New Phytol Derivatives with Increased Cosmeceutical Potential.
Antioxidants
/ pharmacology
Molecular Docking Simulation
Phytol
/ chemistry
Monophenol Monooxygenase
/ antagonists & inhibitors
Cosmeceuticals
/ chemistry
Enzyme Inhibitors
/ chemistry
Collagenases
/ metabolism
Pancreatic Elastase
/ antagonists & inhibitors
Hyaluronoglucosaminidase
/ antagonists & inhibitors
Cosmetics
/ chemistry
Humans
Molecular Structure
Structure-Activity Relationship
Cinnamates
/ chemistry
anti-aging activity
cosmeceutical potential
phytol derivatives
structural modifications
tyrosinase inhibition
Journal
Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009
Informations de publication
Date de publication:
17 Oct 2024
17 Oct 2024
Historique:
received:
30
09
2024
revised:
14
10
2024
accepted:
15
10
2024
medline:
26
10
2024
pubmed:
26
10
2024
entrez:
26
10
2024
Statut:
epublish
Résumé
Natural compounds are widely incorporated into cosmetic products for many purposes. Diterpenes often function as fragrances, enhancing the sensory experience of these formulations. However, current trends in cosmetic science aim to develop multifunctional products, where compounds traditionally used for texture or fragrance also possess biological activities that contribute to the product's efficacy. In this context, this study focuses on synthesizing derivatives of phytol-a compound already presents in cosmetic formulations-to enhance its anti-aging properties. The derivatives were synthesized through esterification with substituted benzoic and cinnamic acids, known for their antioxidant and enzyme inhibition properties. Reaction yields ranged from 91.0% to 5.2%, depending on the substituents in acid derivatives. The structures of the synthesized compounds were confirmed through NMR and MS techniques. Both the natural and newly synthesized derivatives were evaluated for their cosmeceutical potential using antioxidant assays and inhibition assays for tyrosinase, elastase, collagenase, and hyaluronidase. This work presents the first report of the synthesis and cosmetic evaluation of several of these derivatives. Comparing with phytol (
Identifiants
pubmed: 39459284
pii: molecules29204917
doi: 10.3390/molecules29204917
pii:
doi:
Substances chimiques
Antioxidants
0
Phytol
150-86-7
Monophenol Monooxygenase
EC 1.14.18.1
Cosmeceuticals
0
Enzyme Inhibitors
0
Collagenases
EC 3.4.24.-
Pancreatic Elastase
EC 3.4.21.36
Hyaluronoglucosaminidase
EC 3.2.1.35
Cosmetics
0
Cinnamates
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Subventions
Organisme : Fundação para a Ciência e Tecnologia
ID : SFRH/BD/144446/2019
Organisme : Fundação para a Ciência e Tecnologia
ID : FCT-UIDB/00329/2020-2024
Organisme : Fundação para a Ciência e Tecnologia
ID : UIDB/50006/2020 and UIDP/50006/2020
Organisme : Portuguese NMR Network
ID : Infrastructure Project No. 022161