00161 Roma, Italy

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Pierandrea Lo Nostro,

Corresponding Author

Pierandrea Lo Nostro

[email protected]

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy. Fax: +39 055 457–3036===Search for more papers by this author

Eugenio Bocci,

Eugenio Bocci

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy

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Francesca Ridi,

Francesca Ridi

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy

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Piero Baglioni,

Piero Baglioni

Department of Chemistry & CSGI, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy

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First published: 05 September 2008

https://doi.org/10.1021/bp050276g

Citations: 58

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Abstract

β-Cyclodextrin (β-CD) can be easily grafted onto cellulosic textiles through covalent bonds. In such a way β-CD empty cavities provide an efficient tool for entrapping different kinds of hydrophobic molecules on the surface of the fabric and releasing them slowly in time. The capability of cyclodextrins to include hydrophobic molecules such as fragrances, antimicrobial agents, and other chemicals can be then exploited to produce new grafted textiles with peculiar and useful performances. In this work we report the inclusion of two different products, the pyrethroid insecticide permethrin (PERM) and the insect repellent N,N-diethyl-m-toluamide (DEET), into β-CD molecules grafted on cotton fabric. UV-vis spectrophotometry and thermal analysis confirmed the presence of the guest molecules on the fabric surface. Bioassays were carried out on two mosquito species of medical importance, Aedes aegypti and Anopheles stephensi; knock down effect and mortality were measured using standard World Health Organization (WHO) cone tests. Repellency and irritancy (blood feeding inhibition) were also measured using cage tests and a baited tunnel device. PERM-treated fabrics kept the insecticidal/irritant efficacy even for a long time after the treatment, whereas DEET activity lasted more shortly.

References and Notes

1 Rusa, C. C.; Wei, M.; Shuai, X.; Bullions, T. A.; Wang, X.; Rusa, M.; Uyar, T.; Tonelli, A. E. Molecular mixing of incompatible polymers through formation of and coalescence from their common crystalline cyclodextrin inclusion compounds. J. Polym. Sci., Part B: Polym. Phys. 2004, 42, 4207–4224.
2 Dodziuk, H. Rigidity versus flexibility. A review of experimental and theoretical studies pertaining to the cyclodextrin nonrigidity. J. Mol. Struct. 2002, 614, 33–45.
3 Belosludov, R.; Yoshinari, T.; Hiwada, T.; Kawazoe, Y.; Ohno, K.; Nagasaka S.-I. Clusterinvestigations in cyclodextrin inclusion compounds: Theory and experiment. Clusters Nanomat. 2002, 109–131.
4 Del Valle E. M. M. Cyclodextrinsand their uses: a review. Process Biochem. 2004, 39, 1033–1046.
5 Huang, L.; Gerber, M.; Lu, J.; Tonelli, A. E. Formation of a flame-retardant-cyclodextrin inclusion compounds and its application as a flame retardant for poly(ethylene terephthalate). Polym. Degrad. Stab. 2001, 71, 279–284.
6 Loftsson, T.; Masson, M. Cyclodextrins in topical drug formulations: theory and practice. Int. J. Pharm. 2001, 225, 15–30.
7 Loftsson, T.; Olafsson, J. H. Cyclodextrins: new drug delivery systems in dermatology. Int. J. Dermatol. 1998, 37, 241–246.
8 Wang, C. X.; Chen. Sh. L. Fragrance-release property of β-cyclodextrin inclusion compounds and their application in aromatherapy. J. Ind. Textiles 2005, 34, 157–166.
9 Szente, L.; Szejtli, J. Cyclodextrins as food ingredients. Trends Food Sci. Technol. 2004, 15, 137–142.
10 Walowitz, J. L.; Fike, R. M.; Jayme, D. W. Efficient lipid delivery to hybridoma culture by use of cyclodextrin in a novel granulated dry-form medium technology. Biotechnol. Prog. 2003, 19, 64–68.
11 Becheri, A.; Lo Nostro, P.; Ninham, B. W.; Baglioni, P. The curious world of polypseudorotaxanes: Cyclodextrins as probes of water structure. J. Phys. Chem. B 2003, 107, 3979–3987.
12 Lee, M. H.; Yoon, K. J.; Ko S.-W. Graftingonto cotton fiber with acrylamidomethylated β-cyclodextrin and its application. J. Appl. Polym. Sci. 2000, 78, 1986–1991.
13 Lee, M. H.; Yoon, K. J.; Ko S.-W. Synthesisof a vinyl monomer containing β-cyclodextrin and grafting onto cotton fiber. J. Appl. Polym. Sci. 2001, 80, 438–446.
14 Savarino, P.; Viscardi, G.; Quagliotto, P.; Montoneri, E.; Barni, E. Reactivity and effects of cyclodextrins in textile dyeing. Dyes Pigments 1999, 42, 143–147.
15 Le Thuaut, P.; Martel, B.; Crini, G.; Maschke, U.; Coqueret, X.; Morcellet, M. Grafting of cyclodextrins onto polypropylene nonwoven fabrics for the manufacture of reactive filters. I. Synthesis parameters. J. Appl. Polym. Sci. 2000, 77, 2118–2125.
16 Reuscher, H.; Hinsenkorn, R. BETA W7 MCT-new ways in surface modification. J. Inclusion Phenom. Macrocyclic Chem. 1996, 25, 191–196.
17 Fradin, M. S.; Day, J. F. Comparative efficacy of insect repellent against mosquite bites. New Engl. J. Med. 2002, 347, 13–18.
18 Brown, M.; Hebert, A. A. Insect repellent: an overview. J. Am. Acad. Dermatol. 1997, 36, 243–9.
19 Chandre, F.; Dariet, F.; Duchon, S.; Finot, L.; Manguin, S.; Carnevale, P. Modifications of pyrethroid effect associated with Kdr mutation in Anopheles gambiae. Med. Vet. Entomol. 2000, 14, 81–88.
20 Lo Nostro, P.; Fratoni, L.; Ridi, F.; Baglioni, P. Surface treatments on tencel fabric: Grafting with β-cyclodextrin. J. Appl. Polym. Sci. 2003, 88, 706–715.
21 World Health Organization Instructions for the bioassay of insecticidal deposits on wall surfaces. WHO/VBC/81.5, 1981.
22 Helissa, N.; Curtis, C. F. Evaluation of different formulations of deltamethrin in comparison with permethrin for impregnation of netting. Pestic. Sci. 1995, 44, 363–367.
23 Hodjati, M. H.; Mousavi, N.; Curtis, C. F. Irritant effect, prevention of blood feeding and toxicity of nets impregnated with different pyrethroids on An. stephensi. J. Vector Borne Dis. 2003, 40, 54–59.
24 Hougard, J. M.; Duchon, S.; Darriet, F.; Zaim, M.; Rogier, C.; Guillet, P. Comparative performances, under laboratory conditions, of seven pyrethroid insecticides used for impregnation of mosquito nets. Bull. World Health Org. 2003, 81, 324–33.
25 Lines J. D. Mosquitonets and insecticides for net treatment: a discussion of existing and potential distribution system in Africa. Trop. Med. Int. Health 1996, 1, 6262–6232.
26 Lines, J. D.; Zain, M. Insecticide products for treatment of mosquito nets at home. Parasitol. Today 2000, 16, 91–92.
27 http://www.chem.ox.ac.uk/mom/insectrepellents/ (Dept Chemistry, University of Oxford, UK).

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Volume21, Issue6

2005

Pages 1724-1730

Bioengineering of a Cellulosic Fabric for Insecticide Delivery via Grafted Cyclodextrin

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Bioengineering of a Cellulosic Fabric for Insecticide Delivery via Grafted Cyclodextrin

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