WO2017106944A1 - Microparticule antimicrobienne et ses utilisations - Google Patents

Microparticule antimicrobienne et ses utilisations Download PDF

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Publication number
WO2017106944A1
WO2017106944A1 PCT/BR2016/000117 BR2016000117W WO2017106944A1 WO 2017106944 A1 WO2017106944 A1 WO 2017106944A1 BR 2016000117 W BR2016000117 W BR 2016000117W WO 2017106944 A1 WO2017106944 A1 WO 2017106944A1
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WIPO (PCT)
Prior art keywords
oil
microparticle
thyme
gelatin
particle
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PCT/BR2016/000117
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English (en)
Portuguese (pt)
Inventor
Nathalia Dias GONÇALVES
Ana Silvia Prata SOARES
Marta Cristina Teixeira Duarte
Adriane Elisabete Antunes DE MORAES
Camila DELARMINA
Fabiola de Lima PENA
Adilson SARTORATTO
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Universidade Estadual De Campinas - Unicamp
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Application filed by Universidade Estadual De Campinas - Unicamp filed Critical Universidade Estadual De Campinas - Unicamp
Publication of WO2017106944A1 publication Critical patent/WO2017106944A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
    • A01N25/28—Microcapsules or nanocapsules
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08—Magnoliopsida [dicotyledons]
    • A01N65/22—Lamiaceae or Labiatae [Mint family], e.g. thyme, rosemary, skullcap, selfheal, lavender, perilla, pennyroyal, peppermint or spearmint
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/53—Lamiaceae or Labiatae (Mint family), e.g. thyme, rosemary or lavender
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/42—Proteins; Polypeptides; Degradation products thereof; Derivatives thereof, e.g. albumin, gelatin or zein

Definitions

  • the present invention relates to a microparticle having functional and antimicrobial properties comprising gelatin, gum arabic and thyme essential oil.
  • the invention relates to the use of. microparticle for the pharmaceutical, cosmetic and food industry as the means to increase product shelf life and for antimicrobial protection, either by storing the product while preventing the growth of fungi and pathogenic microorganisms, or as a preventive to microbial diseases.
  • Essential oils are considered health promoting ingredients in the food industry and are known to have antimicrobial and some insecticidal properties. However, their bioactive components are usually susceptible to degradation by exposure to light, heat or oxygen, or by the interaction with other compounds present in complex formulations which may limit their biological action.
  • Thyme essential oil (Thymus vulgaris) is biologically active against food-borne pathogenic microorganisms,
  • Thymus oils are rich in the phenolic compounds thyrohol and carvacrol, related to many biological activities such as antimicrobial, antifungal and anthelmintic effect (Gut ⁇ érrez-Larra ⁇ nzar et al., 2012 ⁇ ; (Daferera, Ziogas, & Poiissiou, 2000).
  • tirol may represent from 10 to 64% of the oil and its carvacrol isomer from 2 to 111.
  • Other compounds at relevant, identified and normally present concentrations are y-terpene (2-31%) and p-cyrene (10-56%) (Burt, 2004).
  • the bactericidal action on the bacteria (Gram positive and negative) of thyme oil is due to the combination of its components.
  • the mechanism of action of the thymus! and its carvacrol isomer on the microorganisms is through the disruption of the cytoplasmic wall membrane of Gram negative bacteria. Since p-cyme, being a hydrophobic substance, generates an exacerbated swelling of the cytoplasmic membrane, weakening it (Barbosa, 2010); (Alves, 2014).
  • Phenolic components are responsible for the oil's greater antifungal activity and their action was confirmed: against 13 species of Penicillium spp. and 9 from Aspergillus spp. and 17 species of other fungi (Esper, 2011); (Koci & Dimi, 2013).
  • these molecules because they have hydroxyl groups next to the aromatic ring, have antioxidant properties, and as the cells and tissues of the human organism are composed of unpaired electrons, called free radicals, responsible for the oxidative stress that is related With cellular changes shown in studies such as degenerative diseases, this phenomenon occurs when there is an imbalance between oxidizing and antioxidant molecules. For this reason, the increase of food and beverages with antioxidant compounds may favor the fight against reactive species (Lima, 2007).
  • microencapsulation This technique consists in covering an active component with a polymeric matrix, both assuming microscopic dimensions (Azeredo, 2005), in order to form a physical barrier that will protect it from the environment conditions and control its release, that is, they can guarantee the protection of oil from degradation or evaporation while not affecting its biological properties,
  • the encapsulated agent is thyme oil and the wall material is the combination of gelatin with arabic gum, micro .encapsulation is done by complex coacervation.
  • complex coacervation complexed polymers promote the formation of a new state of matter, and the particles will exhibit completely different technological properties than their isolated polymers. These particles are organized networks that trap the active compound and large amounts of water in its structure, contrary to what can be seen in simple coacervation.
  • Prata, SA; et al on 6/23/15 describe microparticles obtained by the complex coacervation technique in which the wall has gelatin and gum arabic, at a ratio of 1: 1, at a concentration of 2.5%, encapsulating vegetable oils.
  • the proposed invention differs from the work of Prata, SA; et al mainly by the characteristic of the active component encapsulated, pourover oil that is used as a fixative in lotions and perfumes and has no information on its antiraicrobial action.
  • pourover oil that is used as a fixative in lotions and perfumes and has no information on its antiraicrobial action.
  • the proposed technology was studied the cross-linking of the microparticle wall allowing the gradual release of the active, and the preservation of its biological activity.
  • a primary emulsion employing sunflower oil is produced to encapsulate a hydrophilic compound and then stabilizes it by complex coacervation between gelatin and arabic gum.
  • the encapsulated active is thyme oil, which is used as an antimicrobial, This function is not conferred by aspartame.
  • the sodium tripolyphosphate crosslinker is used as a stabilizer which, in addition to definitively stabilizing the particle shape, alters its barrier properties to ensure a control of the release of the active substance at the desired concentration.
  • the fact that thyme oil particles are wetly applied facilitates their application in products where water availability is high.
  • CNI03040718A of 12/20/12 refers to an antiseptic composition in the form of microcapsules, the walls of which have gum arabic and gelatin, the material present in the core is composed of some essential oils, including : which thyme oil.
  • thyme oil is composed of some essential oils, including : which thyme oil.
  • Mixture of components such as microcapsule filling includes essential oil cloves, cinnamon, thyme, garlic, vitamin E, polyphenols, where the proportional amount of thyme oil is 27% of the total oil in the particle. In the technology proposed here, thyme oil represents 100% of the total active material used.
  • chitosan at pH 5 may cause insolubilization of the polymer (which is soluble in acidic acid), this is the limitation of complexation for particle formation forming either polymeric networks or less stable particles and this implies the quality of protection and release offered. by the particle.
  • the technology proposed here is a reproducible method which produces spherical particles whose wall composition is gelatin and gum arabic and whose wall porosity can be modulated to obtain a well-established release control.
  • the amount of encapsulated thyme oil in the proposed technology is too high of oil per gram of wet particle or. oil per gram of dry particle.
  • CM1Q3040718A no mention is made of encapsulation efficiency, but considering that all the oil of the aforementioned patent had been encapsulated, the thymol content would represent 27% CO2,
  • WO2011116962_Al of 20/03/10 describes a process of treating fibers and / or textile materials by the coacervation technique using gelatin, gum arabic and chitosan, as well as thyme oil as an active ingredient, ie as insect repellent.
  • Such a product is applicable to the pharmaceutical industry, textile as insecticide and repellent.
  • the active agent is not single defined and can cause modifications during the encapsulation process for both complex and simple coacervation use.
  • This invention relates to an antimicrobial microparticle comprising:
  • - Wall material Gelatin and Arabic Gum in a variable ratio from 1: 1 to 1: 3, preferably from 1: 1: e
  • the obtained microparticle has an average size of 32, 73 ⁇ in spherical form, and is a controlled release system of thyme oil which is in the concentration between 0.2 to 0.5 g of oil / g dry particle, preferably 0.481 g of oil / g dry particle mg /.
  • Said oil has a percentage of thymol ranging from 20% to 60%, preferably 53.57%.
  • the release rate of the active agent is up to 0.009% and the maximum trapping of 85.3% oil.
  • microparticle In addition to the microparticle, it has application in the pharmaceutical, cosmetic and food industry with antimicrobial action for product storage.
  • FIG. 1 Microparticles produced by complex coacervation of GE: QUI with D-limonene essential oil.
  • Antimicrobial microparticle comprising co wall material: Gelatin and Gum Arabic in proportion "variable 1: 1 to 1: 3, preferably 1: 1; and 25 to 100% Thyme Bulk Essential Oil, relative to total wall material.
  • microparticle was prepared as follows:
  • microparticle for the pharmaceutical, cosmetic and food industry as it is a controlled release system of thyme oil and allows the formulation of a functional product with better antimicrobial protection, either in stocking the product avoiding the growth of fungi and pathogenic microorganisms, preventive to microbial diseases, with a minimum inhibitory concentration of 0.125 mg / ml to 0.625 mg / ml.
  • the best particle composition for white thyme oil delivery was defined by the combinations of gelatin, arabic gum and chitosan polymers.
  • T. vulgaris oil composition due to factors such as: forrna and extraction time, climatic conditions and type. of soil.
  • Very low levels of thymol and carvacrol have been identified, ranging from 10.09% to 27.65% in thymol. Higher levels reported may be related to a disproportion between the components.
  • An oil with 64.46% thymol but only 3.62% carvacrol was found.
  • the chitosan solution was prepared by 1% dilution in acetic acid by changing the pH in the range of 4-5.5.
  • the gelatin solution was prepared at 1% and 2.5% by changing the pH from 4 - 5.5 and 6 and the 2.5% and 5% gum arabic solution. All pH changes were made by. addition of hydrochloric acid (0.5) or sodium hydroxide NaOH (0.5Nj.) For reading, the solutions were kept under stirring throughout the process.
  • the estimation of the complexation range of the polymers was defined by the potential analysis and, after preliminary tests with D-limonene, the particles were produced under the best conditions with the white thyme oil corresponding to all the obtained results.
  • Soil surface load 4 dogs individual polymers in different proportions were determined by zeta potential on a Zetasizer M20QQ model equipment (Malvern Instruments Ltda., Malvern, Worcestershire, UK).
  • Type B gelatin has an isoelectric point of 5.2
  • Gelatin can have both acidic and base pH depending on the medium when it was. Acid pH is positively charged, this allows us to understand the interaction value between GA: GE systems.
  • the pH used for coacervation was 4.0 with. a ratio of (1: 1) with the gum arabic being negatively charged over the whole pH range.
  • the value presented (-9.16) indicates that gelatin is not a strong polyelectrolyte, the negative charges of gum arabic stood out, adding up the H and temperature conditions obtained phase separation and high encapsulation efficiency.
  • the study made with the gelatin / chitosan pair was negative when at natural pH (- 6.57) and positive at particle (4.66) the ratio used was (10: 1) at pH 5.5.
  • phase separation did not occur as in the previous system, a coacervate mass stabilized mainly by the electrostatic interaction, and a polymer rich and a turbid supernatant phase: the high ratio of gelatin to chitosan may have contributed to the difficulty of reaching the desired pH and a high acid addition (sodium chloride and hydrochloric acid) is required during the process, this performance can be explained by the fact that when there are more fractions with positive charges in counterpart a The equivalent amount of negative charges is essential for neutralization of both and the complex to form. Beyond. In addition, in Table can. The low yield of coacervates can be seen, which indicates that pH values at which charges do not balance also lead to lack of interaction between polymers and low encapsulation efficiency.
  • Rend yield: total coacervated mass / total mass Inserted into the system
  • P.C . complexed polymer (polymer mass contained in the coacervated system / inserted polymer mass)
  • F.C. (s / o). complexed polymer without the presence of oil; EE (%) encapsulation efficiency.
  • the GA QUI microparticle has a spongy structure ( Figure 3)
  • G2 MIC has a more filamentous structure closer to the gel point ( Figure 3). 4);
  • GA microparticle: GE. presents a spherical structure, with a multinucleated distribution of the active material as can be seen in Figure 5.
  • Table 5 shows that, by the combination GE: QUI, the microparticles showed high encapsulation efficiency and 30um diameter. Table 5.
  • -It is most often dependent on the interplay given by the wall material and characteristic of the active material, which in the case of T. vulgaris oil! s is volatile.
  • the best release profile occurs with GE: GA coacervates in which there is continuous gradual release, and the maximum release rate was reached with 0.006% thymol released in cereal alcohol, the GA: GE system at 5 h released about 0.009%.
  • the GE: QUI 0.00151 system presented the lowest protection efficiency releasing twice as much compost in the same time frame as the other systems, considering the load (Table 4).
  • the release characteristics of the systems are dependent on the interplay between the biopolymers used, the proportion between the filling and the wall material, besides the size of the microparticles (Cordeiro, 2005).
  • the particle had the smallest structure (Table 5) as well as the oil remained dispersed and polynucleated and the morphological structure of the spherical particle ( Figure 5), unlike the other two systems which presented larger structure and the essential oil was dispersed as a single drop into a morphologically irregular microparticle with the exception of the GE: QUI system that a mass formation was observed rather than : coacervated, possibly this system showed no junction between the biopolymers due to imbalance between (Emufián-López & Bodmeier, 1996). These characteristics explain the probable reasons for the best release profile to be the GA: GB system.
  • the application of the encapsulated oil was calculated according to the oil mass contained was 100.0 mg of wet particle (wet load) and the amount of total oil used in the production of microparticles according to the MIC value equivalent to 1.78 mg of particles. corresponding to approximately 0.125 mg of encapsulated thyme oil and for application five times larger 8.93 mg of particles corresponding to approximately 0.625 mg of thyme oil.
  • Microbiological conditions were analyzed after cake production (time zero) and daily follow-up of samples was performed until apparent microbial contamination occurred within 15 days and the last analysis was performed after the naked eye. the total time of 30 days, according to the adapted methodology of Silva et al. (2010). Results were expressed in log CFU / g. For each treatment, composite sample analyzes were performed (with 1 lump of about 10 g whole homogenized in 0.9% saline under sterile conditions and subjected to serial dilution).
  • Microbiological activity of encapsulated T. vulgar ⁇ s are described in Table 8 and show the ability particle protector on bioactive volatile compounds of this oil (thymol, carvaerol, pyrene) by concentrating on foodborne pathogens.
  • the data also show that the most sensitive to the encapsulated T. vulgaris was the gram-negative P. aeruginosa bacteria compared only with C. albicans and S. aureus. Even so the microparticles were very efficient to inhibit the other microorganisms where the MIC values did not exceed 0.0-30 mg / ml.
  • T.-volgaris root particles were applied to a bolus formulation demonstrating the antiraicrobial properties in a food model, aiming at inhibiting the fungal proliferation common to the product and consequently increasing the shelf life of the product.

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Abstract

La présente invention concerne une microparticule dont la paroi comprend de la gélatine et de la gomme arabique encapsulant de l'huile de thym, et qui se présente sous la forme d'un système à libération contrôlée. L'invention trouve une application dans l'industrie pharmaceutique, cosmétique et alimentaire, avec une action antimicrobienne pour le stockage de produits.
PCT/BR2016/000117 2015-12-22 2016-10-31 Microparticule antimicrobienne et ses utilisations WO2017106944A1 (fr)

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BRBR1020150325649 2015-12-22

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CZ308145B6 (cs) * 2016-12-21 2020-01-22 Agrotest Fyto, S.R.O. Fungicidní prostředek na ochranu rostlin na základě esenciálního oleje z Thymus vulgaris, způsob jeho výroby a použití

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CN103865276A (zh) * 2014-03-19 2014-06-18 李孟醒 一种具有控制释放功能的活性抗菌可食包装及其制备方法
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CN103865276A (zh) * 2014-03-19 2014-06-18 李孟醒 一种具有控制释放功能的活性抗菌可食包装及其制备方法
CN105030679A (zh) * 2015-08-10 2015-11-11 江苏大学 一种高稳定性的鼠尾草精油纳米脂质体抗菌剂及制备方法

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J. GÓMEZ-ESTACA ET AL.: "Biodegradable gelatine-chitosan films incorporated with essential oiis as antimicrobial agente for fish preservation", FOOD MICROBIOLOGY, vol. 27, 2010, pages 889 - 896, XP055396160 *
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CZ308145B6 (cs) * 2016-12-21 2020-01-22 Agrotest Fyto, S.R.O. Fungicidní prostředek na ochranu rostlin na základě esenciálního oleje z Thymus vulgaris, způsob jeho výroby a použití

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