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Persulfated Ascorbic Acid Glycoside as a Safe and Stable Derivative of Ascorbic Acid for Skin Care Application.

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  • معلومة اضافية
    • المصدر:
      Publisher: MDPI Country of Publication: Switzerland NLM ID: 100964009 Publication Model: Electronic Cited Medium: Internet ISSN: 1420-3049 (Electronic) Linking ISSN: 14203049 NLM ISO Abbreviation: Molecules Subsets: MEDLINE
    • بيانات النشر:
      Original Publication: Basel, Switzerland : MDPI, c1995-
    • الموضوع:
      Ascorbic Acid*/chemistry ; Ascorbic Acid*/pharmacology ; Ascorbic Acid*/analogs & derivatives ; Skin Care*/methods ; Antioxidants*/pharmacology ; Antioxidants*/chemistry; Humans ; Cosmetics/chemistry ; Cosmetics/pharmacology ; Glycosides/chemistry ; Glycosides/pharmacology ; Cell Line ; Keratinocytes/drug effects ; Anti-Allergic Agents/chemistry ; Anti-Allergic Agents/pharmacology
    • نبذة مختصرة :
      The pursuit of cosmetic ingredients with proven efficacy and safety that meet consumer needs drives the advancement of new products. Ascorbic acid (AA) is utilized in cosmetic products, predominantly for its potent antioxidant properties. Nonetheless, its instability compromises its efficacy. In this work, ascorbyl 2- O -glucoside persulfate (AAGS) was synthesized, characterized, and evaluated regarding its safety profile and potential bioactivities and the results were compared to AA and its glycoside AAG. Pre-formulation studies were performed to assess the stability of the compounds and their compatibility with typical excipients commonly used in topical formulations. AAGS did not affect the metabolic activity of keratinocyte, macrophage, and monocyte cell lines, up to 500 µM. AAGS also exhibited a non-prooxidant and non-sensitizing profile and anti-allergic activity by impeding the allergen-induced maturation of THP-1 cells. When compared to AA and AAG, AAGS was shown to be more stable at pH values between 5 and 7, as well as superior thermostability and photostability. AAGS demonstrated higher stability in metal solutions of Fe(II) and Mg(II) than AA. AAGS demonstrated similar DPPH radical scavenging activity compared to AA. These results provide useful information for the development of new AA derivatives, highlighting AAGS as a novel cosmetic ingredient.
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    • Grant Information:
      in the scope of the project UIDP/04378/2020 (DOI: 10.54499/UIDP/04378/2020) and UIDB/04378/2020 (DOI: 10.54499/UIDB/04378/2020) of the Research Unit on Applied Molecular Biosciences-UCIBIO and the project LA/P/0140/2020 (DOI: 10.54499/LA/P/0140/2020) of t Fundação para a Ciência e Tecnologia; the projects UIDP/04539/2020, and UIDP/04423/2020 (Group of Marine Natural Products and Medicinal Chemistry-CIIMAR), and the projects UIDP/04539/2020 and LA/P/0058/2020 from CIBB Fundação para a Ciência e Tecnologia; the European Regional Development Fund (ERDF), through the Centro 2020 Regional Operational Programme under project CENTRO-01-0145-FEDER-000012 (HealthyAging2020) Fundação para a Ciência e Tecnologia; Ana Jesus acknowledges her Ph.D. grant with reference UI/BD/151319/2021 with DOI: 10.54499/UI/BD/151319/2021 Fundação para a Ciência e Tecnologia; Gonçalo Brites acknowledges his Ph.D. grant with reference PD/BDE/142926/2018 Fundação para a Ciência e a Tecnologia; Ana I. Sebastião acknowledges her Ph.D. grant with reference DOI: 10.54499/2021.04586.BD Fundação para a Ciência e Tecnologia
    • Contributed Indexing:
      Keywords: ascorbic acid derivatives synthesis; bioactivities; cosmetics; preformulation studies; safety profile
    • الرقم المعرف:
      PQ6CK8PD0R (Ascorbic Acid)
      0 (Antioxidants)
      2V52R0NHXW (ascorbic acid 2-O-glucoside)
      0 (Cosmetics)
      0 (Glycosides)
      0 (Anti-Allergic Agents)
    • الموضوع:
      Date Created: 20241016 Date Completed: 20241016 Latest Revision: 20241019
    • الموضوع:
      20241019
    • الرقم المعرف:
      PMC11477482
    • الرقم المعرف:
      10.3390/molecules29194604
    • الرقم المعرف:
      39407535