WO2025199601A1 - Microparticules et nanoparticules polymères biodégradables et utilisation de celles-ci - Google Patents

Microparticules et nanoparticules polymères biodégradables et utilisation de celles-ci

Info

Publication number
WO2025199601A1
WO2025199601A1 PCT/BR2025/050110 BR2025050110W WO2025199601A1 WO 2025199601 A1 WO2025199601 A1 WO 2025199601A1 BR 2025050110 W BR2025050110 W BR 2025050110W WO 2025199601 A1 WO2025199601 A1 WO 2025199601A1
Authority
WO
WIPO (PCT)
Prior art keywords
particles
poly
nanoparticles
photoprotective
biodegradable polymeric
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/BR2025/050110
Other languages
English (en)
Portuguese (pt)
Inventor
Letícia De Souza MIRANDA
Rafael Coelho DE LIMA
Amon Costa Cerqueira PINTO
Martina Costa Cerqueira PINTO
Luciana Da Silva DUTRA
José Carlos Costa Da Silva Pinto
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Biobeads Solucao Em Polimeros Ltda
Universidade Federal do Rio de Janeiro UFRJ
Original Assignee
Biobeads Solucao Em Polimeros Ltda
Universidade Federal do Rio de Janeiro UFRJ
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from BR102024006233-7A external-priority patent/BR102024006233B1/pt
Application filed by Biobeads Solucao Em Polimeros Ltda, Universidade Federal do Rio de Janeiro UFRJ filed Critical Biobeads Solucao Em Polimeros Ltda
Publication of WO2025199601A1 publication Critical patent/WO2025199601A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11—Encapsulated compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85—Polyesters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35—Ketones, e.g. benzophenone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen

Definitions

  • the present invention is related to the areas of biotechnology and chemistry, specifically to the areas of cosmetic formulations and polymeric materials, and deals with a class of micro and nanoparticles, produced from biodegradable polymers and which may contain photoprotective actives, applied as sunscreens or sun protection intensifiers in sunscreen formulations.
  • the sunscreen formulations available to consumers are prepared by combining two main components: vehicles and sunscreens (active ingredients).
  • Sunscreens are classified as organic or inorganic.
  • Organic filters are capable of absorbing UV radiation and transforming it into less harmful radiation through conformational changes in their molecules, emitting radiation with longer wavelengths in the visible light range or releasing energy in the form of heat (FLOR et al ., 2007; MANAIA et al ., 2013).
  • Inorganic filters act primarily through the scattering, reflection, and/or absorption of UV rays that reach the skin's surface. These materials are usually used in particulate form, with dimensions similar to the wavelength of the incident radiation, to achieve maximum scattering (Flor et al. , 2007).
  • one solution being studied to mitigate the harmful effects of these substances and their potential health risks is the use of polymeric particles with potentially synergistic reflectance, intensifying the photoprotective effect of certain cosmetic formulations.
  • These polymeric matrices can also be used to encapsulate photoprotective compounds. Encapsulating photoprotective active ingredients reduces or even prevents contact between these compounds and human tissue, thus mitigating several harmful effects associated with sunscreen use.
  • polymeric materials are often used as matrices for encapsulating active ingredients, most studies employ non-biodegradable synthetic polymeric materials for this purpose. Although they mitigate the harmful health effects associated with the use of free photoprotective active ingredients, the use of such materials is not advantageous from an environmental perspective, as they continue to cause accumulation of microplastics in nature and bioaccumulation effects of plastic materials throughout the food chain.
  • the present invention presents biodegradable polymeric micro and nanoparticles, containing or not encapsulated photoprotective actives, for use as sunscreens or sun protection intensifiers in sunscreen formulations.
  • the process of encapsulating photoprotective compounds in biodegradable polymeric micro and nanoparticles not only mitigates systemic absorption and reduces the harmful effects associated with long-term use of such products, but also increases the stability of photoprotective compounds, enhancing their photoprotective action, as they combine the chemical protection of the active ingredients with the physical reflectance of the particles. Furthermore, it offers a significant environmental advantage, as it is a biodegradable matrix, derived from a renewable source, and has a low environmental impact.
  • Brazilian document BR112020000940-7 describes a sunscreen formulation that includes a multistage polymeric particle designed to increase the Sun Protection Factor (SPF).
  • SPF Sun Protection Factor
  • the addition of the polymeric particle aims to enhance UV protection in sunscreens.
  • the polymeric particle composition involves several types of monomers, including monomers that make up the core, inner shell, and outer shell.
  • the average particle size, when dry, ranges from 50 to 1,000 nm, suggesting the use of nanoparticles.
  • the document suggests the use of polyester as a film-forming agent.
  • the present invention differs in that it produces particles based on polymers of renewable and biodegradable origin, including polymeric materials based on starch and succinates.
  • the aforementioned document protects a sunscreen formulation containing particles based on acrylic and methacrylic acid, i.e., monomers of non-renewable origin that produce polymers that are not biodegradable.
  • the present invention also involves the production of biodegradable particles containing encapsulated photoprotective active ingredients.
  • Document PI0517930-0 discloses an additive for sunscreen preparations aimed at improving sunscreen efficacy and mitigating problems associated with the prior art.
  • One of the issues mentioned is irritation or toxicity caused by UV radiation absorbing agents used in conventional sunscreens.
  • the document discloses the use of empty polymeric particles produced by emulsion polymerization of unsaturated monomers, along with reactive monomers. It is highlighted that such polymeric particles can increase UV radiation absorption, resulting in an increase in the sunscreen's photoprotection factor.
  • the polymeric particles contain chromophores covalently bound to the polymer, which also allows them to absorb UV radiation. It is discussed that the particles can be used to increase sun protection, improve skin texture, and act as viscosity adjusting agents.
  • the present invention proposes the use of micro and nanoparticles composed of biodegradable polymeric materials, based on starch and succinates, produced using monomers of renewable origin. Furthermore, such particles can contain encapsulated photoprotective actives, in order to intensify the photoprotection factor presented by the particles, eliminating the need for chromophores to increase sun protection.
  • US5932194 presents a sunscreen designed to provide long-lasting protection against ultraviolet (UV) rays, especially under conditions of water exposure.
  • a feature of this invention is the use of non-film-forming polymers in particle form in its formulation.
  • the polymers are used in the formulation to maintain the sunscreen's active properties even when the skin comes into contact with water. These polymers are designed to adhere to the skin and form a barrier that resists removal by water.
  • the invention incorporates emulsifying and thickening agents that improve the stability of the formulation, ensuring that the active components of the sunscreen remain evenly distributed.
  • the use of nanoparticles in the formula helps achieve broad-spectrum protection against UVA and UVB rays.
  • the present invention differs from the previous document in that it presents micro and nanoparticles based on biodegradable polymeric matrices, employing starch and polyesters of the succinate class, to guarantee or intensify the sunscreen factor, mitigating the harmful effects associated with the use of free photoprotective active ingredients.
  • the particles of the present invention may contain encapsulated photoprotective active ingredients. It is important to emphasize that, unlike the previously cited invention, which uses non-biodegradable matrices that generate microplastics, the present invention involves the use of sustainable polymeric matrices with low environmental impact.
  • the doctoral thesis entitled “DEVELOPMENT OF A PHOTOPROTECTIVE FORMULATION CONTAINING POLYMERIC NANOPARTICLES WITH SUNSCREEN,” aims to create cosmetic sunscreen formulations containing sunscreen nanoparticles (benzophenone-3 (BZ3), avobenzone (AVO), and methylbenzylidene camphor (MBC)) to increase the effectiveness, safety, and quality of these products.
  • sunscreen nanoparticles benzophenone-3 (BZ3), avobenzone (AVO), and methylbenzylidene camphor (MBC)
  • the nanoparticles are obtained using the miniemulsion polymerization technique, with the sunscreens encapsulated in situ , that is, during the polymerization process.
  • the process results in nanoparticles with dimensions greater than 100 nm, in which the incorporated active ingredients do not interact with the reaction system and remain dispersed in the polymer matrix.
  • the goal is to use these particles as raw materials in the manufacture of high-quality photoprotective formulations.
  • the specific objectives include encapsulating sunscreens in polymeric resins, characterizing the resulting nanoparticles, and developing photoprotective formulations containing these nanoparticles.
  • the research also includes in vitro and in vivo assays to evaluate the safety and efficacy of the final products.
  • the present invention differs from the previous document in that it produces biodegradable polymeric micro and nanoparticles of renewable origin. These particles are composed of starch or polysuccinates, rather than methacrylate-type polymers, which are non-biodegradable and fossil-based polymers that result in microplastics with a high potential for bioaccumulation. Starch- and succinate-based materials are biodegradable, their degradation products are non-toxic, and they have no potential for bioaccumulation in the marine environment, thus being considered to have low environmental impact.
  • Biodegradable polymeric particles based on poly(butylene succinate) (PBS) and poly(butylene succinate-co-adipate) (PBSA) copolymer were produced by non-solvent precipitation methodology.
  • the polymeric material was previously solubilized in chloroform at a concentration of 10% w/w and poured into an aqueous solution containing polyvinyl alcohol (PVA) at a concentration of 2% w/w. Both phases were subjected to high shear stresses under sonication with an amplitude of 30% for 5 min. Subsequently, this emulsion was poured back into an aqueous solution with a PVA concentration of 0.5% w/w.
  • the described system was kept under constant stirring at 900 rpm for 24 h, resulting in particles with an average diameter of approximately 400 nm.
  • the produced particles had a critical wavelength of 387 nm and an in vitro sun protection factor of 5.
  • the particles exhibited broad size distributions, with diameters ranging from 100 nm to 10 ⁇ m, as shown in Figure 1.
  • Example 2 the system described was subjected to constant agitation at 900 rpm for 24 hours, resulting in particles with an average diameter of approximately 800 nm.
  • the particles produced have a critical wavelength of 384 nm and an in vitro sun protection factor between 20 and 130, depending on the particle concentration used.
  • the particles exhibited broad size distributions, with diameters ranging from 100 nm to 10 ⁇ m, as shown in Figure 1.
  • the PBS and PBSA particles containing the photoprotective actives presented a mostly spherical morphology with the presence of some agglomerates, as can be seen in Figure 3.
  • the latexes of the poly(butylene succinate)-based particles containing the photoprotective actives were subjected to UV light, as shown in Figure 4.
  • the white-appearing latex shows the physical effect of the particles in the absence of actives, and the black-appearing latex confirms the encapsulation of the photoprotective actives through radiation absorption.
  • Biodegradable polymeric particles based on poly(ethylene succinate) (PES) were produced by the non-solvent precipitation methodology.
  • the polymeric material (10% w/w) and photoprotective actives such as avobenzone (2% w/w), octocrylene (2% w/w), and octyl methoxycinnamate (1% w/w) were previously solubilized in chloroform and poured into an aqueous PVA solution (2% w/w).
  • the two phases were subjected to high shear stresses under sonication at 30% amplitude for 5 min. Subsequently, the resulting emulsion was poured into an aqueous solution with a PVA concentration of 0.5% w/w.
  • Example 2 the described system was subjected to constant stirring at 900 rpm for 24 h, resulting in particles with an average diameter of approximately 800 nm.
  • the particles produced have a critical wavelength of 386 nm and an in vitro sun protection factor above 80, depending on the particle concentration used.
  • Natural and biodegradable starch-based polymeric microparticles were produced by in situ encapsulation methodology.
  • Starch (2.4% w/w), a solution of the photoprotective active ingredients ensulizole and benzophenone-4 (21.1% w/w), and glycerol (0.9% w/w) were previously solubilized in water (0.6% w/w) and poured into an oil solution containing sorbitan monooleate (3.8% w/w). The two phases were subjected to high shear stresses, with sonication at 20% amplitude for 5 min.
  • the resulting emulsion (W/O) was poured into a reactor maintained under constant stirring and heated to 80°C for 5 h, for solvent evaporation and chain crosslinking.
  • the particles produced were washed with acetone and separated from the oily medium by filtration, resulting in particles with an average diameter of approximately 70 ⁇ m.
  • the particles produced had a critical wavelength of 370 nm and an in vitro sun protection factor of approximately 5, depending on the particle concentration used.
  • Example 5 Cosmetic formulation containing PBS particles
  • Biodegradable polymeric particles based on poly(butylene succinate) containing photoprotective active ingredients such as avobenzone, octocrylene, and octylmethoxycinnamate were added to a base formulation at a concentration of 18%, and the photoprotection factor (SPF) of this formulation was evaluated.
  • SPPF photoprotection factor

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne les domaines de la biotechnologie et de la chimie, notamment le domaine des formulations cosmétiques, et décrit des microparticules et des nanoparticules polymères biodégradables, contenant ou non des agents actifs photoprotecteurs encapsulés, ainsi que l'utilisation de ces particules comme filtres solaires ou renforçateurs de protection solaire dans des formulations de filtres solaires. Divers spécialistes du domaine de la santé soulignent l'importance de l'utilisation régulière de crèmes solaires. Or, il a été observé qu'un grand nombre de ces composés présentent une action carcinogène et pénètrent dans la peau, atteignant l'organisme après une période de contact déterminée. Ainsi, la présente invention limite l'absorption systémique, réduit les effets délétères associés à l'utilisation à long terme de ces photoprotecteurs et augmente la stabilité de composés photoprotecteurs, potentialisant l'action photoprotectrice, du fait de la combinaison entre protection chimique des agents actifs et action physique de réflectance des particules. En outre, elle présente un avantage significatif du point de vue environnemental étant donné qu'il s'agit d'une matrice biodégradable, provenant d'une source renouvelable et à faible impact environnemental..
PCT/BR2025/050110 2024-03-28 2025-03-26 Microparticules et nanoparticules polymères biodégradables et utilisation de celles-ci Pending WO2025199601A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
BR1020240062337 2024-03-28
BR102024006233-7A BR102024006233B1 (pt) 2024-03-28 Micro e nanopartículas poliméricas biodegradáveis e uso destas

Publications (1)

Publication Number Publication Date
WO2025199601A1 true WO2025199601A1 (fr) 2025-10-02

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Family Applications (1)

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Country Status (1)

Country Link
WO (1) WO2025199601A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9248092B2 (en) * 2012-06-28 2016-02-02 Johnson & Johnson Consumer Inc. Sunscreen compositions containing an ultraviolet radiation-absorbing polymer
ES2604113T3 (es) * 2010-06-17 2017-03-03 Tipa Corp. Ltd. Hoja biodegradable y un conjunto de bolsas separables para líquidos
US10758459B2 (en) * 2014-05-09 2020-09-01 Yale University Topical formulation of hyperbranched polyglycerol-coated particles thereof
BR102021000636A2 (pt) * 2021-01-14 2022-07-26 Chemyunion Ltda. Composição, nanopartícula, processo de obtenção de composição, uso
EP3294275B1 (fr) * 2015-05-11 2024-02-21 Yale University Formulation topique de particules recouvertes de polymère hyperramifié

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2604113T3 (es) * 2010-06-17 2017-03-03 Tipa Corp. Ltd. Hoja biodegradable y un conjunto de bolsas separables para líquidos
US9248092B2 (en) * 2012-06-28 2016-02-02 Johnson & Johnson Consumer Inc. Sunscreen compositions containing an ultraviolet radiation-absorbing polymer
US10758459B2 (en) * 2014-05-09 2020-09-01 Yale University Topical formulation of hyperbranched polyglycerol-coated particles thereof
EP3294275B1 (fr) * 2015-05-11 2024-02-21 Yale University Formulation topique de particules recouvertes de polymère hyperramifié
BR102021000636A2 (pt) * 2021-01-14 2022-07-26 Chemyunion Ltda. Composição, nanopartícula, processo de obtenção de composição, uso

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
BARLETTA MASSIMILIANO, AVERSA CLIZIA, AYYOOB MUHAMMAD, GISARIO ANNAMARIA, HAMAD KOTIBA, MEHRPOUYA MEHRSHAD, VAHABI HENRI: "Poly(butylene succinate) (PBS): Materials, processing, and industrial applications", PROGRESS IN POLYMER SCIENCE, vol. 132, 1 September 2022 (2022-09-01), GB , pages 1 - 62, XP093238818, ISSN: 0079-6700, DOI: 10.1016/j.progpolymsci.2022.101579 *
PAPAGEORGIOU GEORGE Z.; TERZOPOULOU ZOE; ACHILIAS DIMITRIS S.; BIKIARIS DIMITRIOS N.; KAPNISTI MARIA; GOURNIS DIMITRIOS: "Biodegradable poly(ethylene succinate) nanocomposites. Effect of filler type on thermal behaviour and crystallization kinetics", POLYMER, vol. 54, no. 17, 2 August 2013 (2013-08-02), AMSTERDAM, NL, pages 4604 - 4616, XP028682400, ISSN: 0032-3861, DOI: 10.1016/j.polymer.2013.06.005 *

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