Production and physico-chemical characterization of nanocapsules of the essential oil from Lippia sidoides Cham.

Industrial Crops and Products

Volumn 86, Issue , 2016, Pages 279-288

  Pinto, Náyra de Oliveira Frederico ^a,b   Rodrigues, Tigressa Helena Soares ^a   Pereira, Rita de Cássia Alves ^a   Silva, Lorena Mara Alexandre e ^a   Cáceres, Carlos Alberto ^c   Azeredo, Henriette Monteiro Cordeiro de ^a   Muniz, Celli Rodrigues ^a   Brito, Edy Sousa de ^a   Canuto, Kirley Marques ^a  

^a EMBRAPA AGROINDÚSTRIA TROPICAL   (Brazil)

^b FEDERAL UNIVERSITY OF CEARÁ   (Brazil)

^c University of International Integration of Afro Brazilian Lusofonia   (Brazil)

Author keywords

DOSY NMR; Essential oil; Lippia sidoides; Nanocapsules; Polycaprolactone; Thymol

Indexed keywords

DIFFERENTIAL SCANNING CALORIMETRY; EMULSIFICATION; ENCAPSULATION; NANOCAPSULES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PARTICLE SIZE; PHENOLS; PLANTS (BOTANY); POLYCAPROLACTONE; SCANNING ELECTRON MICROSCOPY; THERMOGRAVIMETRIC ANALYSIS;

DIFFUSION ORDERED NMR SPECTROSCOPIES; DOSY NMR; ENCAPSULATION EFFICIENCY; LIPPIA SIDOIDES; NORTHEASTERN BRAZIL; PHYSICO-CHEMICAL CHARACTERIZATION; POLYDISPERSITY INDICES; THYMOL;

ESSENTIAL OILS;

CONCENTRATION (COMPOSITION); ELECTRON; ENCAPSULATION; ESSENTIAL OIL; MEDICINAL PLANT; NUCLEAR MAGNETIC RESONANCE; PARTICLE SIZE; PHENOL; POLYMER; SHRUB; SURFACTANT; THERMOGRAVIMETRY;

BRAZIL;

LIPPIA SIDOIDES; VERBENACEAE;

EID: 84962420920     PISSN: 09266690     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.indcrop.2016.04.013     Document Type: Article

References (57)

1. Abreu F.O.M.S., Oliveira E.F., Paula H.C.B., de Paula R.C.M. Chitosan/cashew gum nanogels for essential oil encapsulation. Carbohydr. Polym. 2012, 89:1277-1282.
2. Anvisa-Agência Nacional de Vigilância Sanitária (Brazilian Health Surveillance Agency) Guia De Estabilidade De Produtos Cosméticos 2004, Anvisa, Brasília.
3. Avram L., Cohen Y. Diffusion NMR of molecular cages and capsules. Chem. Soc. Rev. 2015, 44:586-602.
4. Bain A.D., Rex D.M., Smith R.N. Fitting dynamic NMR lineshapes. Magn. Reson. Chem. 2001, 39:122-126.
5. Bakkour Y., Darcos V., Lia S., Coudane J. Diffusion ordered spectroscopy (DOSY) as a powerful tool for amphiphilic block copolymer characterization and for critical micelle concentration (CMC) determination. Polym. Chem. 2012, 3:2006-2010.
6. Baser K.H.C., Buchbauer G. Handbook of Essential Oils: Science, Technology and Applications 2010, CRC Press, Boca Raton, FL.
7. Berrabah M., Andre D., Verite P., Zahidi A., Lafont O. Aminoglutethimide included in nanocapsules suspension: comparison of GC-MS and HPLC methods for control. J. Pharm. Biomed. Anal. 2004, 35:761-768.
8. Botelho M.A., Nogueira N.A.P., Bastos G.M., Fonseca S.G.C., Lemos T.L.G., Matos F.J.A., Montenegro D., Heukelbach J., Rao V.S., Brito G.A.C. Antimicrobial activity of the essential oil from Lippia sidoides, carvacrol and thymol against oral pathogens. Braz. J. Med. Biol. Res. 2007, 40:349-356.
9. Bouchemal K., Briançon S., Perrier E., Fessi H., Bonnet I., Zydowicz N. Synthesis and characterization of polyurethane and poly (ether urethane) nanocapsules using a new technique of interfacial polycondensation combined to spontaneous emulsification. Int. J. Pharm. 2004, 269:89-100.
10. Camurça-Vasconcelos A.L.F., Bevilaqua C.M.L., Morais S.M., Maciel M.V., Costa C.T.C., Macedo I.T.F., Oliveira L.M.B., Braga R.R., Silva R.A., Vieira L.S. Anthelmintic activity of Croton zehntneri and Lippia sidoides essential oils. Vet. Parasitol. 2007, 148:288-294.
11. Carteau D., Pianet I., Brunerie P., Guillemat B., Bassani D.M. Probing the initial events in the spontaneous emulsification of trans-anethole using dynamic NMR spectroscopy. Langmuir 2007, 23:3561-3565.
12. Carvalho R.R.C., Laranjeira D., Carvalho-Filho J.L.S., Souza P.E., Blank A.F., Alves P.B., Jesus H.C.R., Warwick D.R.N. In vitro activity of essential oils of Lippia sidoides and Lippia gracilis and their major chemical components against Thielaviopsis paradoxa, causal agent of stem bleeding in coconut palms. Quím. Nova 2013, 36:241-244.
13. Cavalcanti S.C.H., Niculau E.S., Blank A.F., Câmara C.A.G., Araújo I.N., Alves P.B. Composition and acaricidal activity of Lippia sidoides essential oil against two-spotted spidermite (Tetranychus urticae Koch.). Biores. Technol. 2010, 101:829-832.
14. Chang Y., McLandsborough L., McClements D.J. Fabrication: stability and efficacy of dual-component antimicrobial nanoemulsions: essential oil (thyme oil) and cationic surfactant (lauric arginate). Food Chem. 2015, 172:298-304.
15. Choi M.-J., Soottitantawat A., Nuchuchua O., Min S.-G., Ruktanonchai U. Physical and light oxidative properties of eugenol encapsulated by molecular inclusion and emulsion-diffusion method. Food Res. Int. 2009, 42:148-156.
16. Choi M.-J., Ruktanonchai U., Min S.-G., Chun J.-Y., Soottitantawat A. Physical characteristics of fish oil encapsulated by β-cyclodextrin using an aggregation method or polycaprolactone using an emulsion-diffusion method. Food Chem. 2010, 119:1694-1703.
17. Clark T.D., Bartolotti L., Hicks R.P. The application of DOSY NMR and molecular dynamics simulations to explore the mechanism(s) of micelle binding of antimicrobial peptides containing unnatural amino acids. Biopolymer 2013, 99:548-561.
18. Cohen Y., Avram L., Frish L. Diffusion NMR spectroscopy in supramolecular and combinatorial chemistry: an old parameter- new insights. Angew. Chem. Int. Ed. 2005, 44:520-554.
19. De Oliveira E.F., Paula H.C.B., de Paula R.C.M. Alginate/cashew gum nanoparticles for essential oil encapsulation. Colloids Surf. B 2014, 113:146-151.
20. Dias D.O., Colombo M., Kelmann R.G., Kaiser S., Lucca L.G., Teixeira H.F., Limberger R.P., Veiga-Jr V.F., Koester L.S. Optimization of Copaiba oil-based nanoemulsions obtained by different preparation methods. Ind. Crop Prod. 2014, 59:154-162.
21. Dickinson E. Hydrocolloids as emulsifiers and emulsion stabilizers. Food Hydrocoll. 2009, 23:1473-1482.
22. Donsì F., Annunziata M., Sessa M., Ferrari G. Nanoencapsulation of essential oils to enhance their antimicrobial activity in foods. LWT Food Sci. Technol. 2011, 44:1908-1914.
23. Esmaeili A., Rahnamoun S., Sharifnia F. Effect of O/W process parameters on Crataegus azarolus L. nanocapsule properties. J. Nanobiotechnol. 2013, 11:1-10.
24. Farias-Junior P.A., Rios M.C., Moura T.A., Almeida R.P., Alves P.B., Blank A.F., Fernandes R.P.M., Scher R. Leishmanicidal activity of carvacrol-rich essential oil from Lippia sidoides Cham. Biol. Res. 2012, 45:399-402.
25. Fernandes L.P., Ehen Z.S., Moura T.F., Novak C.S., Sztatisz J. Characterization of Lippia sidoides oil extract-beta-cyclodextrin complexes using combined thermoanalytical techniques. J. Therm. Anal. Calorim. 2004, 78:557-573.
26. Fernandes L.P., Candido R.C., Oliveira W.P. Spray drying microencapsulation of Lippia sidoides extracts in carbohydrate blends. Food Bioprod. Process. 2012, 90:425-432.
27. Flores F.C., Ribeiro R.F., Ourique A.F., Rolim C.M.B., Silva C.B., Pohlmann A.R., Beck C.R., Guterres S.S. Nanostructured systems containing an essential oil: protection against volatilization. Quím. Nova 2011, 34:968-972.
28. Fontenelle R.O.S., Morais S.M., Brito E.H.S., Kerntopf M.R., Brilhante R.S.N., Cordeiro R.A., Tomé A.R., Queiroz M.G.R., Nascimento N.R.F., Sidrim J.J.C., Rocha M.F.G. Chemical composition, toxicological aspects and antifungal activity of essential oil from Lippia sidoides Cham. J. Antimicrob. Chemother. 2007, 59:934-940.
29. Garcia-Fuentes M., Torres D., Martín-Pastor M., Alonso M.J. Application of NMR spectroscopy to the characterization of PEG-stabilized lipid nanoparticles. Langmuir 2004, 20:8839-8845.
30. Gomes G.A., Monteiro C.M.O., Senra T.O.S., Zeringota V., Calmon F., Matos R.S., Daemon E., Gois R.W.S., Santiago G.M.P., Carvalho M.G. Chemical composition and acaricidal activity of essential oil from Lippia sidoides on larvae of Dermacentor nitens (Acari: Ixodidae) and larvae and engorged females of Rhipicephalus microplus (Acari: Ixodidae). Parasitol. Res. 2012, 111:2423-2430.
31. Guinebretière S., Briançon S., Fessi H., Teodorescu V.S., Blanchin M.G. Nanocapsules of biodegradable polymers: preparation and characterization by direct high resolution electron microscopy. Mater. Sci. Eng. C 2002, 21:137-142.
32. Habib S.M., Amr A.S., Hamadneh I.M. Nanoencapsulation of alpha-linolenic acid with modified emulsion diffusion method. J. Am. Oil Chem. Soc. 2012, 89:695-703.
33. Hosseini S.M.H., Emam-Djomeh Z., Sabatino P., Van der Meeren P. Nanocomplexes arising from protein-polysaccharide electrostatic interaction as a promising carrier for nutraceutical compounds. Food Hydrocoll. 2015, 50:16-26.
34. Hubbe M.A., Rojas O.J. Colloidal stability and aggregation of lignocellulosic materials in aqueous suspension: a review. Bioresources 2008, 34:1419-1491.
35. Kumar T.V.S., Sankar K.-U., Divakar S. Synthesis of thymol glycosides under SCCO2 conditions using amyloglucosidase from Rhizopus mold. J. Food Sci Technol. 2013, 50:803-808.
36. Leal L.K.A.M., Oliveira V.M., Araruna S.M., Miranda M.C.C., Oliveira F.M.A. Análise de timol por CLAE na tintura de Lippia sidoides Cham. (alecrim-pimenta) produzida em diferentes estágios de desenvolvimento da planta. Rev. Bras. Farmacogn. 2003, 13:9-11.
37. Lima G.P.G., Souza T.M., Freire G.P., Farias D.F., Cunha A.P., Ricardo N.M.P.S., Morais S.M., Carvalho A.F.U. Further insecticidal activities of essential oils from Lippia sidoides and Croton species against Aedes aegypti L. Parasitol. Res. 2013, 112:1953-1958.
38. Lobo P.L.D., Fonteles C.S.R., Marques L.A.R.V., Jamacaru F.V.F., Fonseca S.G.C., Carvalho C.B.M., Moraes M.E.A. The efficacy of three formulations of Lippia sidoides Cham. essential oil in the reduction of salivary Streptococcus mutans in children with caries: a randomized double-blind, controlled study. Phytomedicine 2014, 21:1043-1047.
39. Mao Y., Thompson M.J., Wang Q., Tsai E.W. Quantitation of poloxamers in pharmaceutical formulations using size exclusion chromatography and colorimetric methods. J. Pharm. Biomed. Anal. 2004, 3:1127-1142.
40. Matzinos P., Tserki V., Kontoyiannis A., Panayiotou C. Processing and characterization of starch/polycaprolactone products. Polym. Degrad. Stab. 2002, 77:17-24.
41. Moinard-Checot D., Chevalier Y., Brian S., Fessi H., Guinebretière S. Nanoparticles for drug delivery: review of the formulation and process difficulties illustrated by the emulsion-diffusion process. J. Nanosci. Nanotechnol. 2006, 6:2664-2681.
42. Mora-Huertas C.E., Fessi H., Elaissari A. Polymer-based nanocapsules for drug delivery. Int. J. Pharm. 2010, 385:113-142.
43. Morris G.A. Diffusion-ordered spectroscopy. Encyclopedia of Magnetic Resonance 2009, John Wiley, Chichester, (emrstm0119.pub2). 10.1002/9780470034590. R.K. Harris, R.E. Wasylishen (Eds.).
44. Mota M.L., Lobo L.T.C., Costa J.G.M., Costa L.S., Rocha H.A.O., Silva L.F.R., Pohlit A.M., Andrade-Neto V.F.A. In vitro and in vivo antimalarial activity of essential oils and chemical components from three medicinal plants found in Northeastern Brazil. Planta Med. 2012, 78:658-664.
45. Nilsson J.M. Resolving overlaps in diffusion encoded spectra using band-selective pulses in a 3D BEST-DOSY experiment. J. Magn. Res. 2011, 213:69-75.
46. Paula H.C.B., Sombra F.M., Abreu F.O.M.S., de Paula R.C.M. Lippia sidoides essential oil encapsulation by angico gum/chitosan nanoparticles. J. Brazil. Chem. Soc. 2010, 21:2359-2366.
47. Paula H.C.B., Sombra F.M., Cavalcante R.F., Abreu F.O.M.S., de Paula R.C.M. Preparation and characterization of chitosan/cashew gum beads loaded with Lippia sidoides essential oil. Mater. Sci. Eng. C 2011, 31:173-178.
48. Pelta M.D., Morris G.A., Stchedroff M.J., Hammond S.J. A one-shot sequence for high-resolution diffusion-ordered spectroscopy. Magn. Reson. Chem. 2002, 40:S147-152.
49. Plummer R., Hill D.J.T., Whittaker A.K. DOSY NMR studies of chemical exchange behavior of poly(2-hydroxyethyl methacrylate). Macromolecules 2006, 39:3878-3889.
50. Quintanar-Guerrero D., Tamayo-Esquivel D., Ganem-Quintanar A., Allémann E., Doelker E. Adaptation and optimization of the emulsification-diffusion technique to prepare lipidic nanospheres. Eur. J. Pharm. Sci. 2005, 26:211-218.
51. Ribeiro F.W.M., Laurentino S., Alves C.R., Bastos M.S.R., Costa J.M.C., Canuto K.M., Furtado R.F. Chemical modification of gum arabic and its application in the encapsulation of Cymbopogon citratus essential oil. J. Appl. Polym. Sci. 2015, 132:41519.
52. Savary G., Hucher N., Bernadi E., Grisel M., Malhiac C. Relationship between the emulsifying properties of Acacia gums and the retention and diffusion of aroma compounds. Food Hydrocoll. 2010, 24:178-183.
53. Schramm L.L. Emulsion Foams and Suspensions: Fundamentals and Applications 2005, Wiley-VCH Verlag, Weinheim.
54. Surassmo S., Min S.-G., Bejrapha P., Choi M.-J. Effects of surfactants on the physical properties of capsicum oleoresin-loaded nanocapsules formulated through the emulsion-diffusion method. Food Res. Int. 2010, 43:8-17.
55. Veras H.N.H., Araruna M.K.A., Costa J.G.M., Coutinho H.D.M., Kerntopf M.R., Botelho M.A., Menezes I.R.A. Topical antiinflammatory activity of essential oil of Lippia sidoides Cham: possible mechanism of action. Phytother. Res. 2013, 27:179-185.
56. Woodruff M.A., Hutmacher D.W. The return of a forgotten polymer: polycaprolactone in the 21st century. Prog. Polym. Sci. 2010, 35:1217-1256.
57. Youm I., Yang X., Murowchick J.B., Youan B.-B.C. Encapsulation of docetaxel in oily core polyester nanocapsules intended for breast cancer therapy. Nanoscale Res. Lett. 2011, 630:1-12.