WO2023213918A1 - Method of preparing a mastocarpus stellatus extract - Google Patents

Method of preparing a mastocarpus stellatus extract Download PDF

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Publication number
WO2023213918A1
WO2023213918A1 PCT/EP2023/061743 EP2023061743W WO2023213918A1 WO 2023213918 A1 WO2023213918 A1 WO 2023213918A1 EP 2023061743 W EP2023061743 W EP 2023061743W WO 2023213918 A1 WO2023213918 A1 WO 2023213918A1
Authority
WO
WIPO (PCT)
Prior art keywords
extract
mastocarpus stellatus
skin
stellatus
mastocarpus
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.)
Ceased
Application number
PCT/EP2023/061743
Other languages
English (en)
French (fr)
Inventor
Anne Humeau
Marie Meunier
Amandine Scandolera
Audrey DE BIZEMONT
Romain Reynaud
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.)
Givaudan SA
Original Assignee
Givaudan SA
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 GBGB2210574.6A external-priority patent/GB202210574D0/en
Application filed by Givaudan SA filed Critical Givaudan SA
Priority to CN202380038458.3A priority Critical patent/CN119173249A/zh
Priority to JP2024565068A priority patent/JP2025515132A/ja
Priority to KR1020247040320A priority patent/KR20250004097A/ko
Priority to EP23725148.3A priority patent/EP4518834A1/en
Priority to US18/854,121 priority patent/US20250248922A1/en
Publication of WO2023213918A1 publication Critical patent/WO2023213918A1/en
Anticipated expiration legal-status Critical
Priority to ZA2024/09302A priority patent/ZA202409302B/en
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9706Algae
    • A61K8/9717Rhodophycota or Rhodophyta [red algae], e.g. Porphyra
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/02Algae
    • A61K36/04Rhodophycota or rhodophyta (red algae), e.g. Porphyra
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/06Preparations for care of the skin for countering cellulitis
    • 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D11/00Solvent extraction
    • B01D11/02Solvent extraction of solids
    • B01D11/0288Applications, solvents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/10Preparation or pretreatment of starting material
    • A61K2236/15Preparation or pretreatment of starting material involving mechanical treatment, e.g. chopping up, cutting or grinding
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/10Preparation or pretreatment of starting material
    • A61K2236/17Preparation or pretreatment of starting material involving drying, e.g. sun-drying or wilting
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/30Extraction of the material
    • A61K2236/33Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
    • A61K2236/331Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using water, e.g. cold water, infusion, tea, steam distillation or decoction
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/50Methods involving additional extraction steps
    • A61K2236/53Liquid-solid separation, e.g. centrifugation, sedimentation or crystallization
    • 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
    • A61K2800/74Biological properties of particular ingredients
    • A61K2800/78Enzyme modulators, e.g. Enzyme agonists
    • A61K2800/782Enzyme inhibitors; Enzyme antagonists
    • 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
    • A61K2800/805Corresponding aspects not provided for by any of codes A61K2800/81 - A61K2800/95

Definitions

  • the ratio of the Mastocarpus stellatus to the acid may also be adjusted depending on the desired degree of hydrolysis.
  • a suitable ratio is, for example, about 3-6% of sulfuric acid, preferably about 4.5% of sulfuric acid.
  • the present invention provides a cosmetic composition comprising the Mastocarpus stellatus extract of the present invention and a cosmetically acceptable excipient.
  • the cosmetic composition of the present invention is intended for topical application.
  • excipients commonly used in the preparation of cosmetic preparations for use on the human skin may be employed in the present invention.
  • Suitable excipients include, but are not limited to ingredients that can influence organoleptic properties, penetration of the skin, and the bioavailability of the Mastocarpus stellatus extract.
  • liquids such as water, oils or surfactants, including those of petroleum, animal, plant or synthetic origin, such as and not restricted to, peanut oil, soybean oil, mineral oil, sesame oil, castor oil, polysorbates, sorbitan esters, ether sulfates, sulfates, betaines, glycosides, maltosides, fatty alcohols, nonoxynols, poloxamers, polyoxyethylenes, polyethylene glycols, dextrose, glycerol, digitonin, and the like.
  • the cosmetic composition of the invention further comprises an anti-ageing agent comprising a mixture of mannose-6-phosphate and mannose, as described in WO 2020/201185.
  • an anti-ageing agent comprising a mixture of mannose-6-phosphate and mannose, as described in WO 2020/201185.
  • the two extracts 1 and 2 were combined, stirred and heated to reach 60 °C. After 30 minutes of heating, the mixture was immediately filtered at 2.5 pm and 0.3 pm successively to obtain a Mastocarpus stellatus extract according to the invention.
  • the extract thus obtained had a pH of about 5.45, a dry mass content of about 1 .63%, a Gardner color of about 2.1 , and a floridoside content of about 0.86 g/l. is on Human Fibroblasts
  • Sheared tissue was added to a zirconia oxide bead mix and 700 pl of iST LYSE buffer (Deoxycholate, TCEP and Chloroacetamide) were added. Samples were lysed by two rounds of bead beating cycle. Homogenates were transferred into Diagenode protein extraction tube and co-extracted nucleic acid and organelles were sheared by micro cavitation (Bioruptor Pico, Diagenode). Proteins were solubilized, reduced and alkylated by boiling in iST LYSE buffer (Deoxycholate, TCEP and Chloroacetamide). Protein concentration was determined by the BCA method (Walker JM. The bicinchoninic acid (BCA) assay for protein quantitation.
  • BCA bicinchoninic acid
  • AFM measurement consists in the acquisition of Force-volume on the dermis as illustrated in Figure 1 .
  • To each pixel of the image corresponds a Force-indentation curve, from which the elastic modulus (Ea) is extracted.
  • Ea elastic modulus
  • Mature adipocytes were obtained from subcutaneous adipose tissue coming from a woman aged 30 who had a Body Mass Index (BMI) of 28.7 kg/m 2 and gave her tissue under informed consent.
  • Mature adipocytes were isolated from subcutaneous adipose tissue after digestion by collagenase. The isolated adipocytes were washed with a wash buffer and encapsulated in a peptidic hydrogel to form 3D adipocytes capsules of 25 pl in size. The formation of adipocytes capsules followed an internal standardized protocol to have about the same number of adipocytes between the capsules. Cells were then incubated for 24 h at 37 °C for stabilization.
  • BMI Body Mass Index
  • the measurement of the mechanical properties of the skin enables to assess the functional state of the elastic tissue structures (elastic fibers, curvature of the connective bundles, wrinkles of the stratum corneum) and the viscous-behaving tissue structures (interstitial fluids, internal adherences).
  • the measuring principle is based on the suction method: Negative pressure is created in the device and the skin is drawn into the cylindrical aperture (2 mm in diameter) of the probe. Inside the probe, the penetration depth is determined by an optical measuring system. Each suction phase is followed by a relaxing phase.
  • the deformation of the skin by the negative pressure first determines the elastic resistance and then the viscous component, which taken together are representative of the skin firmness.
  • the immediate recovery of the skin determines sheer cutaneous elasticity, whereas the delayed return of the skin to its initial position measures the viscoelastic component.
  • the collagen level on the oval of the face was measured by SiAscope® after 56 days of a twice-daily application of a cream containing the Mastocarpus Stellatus extract versus a placebo cream.
  • the placebo a slight increase was showed relative to DO after 56 days. Comparing the product containing the Mastocarpus Stellatus extract with the placebo, it was found that the Mastocarpus Stellatus extract is able to improve collagen 3.4 times more after 28 days and 2.8 times more after 56 days than the placebo.
  • CTAB cetrimonium bromide
  • the mixture was incubated for 20 min at room temperature, and the optical density (OD) at 600 nm was measured using a spectrophotometer.
  • the IC 5 o was calculated, i.e. the sample concentration at which the AGEs formation was inhibited by 50%. The results are shown in the following table:

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biotechnology (AREA)
  • Engineering & Computer Science (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Dermatology (AREA)
  • Mycology (AREA)
  • Microbiology (AREA)
  • Epidemiology (AREA)
  • Botany (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Birds (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Medical Informatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Cosmetics (AREA)
  • Medicines Containing Plant Substances (AREA)
PCT/EP2023/061743 2022-05-05 2023-05-04 Method of preparing a mastocarpus stellatus extract Ceased WO2023213918A1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
CN202380038458.3A CN119173249A (zh) 2022-05-05 2023-05-04 制备宽果藻提取物的方法
JP2024565068A JP2025515132A (ja) 2022-05-05 2023-05-04 マストカルパス・ステラタス抽出物の調製方法
KR1020247040320A KR20250004097A (ko) 2022-05-05 2023-05-04 마스토카르푸스 스텔라투스 추출물의 제조 방법
EP23725148.3A EP4518834A1 (en) 2022-05-05 2023-05-04 Method of preparing a mastocarpus stellatus extract
US18/854,121 US20250248922A1 (en) 2022-05-05 2023-05-04 Method of preparing a mastocarpus stellatus extract
ZA2024/09302A ZA202409302B (en) 2022-05-05 2024-12-04 Method of preparing a mastocarpus stellatus extract

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB2206529.6 2022-05-05
GB202206529 2022-05-05
GBGB2210574.6A GB202210574D0 (en) 2022-07-19 2022-07-19 Method
GB2210574.6 2022-07-19

Publications (1)

Publication Number Publication Date
WO2023213918A1 true WO2023213918A1 (en) 2023-11-09

Family

ID=86426005

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2023/061743 Ceased WO2023213918A1 (en) 2022-05-05 2023-05-04 Method of preparing a mastocarpus stellatus extract

Country Status (7)

Country Link
US (1) US20250248922A1 (https=)
EP (1) EP4518834A1 (https=)
JP (1) JP2025515132A (https=)
KR (1) KR20250004097A (https=)
CN (1) CN119173249A (https=)
WO (1) WO2023213918A1 (https=)
ZA (1) ZA202409302B (https=)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1743628A1 (fr) 2005-07-13 2007-01-17 Simer Composition cosmétique comprenant un extrait d'algue rouge comprenant une association de floridoside et d'acide iséthionique.
US7821649B2 (en) 2008-03-05 2010-10-26 Ge Inspection Technologies, Lp Fringe projection system and method for a probe suitable for phase-shift analysis
FR2946878B1 (fr) 2009-06-17 2011-11-11 Courtage Et De Diffusion Codif Internat Soc D Utilisation cosmetique du floridoside comme inhibiteur de la melanogenese.
US20150274791A1 (en) * 2012-10-29 2015-10-01 Matis Ohf. Use of natural antioxidants during enzymatic hydrolysis of aquatic protein to obtain high quality aquatic protein hydrolysates
WO2016181411A1 (en) * 2015-05-10 2016-11-17 Sea6 Energy Pvt. Ltd. A biostimulant formulation for improving plant growth and uses thereof
WO2020201185A1 (en) 2019-03-29 2020-10-08 Givaudan Sa Anti-aging cosmetic composition

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1743628A1 (fr) 2005-07-13 2007-01-17 Simer Composition cosmétique comprenant un extrait d'algue rouge comprenant une association de floridoside et d'acide iséthionique.
US7821649B2 (en) 2008-03-05 2010-10-26 Ge Inspection Technologies, Lp Fringe projection system and method for a probe suitable for phase-shift analysis
FR2946878B1 (fr) 2009-06-17 2011-11-11 Courtage Et De Diffusion Codif Internat Soc D Utilisation cosmetique du floridoside comme inhibiteur de la melanogenese.
US20150274791A1 (en) * 2012-10-29 2015-10-01 Matis Ohf. Use of natural antioxidants during enzymatic hydrolysis of aquatic protein to obtain high quality aquatic protein hydrolysates
WO2016181411A1 (en) * 2015-05-10 2016-11-17 Sea6 Energy Pvt. Ltd. A biostimulant formulation for improving plant growth and uses thereof
WO2020201185A1 (en) 2019-03-29 2020-10-08 Givaudan Sa Anti-aging cosmetic composition

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
FLÓREZ-FERNÁNDEZ NOELIA ET AL: "Green Extraction of Carrageenans from Mastocarpus stellatus", POLYMERS, vol. 14, no. 3, 1 February 2022 (2022-02-01), CH, pages 554, XP093065193, ISSN: 2073-4360, DOI: 10.3390/polym14030554 *
KIM YMANDRIOTA NGOODNIGHT DSAHIN O: "Calibration of T-shaped atomic force microscope cantilevers using the thermal noise method", REV SCI INSTRUM., vol. 91, no. 8, 1 August 2020 (2020-08-01), pages 083703, XP012249171, DOI: 10.1063/5.0013091
RIO DCARES M JRHANNON GJNILSEN TW: "Purification of RNA using TRIzol (TRI reagent", COLD SPRING HARB PROTOC, no. 6, June 2010 (2010-06-01)
SPIVAK MWESTON JBOTTOU LKALL LNOBLE WS: "Improvements to the percolator algorithm for Peptide identification from shotgun proteomics data sets", J PROTEOME RES, vol. 8, no. 7, July 2009 (2009-07-01), pages 3737 - 45
TABB DL: "The SEQUEST family tree", J AM SOC MASS SPECTROM., vol. 26, no. 11, 2015, pages 1814 - 1819, XP035993799, DOI: 10.1007/s13361-015-1201-3
WALKER JM: "The bicinchoninic acid (BCA) assay for protein quantitation", METHODS MOL BIOL., vol. 32, 1994, pages 5 - 8

Also Published As

Publication number Publication date
ZA202409302B (en) 2025-10-29
US20250248922A1 (en) 2025-08-07
EP4518834A1 (en) 2025-03-12
KR20250004097A (ko) 2025-01-07
CN119173249A (zh) 2024-12-20
JP2025515132A (ja) 2025-05-13

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