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FR3118869A1 - METHOD FOR IMPROVING THE ANTIOXIDANT ACTIVITY OF VITAMIN C IN AQUEOUS SOLUTION - Google Patents

METHOD FOR IMPROVING THE ANTIOXIDANT ACTIVITY OF VITAMIN C IN AQUEOUS SOLUTION Download PDF

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Publication number
FR3118869A1
FR3118869A1 FR2100528A FR2100528A FR3118869A1 FR 3118869 A1 FR3118869 A1 FR 3118869A1 FR 2100528 A FR2100528 A FR 2100528A FR 2100528 A FR2100528 A FR 2100528A FR 3118869 A1 FR3118869 A1 FR 3118869A1
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Prior art keywords
vitamin
composition
solution
treatment
aqueous
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FR2100528A
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French (fr)
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FR3118869B1 (en
Inventor
Isabelle Desjardins-Lavisse
Guillaume GILLET
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Genialis SAS
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Genialis SAS
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Priority to FR2100528A priority Critical patent/FR3118869B1/en
Priority to EP22704931.9A priority patent/EP4281067A1/en
Priority to PCT/FR2022/050114 priority patent/WO2022157460A1/en
Publication of FR3118869A1 publication Critical patent/FR3118869A1/en
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/365Lactones
    • A61K31/375Ascorbic acid, i.e. vitamin C; Salts thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • A61K8/676Ascorbic acid, i.e. vitamin C
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/02Preparations for care of the skin for chemically bleaching or whitening the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/82Preparation or application process involves sonication or ultrasonication

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Cosmetics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)

Abstract

La présente invention a trait au domaine des compositions antioxydantes comprenant de la vitamine C. Plus particulièrement, elle concerne un procédé d’amélioration de l’activité antioxydante de la vitamine C en solution aqueuse, ainsi que différentes compositions comprenant de la vitamine C suractivée et leur procédé de préparation. Ces compositions peuvent être utilisées notamment dans les domaines cosmétique, agroalimentaire, nutraceutique ou pharmaceutique.The present invention relates to the field of antioxidant compositions comprising vitamin C. More particularly, it relates to a process for improving the antioxidant activity of vitamin C in aqueous solution, as well as various compositions comprising superactivated vitamin C and their method of preparation. These compositions can be used in particular in the cosmetic, food-processing, nutraceutical or pharmaceutical fields.

Description

PROCEDE D’AMELIORATION DE L’ACTIVITE ANTIOXYDANTE DE LA VITAMINE C EN SOLUTION AQUEUSEMETHOD FOR IMPROVING THE ANTIOXIDANT ACTIVITY OF VITAMIN C IN AQUEOUS SOLUTION

La présente invention a trait au domaine des compositions antioxydantes comprenant de la vitamine C. Plus particulièrement, elle concerne un procédé d’amélioration de l’activité de la vitamine C en solution aqueuse, ainsi que différentes compositions comprenant de la vitamine C suractivée et leur procédé de préparation. Ces compositions peuvent être utilisées notamment dans les domaines cosmétique, nutraceutique, pharmaceutique ou agroalimentaire.The present invention relates to the field of antioxidant compositions comprising vitamin C. More particularly, it relates to a process for improving the activity of vitamin C in aqueous solution, as well as various compositions comprising superactivated vitamin C and their preparation process. These compositions can be used in particular in the cosmetic, nutraceutical, pharmaceutical or food-processing fields.

La vitamine C est une molécule connue et utilisée depuis longtemps pour ses propriétés antioxydantes, en particulier pour sa capacité à inhiber les radicaux libres, donc le stress oxydatif. On la retrouve plus généralement sous forme sèche, pure ou mélangée à d’autres composés. Ces dernières années, la forme liposomale sèche (vitamine C enrobée de liposome) s’est particulièrement développée pour en améliorer l’assimilation par l’organisme. L’assimilation se produit essentiellement au niveau du duodénum et du jéjunum proximal et est saturable, le pourcentage absorbé diminuant même avec la dose ingérée. Elle est également sodium-dépendante et peut être inhibée par des analogues structuraux.Vitamin C is a molecule known and used for a long time for its antioxidant properties, in particular for its ability to inhibit free radicals, and therefore oxidative stress. It is more generally found in dry form, pure or mixed with other compounds. In recent years, the dry liposomal form (vitamin C coated with liposome) has been particularly developed to improve its assimilation by the body. Assimilation occurs mainly at the level of the duodenum and the proximal jejunum and is saturable, the percentage absorbed decreasing even with the dose ingested. It is also sodium-dependent and can be inhibited by structural analogs.

Le rôle de la vitamine C a aussi été examiné au niveau cutané. En plus de son rôle antioxydant, sa présence à forte concentration dans la peau a pu être associée à d’autres fonctions, telles que la formation du collagène, l’inhibition de la formation de mélanomes ou encore la modulation d’expressions épigénétiques.The role of vitamin C has also been examined at the cutaneous level. In addition to its antioxidant role, its presence in high concentrations in the skin could be associated with other functions, such as the formation of collagen, the inhibition of the formation of melanomas or the modulation of epigenetic expressions.

La biodisponibilité de la vitamine C varie fortement en fonction du mode de préparation et d’assimilation. Ainsi, en fonction de la forme (sèche, liposomale, liquide, émulsionnée, etc.) et de la technique de préparation employée, une même quantité de vitamine C absorbée peut mener à :The bioavailability of vitamin C varies greatly depending on the method of preparation and assimilation. Thus, depending on the form (dry, liposomal, liquid, emulsified, etc.) and the preparation technique used, the same amount of vitamin C absorbed can lead to:

  • Des taux d’assimilation très différents ;Very different assimilation rates;
  • Des activités mesurées dans l’organisme très différentes.Very different activities measured in the body.

Les formes sèches sont aujourd’hui très largement privilégiées, pour se prémunir d’éventuels problème de stabilité chimique (dégradation de la vitamine C dans le temps), physique (séparation de phase des émulsions par exemple) ou microbiologique rencontrés avec les solutions aqueuses. Il est toutefois bien connu que l’assimilation et la biodisponibilité de la vitamine C sous forme sèche ne sont pas optimales. De nouveaux produits sont régulièrement proposés sur le marché pour se démarquer de la concurrence avec une formulation susceptible de rendre la vitamine C plus active au sens large.Dry forms are widely preferred today, to guard against possible problems of chemical stability (degradation of vitamin C over time), physical (emulsion phase separation for example) or microbiological problems encountered with aqueous solutions. However, it is well known that the assimilation and bioavailability of vitamin C in dry form are not optimal. New products are regularly offered on the market to stand out from the competition with a formulation likely to make vitamin C more active in the broad sense.

Il est connu d’utiliser un traitement de préparation d’émulsions stables comprenant une phase lipidique dans une phase aqueuse à l’aide de transducteurs piézoélectriques. En particulier, le brevet WO2010/149668 décrit un procédé de préparation d'une émulsion huile-dans-eau réalisée dans un récipient dans lequel est immergé un transducteur piézoélectrique opérant à hautes fréquences, notamment supérieure à 900 kHz. Il a par ailleurs été proposé dans le brevet WO2017/037372 d’utiliser un procédé similaire, utilisant des ultrasons à des fréquences comparables, pour vectoriser des principes actifs hydrophobes, sous forme de phase dispersée dans une phase continue hydrophile. Il a notamment été proposé d’augmenter la biodisponibilité de la co-enzyme Q10 par ce procédé.It is known to use a treatment for the preparation of stable emulsions comprising a lipid phase in an aqueous phase using piezoelectric transducers. In particular, patent WO2010/149668 describes a method for preparing an oil-in-water emulsion produced in a container in which is immersed a piezoelectric transducer operating at high frequencies, in particular greater than 900 kHz. It has also been proposed in patent WO2017/037372 to use a similar process, using ultrasound at comparable frequencies, to vectorize hydrophobic active ingredients, in the form of a dispersed phase in a hydrophilic continuous phase. In particular, it has been proposed to increase the bioavailability of co-enzyme Q10 by this process.

Il est souhaitable de disposer de nouvelles formulations de vitamine C dont l’activité antioxydante est améliorée.It is desirable to have new formulations of vitamin C with improved antioxidant activity.

De manière surprenante, les inventeurs ont mis en évidence que l’on pouvait augmenter l’activité antioxydante de la vitamine C en solution en appliquant des ultrasons à haute fréquence à cette solution.Surprisingly, the inventors have demonstrated that it is possible to increase the antioxidant activity of vitamin C in solution by applying high-frequency ultrasound to this solution.

Ainsi, l’invention concerne un procédé d’amélioration de l’activité antioxydante en solution dans un milieu aqueux consistant à traiter ladite solution par ultrasons à une fréquence vibratoire supérieure ou égale à 1 MHz.Thus, the invention relates to a method for improving the antioxidant activity in solution in an aqueous medium consisting in treating said solution with ultrasound at a vibration frequency greater than or equal to 1 MHz.

L’invention concerne aussi un procédé de préparation d’une composition aqueuse antioxydante comprenant de la vitamine C suractivée, ladite composition étant traitée par application du procédé de l’invention, ainsi que la composition obtenue.The invention also relates to a process for the preparation of an aqueous antioxidant composition comprising overactivated vitamin C, said composition being treated by application of the process of the invention, as well as the composition obtained.

L’invention concerne également un procédé de préparation d’une émulsion comprenant de la vitamine C suractivée, ainsi que la composition obtenue sous forme d’émulsion.The invention also relates to a process for preparing an emulsion comprising overactivated vitamin C, as well as the composition obtained in the form of an emulsion.

Enfin, elle concerne l’utilisation d’une composition selon l’invention dans le domaine cosmétique, nutraceutique et pharmaceutique.Finally, it relates to the use of a composition according to the invention in the cosmetic, nutraceutical and pharmaceutical field.

Avantages de l’inventionAdvantages of the invention

Le principal avantage du procédé selon l’invention est qu’il permet d’augmenter l’activité antioxydante de la vitamine C en solution d’au moins 10%, de préférence d’au moins 20%. Cette propriété est tout à fait surprenante et très intéressante.The main advantage of the process according to the invention is that it makes it possible to increase the antioxidant activity of vitamin C in solution by at least 10%, preferably by at least 20%. This property is quite surprising and very interesting.

Le procédé est particulièrement intéressant du fait qu’il permet de formuler la vitamine C en solution aqueuse, c’est-à-dire qu’il permet de préparer une composition aqueuse liquide de vitamine C stable sans ajouter de composés stabilisants (sans ajout d’actif chimique, sans texturant, sans émulsionner ou tout autre composé connu pour stabiliser les solutions). Il ouvre la voie à la préparation de nouvelles formulations de vitamine C en solution aqueuse. De telles formulations peuvent être présentées sous la forme d’ampoule en verre ou de dosette en plastique.The process is particularly interesting because it makes it possible to formulate vitamin C in aqueous solution, that is to say that it makes it possible to prepare a stable liquid aqueous composition of vitamin C without adding stabilizing compounds (without adding active chemical, without texturizing, without emulsifying or any other compound known to stabilize solutions). It paves the way for the preparation of new formulations of vitamin C in aqueous solution. Such formulations can be presented in the form of a glass ampoule or a plastic pod.

Du fait d’une augmentation de l’activité antioxydante, la dose de vitamine C peut être diminuée pour une même efficacité par rapport à la dose comprise dans les compositions disponibles à ce jour. Pour la même raison, pour une même dose de référence (en mg par exemple), l’activité antioxydante sera plus élevée avec une vitamine C suractivée telle que définie dans l’invention.Due to an increase in antioxidant activity, the dose of vitamin C can be reduced for the same effectiveness compared to the dose included in the compositions available to date. For the same reason, for the same reference dose (in mg for example), the antioxidant activity will be higher with an overactivated vitamin C as defined in the invention.

Les compositions selon l’invention donnent accès à de nouvelles formulations antioxydantes utilisables en cosmétique, en nutraceutique, en pharmaceutique et en agroalimentaire.The compositions according to the invention give access to new antioxidant formulations which can be used in cosmetics, in nutraceuticals, in pharmaceuticals and in the food industry.

Claims (10)

Procédé d’amélioration de l’activité de la vitamine C en solution aqueuse consistant à traiter ladite solution contenant la vitamine C par ultrasons à une fréquence vibratoire supérieure ou égale à 1 MHz.Process for improving the activity of vitamin C in aqueous solution consisting in treating said solution containing vitamin C by ultrasound at a vibration frequency greater than or equal to 1 MHz. Procédé de préparation d’une composition aqueuse comprenant de la vitamine C suractivée comprenant les étapes de :
  • Mise en solution de la vitamine C da ns un milieu aqueux
  • Traitement de ladite solution par ultrasons à une fréquence vibratoire supérieure ou égale à 1 MHz.
Process for the preparation of an aqueous composition comprising superactivated vitamin C comprising the steps of:
  • Dissolution of vitamin C in an aqueous medium
  • Treatment of said solution by ultrasound at a vibrational frequency greater than or equal to 1 MHz.
Composition aqueuse comprenant de la vitamine C suractivée caractérisée en ce qu’elle est obtenue par traitement à l’aide du procédé défini à la revendication 2.Aqueous composition comprising overactivated vitamin C characterized in that it is obtained by treatment using the process defined in claim 2. Procédé de préparation d’une émulsion de type huile-dans-eau comprenant de la vitamine C suractivée comprenant les étapes de :
  • Mise en solution de la vitamine C da ns un milieu aqueux
  • Ajout d’une solution huileuse dans une proportion comprise entre 1% et 30% par rapport à la quantité molaire de la solution aqueuse
  • Traitement de ladite solution par ultrasons à une fréquence vibratoire supérieure ou égale à 1 MHz.
Process for the preparation of an oil-in-water type emulsion comprising superactivated vitamin C comprising the steps of:
  • Dissolution of vitamin C in an aqueous medium
  • Addition of an oily solution in a proportion of between 1% and 30% relative to the molar quantity of the aqueous solution
  • Treatment of said solution by ultrasound at a vibrational frequency greater than or equal to 1 MHz.
Procédé selon la revendication 4 dans laquelle ladite solution huileuse est une huile végétale, une huile essentielle ou un mélange d’huiles.Method according to claim 4 wherein said oily solution is a vegetable oil, an essential oil or a mixture of oils. Emulsion comprenant de la vitamine C suractivée caractérisée en ce qu’elle est obtenue par traitement à l’aide du procédé défini à l’une des revendications 4 ou 5.Emulsion comprising overactivated vitamin C, characterized in that it is obtained by treatment using the process defined in one of Claims 4 or 5. Composition cosmétique comprenant de la vitamine C suractivée caractérisée en ce qu’elle est obtenue par traitement à l’aide du procédé défini à l’une des revendications 2 ou 4 et qu’elle comprend en plus de la vitamine C au moins un ingrédient choisi parmi les vitamines autres que la vitamine C, les agents hydratants, les agents dépigmentants, les agents texturants, les correcteurs de pH et les agents colorants.Cosmetic composition comprising superactivated vitamin C, characterized in that it is obtained by treatment using the process defined in one of claims 2 or 4 and that it comprises, in addition to vitamin C, at least one ingredient chosen among vitamins other than vitamin C, moisturizing agents, depigmenting agents, texturizing agents, pH correctors and coloring agents. Utilisation d’une composition telle que définie à l’une des revendications 3 ou 7 en cosmétique pour aider à la régénération de la peau et/ou améliorer son éclat et/ou stimuler la formation de collagène.Use of a composition as defined in one of Claims 3 or 7 in cosmetics to help regenerate the skin and/or improve its radiance and/or stimulate the formation of collagen. Composition telle que définie à la revendication 3 pour son utilisation en nutraceutique pour prévenir les effets du stress oxydatif.Composition as defined in claim 3 for its use in nutraceuticals to prevent the effects of oxidative stress. Composition telle que définie à la revendication 3 pour son utilisation en tant que médicament.Composition as defined in claim 3 for its use as a medicament.
FR2100528A 2021-01-20 2021-01-20 PROCESS FOR IMPROVING THE ANTIOXIDANT ACTIVITY OF VITAMIN C IN AQUEOUS SOLUTION Active FR3118869B1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
FR2100528A FR3118869B1 (en) 2021-01-20 2021-01-20 PROCESS FOR IMPROVING THE ANTIOXIDANT ACTIVITY OF VITAMIN C IN AQUEOUS SOLUTION
EP22704931.9A EP4281067A1 (en) 2021-01-20 2022-01-20 Method for enhancing the antioxidant activity of vitamin c in aqueous solution
PCT/FR2022/050114 WO2022157460A1 (en) 2021-01-20 2022-01-20 Method for enhancing the antioxidant activity of vitamin c in aqueous solution

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR2100528A FR3118869B1 (en) 2021-01-20 2021-01-20 PROCESS FOR IMPROVING THE ANTIOXIDANT ACTIVITY OF VITAMIN C IN AQUEOUS SOLUTION
FR2100528 2021-01-20

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FR3118869A1 true FR3118869A1 (en) 2022-07-22
FR3118869B1 FR3118869B1 (en) 2024-10-25

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010149668A1 (en) 2009-06-24 2010-12-29 Sas Genialis Method for preparing a stable oil-in-water emulsion
WO2017037372A1 (en) 2015-08-31 2017-03-09 Genialis Method and device for continuously treating a mixture
WO2019077258A1 (en) * 2017-10-16 2019-04-25 Genialis Biotech Oil-in-water emulsion based on essential oils, and formulated without surfactant
WO2020109736A1 (en) 2018-11-28 2020-06-04 Meziane Smail Method and device for measuring the status of oxidative stress in a biological matrix
WO2021009450A1 (en) * 2019-07-15 2021-01-21 Genialis Method for enhancing the bioavailability of hydrophilic active compounds in an aqueous solution

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010149668A1 (en) 2009-06-24 2010-12-29 Sas Genialis Method for preparing a stable oil-in-water emulsion
WO2017037372A1 (en) 2015-08-31 2017-03-09 Genialis Method and device for continuously treating a mixture
WO2019077258A1 (en) * 2017-10-16 2019-04-25 Genialis Biotech Oil-in-water emulsion based on essential oils, and formulated without surfactant
WO2020109736A1 (en) 2018-11-28 2020-06-04 Meziane Smail Method and device for measuring the status of oxidative stress in a biological matrix
WO2021009450A1 (en) * 2019-07-15 2021-01-21 Genialis Method for enhancing the bioavailability of hydrophilic active compounds in an aqueous solution

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
ANONYMOUS C: "Vitamin C - RESULTIME", 23 March 2019 (2019-03-23), XP055857736, Retrieved from the Internet <URL:https://web.archive.org/web/20190323235436/https://www.resultime.com/vitamin-c> [retrieved on 20211103] *
PRANTL LUKAS ET AL: "Enhanced Resorption of Liposomal Packed Vitamin C Monitored by Ultrasound", JOURNAL OF CLINICAL MEDICINE, vol. 9, no. 6, 1 January 2020 (2020-01-01), pages 1616, XP055857739, Retrieved from the Internet <URL:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7356785/pdf/jcm-09-01616.pdf> DOI: 10.3390/jcm9061616 *

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WO2022157460A1 (en) 2022-07-28
FR3118869B1 (en) 2024-10-25
EP4281067A1 (en) 2023-11-29

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