Abstract
The grape culture is quite affected by fungi. Among them is Glomerella cingulata, whose control is carried by synthetic fungicides such as mancozeb, which can cause damage to human and environmental health. An alternative is the use of natural fungicides, such as eugenol. It has already proven antifungal activity but has instability problems. In this context, nanoencapsulation would be a possibility to minimize the mancozeb toxicity and the eugenol instability. In this study, nanoemulsions containing eugenol and mancozeb, isolated and in association, were prepared by the spontaneous emulsification method. Afterwards, the antifungal activity, through the macrodilution technique in broth and the physicochemical stability of these formulations were evaluated. The nanoemulsions presented adequate nanometric characteristics with diameter between 180 and 210 nm, polydispersity index less than 0.3, negative zeta potential and acid pH. Besides good physicochemical stability. The compounds when nanoencapsulated presented an antifungal activity against G. cingulata with efficacy 103 and 3 times better for mancozeb and eugenol, respectively, compared to its free form. The study demonstrates the viability of obtaining nanoemulsions containing mancozeb and/or eugenol with antifungal activity against of G. cingulata, having these an innovative character for the treatment of vine-growing pests.
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References
Abd-Elsalam KA, Khokhlov AR (2015) Eugenol oil nanoemulsion: antifungal activity against Fusarium oxysporum f. sp. vasinfectum and phytotoxicity on cottonseeds. Appl Nanosci 5(2):255–265. https://doi.org/10.1007/s13204-014-0398-y
Aguilar-González AE, Palou E, López-Malo A (2015) Antifungal activity of essential oils of clove (Syzygium aromaticum) and/or mustard (Brassica nigra) in vapor phase against gray mold (Botrytis cinerea) in strawberries. Innov Food Sci Emerg Technol 32:181–185. https://doi.org/10.1016/j.ifset.2015.09.003
Aminifard MH, Mohammadi S (2013) Essential oils to control Botrytis cinerea in vitro and in vivo on plum fruits. J Sci Food Agric 93(2):348–353. https://doi.org/10.1002/jsfa.5765
ANVISA (2017) Ministério da Saúde (MS)—Agência Nacional de Vigilância Sanitária. RDC No. 166, de 24 de julho de 2017. Diário Oficial [da] República Federativa do Brasil 2017:22
Bandoni A, Czepak MP (2008) Os recursos vegetais aromáticos no Brasil, Edufes. Vitória
Belpoggi F et al (2002) Results of long-term experimental studies on the carcinogenicity of methyl tert-butyl ether. Ann N Y Acad Sci 837:77–95. https://doi.org/10.1111/j.1749-6632.1997.tb56865.x
Costa ART et al (2011) Ação do óleo essencial de Syzygium aromaticum (L.) Merr. & L.M.Perry sobre as hifas de alguns fungos fitopatogênicos. Rev Brasil Plantas Med 13(2):240–245. https://doi.org/10.1590/S1516-05722011000200018
Daane KM et al (2018) Entomological opportunities and challenges for sustainable viticulture in a global market. Annu Rev Entomol 63(1):193–214. https://doi.org/10.1146/annurev-ento-010715-023547
Eid AM et al (2015) Usage of sugar ester in the preparation of avocado oil nanoemulsion. Asian J Pharm Clin Res 8(4):66–69
Flores FC et al (2011) Nanostructured systems containing an essential oil: Protection against volatilization. Quim Nova 34(6):968–972. https://doi.org/10.1590/S0100-40422011000600010
Garrido LR, Sônego OR (2004) Podridão da Uva Madura ou Podridão de Glomerella - Biologia, Epidemiologia e Controle. Embrapa Uva e Vinho Circular Técnica 52:10
Hung CF et al (2007) The effect of oil components on the physicochemical properties and drug delivery of emulsions: Tocol emulsion versus lipid emulsion. Int J Pharm 335(1–2):193–202. https://doi.org/10.1016/j.ijpharm.2006.11.016
ICH (2005) ICH Topic Q2 (R1) validation of analytical procedures: text and methodology. In: International conference on harmonization (November 1996), p 17. http://www.ich.org/fileadmin/Public_Web_Site/ICH_Products/Guidelines/Quality/Q2_R1/Step4/Q2_R1__Guideline.pdf. Accessed 02 Jan 2018
Jaiswal M, Dudhe R, Sharma PK (2015) Nanoemulsion: an advanced mode of drug delivery system. 3 Biotech 5(2):123–127. https://doi.org/10.1007/s13205-014-0214-0
Karmakar S et al (2012) Clove (Syzygium aromaticum Linn) extract rich in eugenol and eugenol derivatives shows bone-preserving efficacy. Nat Prod Res 26(6):500–509. https://doi.org/10.1080/14786419.2010.511216
Kim CK, Cho YJ, Gao ZG (2001) Preparation and evaluation of biphenyl dimethyl dicarboxylate microemulsions for oral delivery. J Control Release 70(1–2):149–155. https://doi.org/10.1016/S0168-3659(00)00343-6
Kumari S et al (2018) Thymol nanoemulsion exhibits potential antibacterial activity against bacterial pustule disease and growth promotory effect on soybean. Sci Rep 8(1):1–12. https://doi.org/10.1038/s41598-018-24871-5
Lu WC et al (2018) Preparation, characterization, and antimicrobial activity of nanoemulsions incorporating citral essential oil. J Food Drug Anal 26(1):82–89. https://doi.org/10.1016/j.jfda.2016.12.018
Masmoudi H et al (2005) The evaluation of cosmetic and pharmaceutical emulsions aging process using classical techniques and a new method: FTIR. Int J Pharm 289(1–2):117–131. https://doi.org/10.1016/j.ijpharm.2004.10.020
Mazzarrino G et al (2015) Salmonella enterica and Listeria monocytogenes inactivation dynamics after treatment with selected essential oils. Food Control 50:794–803. https://doi.org/10.1016/j.foodcont.2014.10.029
Mello LMR (2017) ‘Panorama da produção de uvas e vinhos no Brasil’, Campo and Negócios, pp 54–56
NCCLS (2002) Método de Referência para Testes de Diluição em Caldo para a Determinação da Sensibilidade a Terapia Antifúngica dos Fungos Filamentosos: Norma Aprovada, NCCLS document M38-A. NCCLS
Nordby KC et al (2005) Indicators of mancozeb exposure in relation to thyroid cancer and neural tube defects in farmers’ families. Scand J Work Environ Health 31(2):89–96. https://doi.org/10.5271/sjweh.855
Oliveira CB (2014) Tratamento da Infecção por Trypanosoma evansi: testes in vitro e in vivo. Universidade Federal de Santa Maria, Santa Maria
Ourique AF et al (2008) Tretinoin-loaded nanocapsules: preparation, physicochemical characterization, and photostability study. Int J Pharm 352(1–2):1–4. https://doi.org/10.1016/j.ijpharm.2007.12.035
Roland I et al (2003) Systematic characterization of oil-in-water emulsions for formulation design. Int J Pharm 263(1–2):85–94. https://doi.org/10.1016/S0378-5173(03)00364-8
Roswalka LC (2010) Óleos essenciais: Ação sobre Colletotrichum gloeosporioides E Colletotrichum musae. Associados Ou Não à Película de Antracnose em Goiaba. Universidade Federal de Lavras
Rozwalka LC et al (2008) Extratos, decoctos e óleos essenciais de plantas medicinais e aromáticas na inibição de Glomerella cingulata e Colletotrichum gloeosporioides de frutos de goiaba. Ciência Rural 38(2):301–307. https://doi.org/10.1590/S0103-84782008000200001
Salvia-Trujillo L et al (2015) Physicochemical characterization and antimicrobial activity of food-grade emulsions and nanoemulsions incorporating essential oils. Food Hydrocolloids 43:547–556. https://doi.org/10.1016/j.foodhyd.2014.07.012
Saran S et al (2013) Validated RP-HPLC method to estimate eugenol from commercial formulations like Caturjata Churna, Lavangadi Vati, Jatiphaladi Churna, Sitopaladi Churna and clove oil. J Pharm Res 6(1):53–60. https://doi.org/10.1016/j.jopr.2012.11.013
Solans C et al (2005) Nano-emulsions. Curr Opin Colloid Interface Sci 10(3–4):102–110. https://doi.org/10.1016/j.cocis.2005.06.004
Sônego OR, Garrido L da R (2005) Principais doenças fúngicas da videira no Sul do Brasil, Embrapa Uva e Vinho, pp. 1–16
Tilton F, La Du JK, Tanguay RL (2008) Sulfhydryl systems are a critical factor in the zebrafish developmental toxicity of the dithiocarbamate sodium metam (NaM). Aquat Toxicol 90(2):121–127. https://doi.org/10.1016/j.aquatox.2008.08.008
Wightman JD, Heuberger RA (2015) Effect of grape and other berries on cardiovascular health. J Sci Food Agric 95(8):1584–1597. https://doi.org/10.1002/jsfa.6890
Zaffari EA, Borba RS (2016) Levantamento dos Principais Fungicidas e Inseticidas Comercializados pelas Agropecuárias de Bento Gonçalves para Utilização na Cultura da Videira. Sci Agrar Parana 15(4):385–390. https://doi.org/10.18188/1983-1471/sap.v15n4p385-390
Acknowledgements
The authors are grateful to Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul (FAPERGS), Universidade Franciscana and EMBRAPA Uva e Vinho de Bento Gonçalves, in particular to Dr. Lucas Da Ressurreição Garrido who kindly gave us the fungus.
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Velho, M.C., de Oliveira, D.A., da Silva Gündel, S. et al. Nanoemulsions containing mancozeb and eugenol: development, characterization, and antifungal activity against Glomerella cingulata. Appl Nanosci 9, 233–241 (2019). https://doi.org/10.1007/s13204-018-0903-9
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DOI: https://doi.org/10.1007/s13204-018-0903-9