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WO2025176728A3 - Biotransformation of plant extracts - Google Patents

Biotransformation of plant extracts

Info

Publication number
WO2025176728A3
WO2025176728A3 PCT/EP2025/054453 EP2025054453W WO2025176728A3 WO 2025176728 A3 WO2025176728 A3 WO 2025176728A3 EP 2025054453 W EP2025054453 W EP 2025054453W WO 2025176728 A3 WO2025176728 A3 WO 2025176728A3
Authority
WO
WIPO (PCT)
Prior art keywords
fragrance
plant extract
fragrance composition
providing
ester
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/EP2025/054453
Other languages
French (fr)
Other versions
WO2025176728A2 (en
Inventor
Pia Rebecca BARTON
Benoît Join
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.)
Symrise AG
Original Assignee
Symrise AG
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
Application filed by Symrise AG filed Critical Symrise AG
Publication of WO2025176728A2 publication Critical patent/WO2025176728A2/en
Publication of WO2025176728A3 publication Critical patent/WO2025176728A3/en
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/62—Carboxylic acid esters
    • 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
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics 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
    • A61K8/9728—Fungi, e.g. yeasts
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/85—Products or compounds obtained by fermentation, e.g. yoghurt, beer, wine
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/14—Hydrolases (3)
    • C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
    • C12N9/18—Carboxylic ester hydrolases (3.1.1)
    • C12N9/20—Triglyceride splitting, e.g. by means of lipase
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y301/00—Hydrolases acting on ester bonds (3.1)
    • C12Y301/01—Carboxylic ester hydrolases (3.1.1)
    • C12Y301/01003—Triacylglycerol lipase (3.1.1.3)

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • General Health & Medical Sciences (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Zoology (AREA)
  • Mycology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Birds (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Botany (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)

Abstract

The present invention relates to a method for obtaining a fragrance composition, to a fragrance composition obtained or obtainable by such a method and to a perfumed product, preferably a pharmaceutical preparation, cosmetic preparation or preparation serving for nutrition or pleasure comprising such a fragrance composition. The method for obtaining a fragrance composition comprises the steps of i) providing a plant extract comprising one or more fragrance(s), wherein said fragrance(s) in the plant extract provided in step i) are selected from the group consisting of alcohols, wherein the plant extract is an essential oil or an absolute, ii) providing an esterase, iii) providing an ester, iv) mixing the plant extract provided in step i) with the esterase provided in step ii) and the ester provided in step iii) to obtain a reaction mixture and reacting the fragrance(s) in the reaction mixture under conditions allowing a transesterification of the carboxylic acid moiety of the ester provided in step iii) to the fragrance(s), to obtain a mixture comprising an esterified fragrance, v) optionally: drying the mixture comprising an esterified fragrance obtained in step iv) to obtain the fragrance composition.
PCT/EP2025/054453 2024-02-19 2025-02-19 Biotransformation of plant extracts Pending WO2025176728A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EPPCT/EP2024/054159 2024-02-19
PCT/EP2024/054159 WO2025176278A1 (en) 2024-02-19 2024-02-19 Biotransformation of plant extracts

Publications (2)

Publication Number Publication Date
WO2025176728A2 WO2025176728A2 (en) 2025-08-28
WO2025176728A3 true WO2025176728A3 (en) 2025-11-06

Family

ID=89984692

Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/EP2024/054159 Pending WO2025176278A1 (en) 2024-02-19 2024-02-19 Biotransformation of plant extracts
PCT/EP2025/054453 Pending WO2025176728A2 (en) 2024-02-19 2025-02-19 Biotransformation of plant extracts

Family Applications Before (1)

Application Number Title Priority Date Filing Date
PCT/EP2024/054159 Pending WO2025176278A1 (en) 2024-02-19 2024-02-19 Biotransformation of plant extracts

Country Status (1)

Country Link
WO (2) WO2025176278A1 (en)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016193208A1 (en) * 2015-05-29 2016-12-08 Centre National De La Recherche Scientifique (Cnrs) Biotechnological manufacture of vetiveryl esters
EP3103431A1 (en) * 2015-06-12 2016-12-14 The Procter and Gamble Company Fragrance compositions and uses thereof
WO2018050721A1 (en) * 2016-09-14 2018-03-22 Givaudan Sa Fragrance compositions
US20180305638A1 (en) * 2016-09-30 2018-10-25 Reimar C Bruening Non-alcoholic fragrances, composition and manufacture
WO2021043585A1 (en) * 2019-09-04 2021-03-11 Symrise Ag A perfume oil mixture

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016193208A1 (en) * 2015-05-29 2016-12-08 Centre National De La Recherche Scientifique (Cnrs) Biotechnological manufacture of vetiveryl esters
EP3103431A1 (en) * 2015-06-12 2016-12-14 The Procter and Gamble Company Fragrance compositions and uses thereof
WO2018050721A1 (en) * 2016-09-14 2018-03-22 Givaudan Sa Fragrance compositions
US20180305638A1 (en) * 2016-09-30 2018-10-25 Reimar C Bruening Non-alcoholic fragrances, composition and manufacture
WO2021043585A1 (en) * 2019-09-04 2021-03-11 Symrise Ag A perfume oil mixture

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
AMARAL MICHELLE S. ET AL: "Lipase-catalysed changes in essential oils revealed by comprehensive two-dimensional gas chromatography", vol. 415, no. 16, 15 May 2023 (2023-05-15), Berlin/Heidelberg, pages 3189 - 3199, XP093180480, ISSN: 1618-2642, Retrieved from the Internet <URL:https://link.springer.com/article/10.1007/s00216-023-04729-0/fulltext.html> DOI: 10.1007/s00216-023-04729-0 *
CIMINO CINZIA ET AL: "Essential Oils: Pharmaceutical Applications and Encapsulation Strategies into Lipid-Based Delivery Systems", PHARMACEUTICS, vol. 13, no. 3, 3 March 2021 (2021-03-03), Switzerland, pages 327, XP093179758, ISSN: 1999-4923, DOI: 10.3390/pharmaceutics13030327 *
IRENE NOTAR FRANCESCO ET AL: "Sustainable Manufacture of a Valuable Fragrance Ingredient: Lipase-Catalyzed Acylation of Vetiver Essential Oil and Chemoselectivity between Sesquiterpene Alcohols", CHEMPLUSCHEM, JOHN WILEY & SONS, INC, HOBOKEN, USA, vol. 82, no. 3, 12 January 2017 (2017-01-12), pages 407 - 415, XP072277999, ISSN: 2192-6506, DOI: 10.1002/CPLU.201600617 *
JADE RAMILIJAONA ET AL: "Enzymatic Modification of Palmarosa Essential Oil: Chemical Analysis and Olfactory Evaluation of Acylated Products", CHEMISTRY & BIODIVERSITY, HELVETICA CHIMICA ACTA, ZUERICH, CH, vol. 10, no. 12, 11 December 2013 (2013-12-11), pages 2291 - 2301, XP072354615, ISSN: 1612-1872, DOI: 10.1002/CBDV.201300241 *
POURMORTAZAVI ET AL: "Supercritical fluid extraction in plant essential and volatile oil analysis", JOURNAL OF CHROMATOGRAPHY A, ELSEVIER, AMSTERDAM, NL, vol. 1163, no. 1-2, 7 September 2007 (2007-09-07), pages 2 - 24, XP022202188, ISSN: 0021-9673, DOI: 10.1016/J.CHROMA.2007.06.021 *
SHARMEEN JUGREET ET AL: "Essential Oils as Natural Sources of Fragrance Compounds for Cosmetics and Cosmeceuticals", MOLECULES, vol. 26, no. 3, 27 January 2021 (2021-01-27), CH, pages 666, XP093179759, ISSN: 1420-3049, DOI: 10.3390/molecules26030666 *
SYLVAIN ANTONIOTTI: "Tuning of Essential Oil Properties by Enzymatic Treatment: towards Sustainable Processes for the Generation of New Fragrance Ingredients", MOLECULES, vol. 19, no. 7, 1 July 2014 (2014-07-01), pages 9203 - 9214, XP055218637, DOI: 10.3390/molecules19079203 *

Also Published As

Publication number Publication date
WO2025176278A1 (en) 2025-08-28
WO2025176728A2 (en) 2025-08-28

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