ArticleMolecules (Basel, Switzerland)2015
Synthesis and Biological Evaluation of Resveratrol Derivatives as Melanogenesis Inhibitors.
Article in Molecules (Basel, Switzerland), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed, 44 citations in OpenAlex.
- De Novo Lipid Switch Design for Reactive Oxygen Species-Triggered Liposomal Release.Bioconjugate chemistry · 2026Article
- Syringaresinol Attenuates α-Melanocyte-Stimulating Hormone-Induced Reactive Oxygen Species Generation and Melanogenesis.Antioxidants (Basel, Switzerland) · 2024Article
- Advances in Biomedical Functions of Natural Whitening Substances in the Treatment of Skin Pigmentation Diseases.Pharmaceutics · 2022Review
- Cytotoxic and Antioxidant Activities of Imine Analogs of Trans-Resveratrol towards Murine Neuronal N2a Cells.Molecules (Basel, Switzerland) · 2022Article
- The Effects of Acyl Chain Length on Antioxidant Efficacy of Mono- and Multi-Acylated Resveratrol: A Comparative Assessment.Molecules (Basel, Switzerland) · 2022Article
- Enzymatic Synthesis of Resveratrol α-Glucoside by Amylosucrase ofJournal of microbiology and biotechnology · 2021Article
- Characterization and Optimization of the Tyrosinase Inhibitory Activity ofMolecules (Basel, Switzerland) · 2021Article
- Aza- and Azo-Stilbenes: Bio-Isosteric Analogs of Resveratrol.Molecules (Basel, Switzerland) · 2020Review
- Evolvement of nutraceutical onion plants engineered for resveratrol biosynthetic pathway.Plant cell reports · 2019Article
- Human Skin Lightening Efficacy of Resveratrol and Its Analogs: From in Vitro Studies to Cosmetic Applications.Antioxidants (Basel, Switzerland) · 2019Review
- Strategic Syntheses of Vine and Wine Resveratrol Derivatives to Explore their Effects on Cell Functions and Dysfunctions.Diseases (Basel, Switzerland) · 2018Review
- Melanoma Chemoprevention: Current Status and Future Prospects.Photochemistry and photobiology · 2017Review
- Toward Resolving the Resveratrol Conundrum: Synthesis andACS medicinal chemistry letters · 2017Article
- Study of Hydroquinone Mediated Cytotoxicity and Hypopigmentation Effects from UVB-Irradiated Arbutin and DeoxyArbutin.International journal of molecular sciences · 2017Article
- Resveratrol and Alzheimer's Disease: Mechanistic Insights.Molecular neurobiology · 2017Review
- N-(4-methoxyphenyl) caffeamide-induced melanogenesis inhibition mechanisms.BMC complementary and alternative medicine · 2017Article
- Epidermis-on-a-chip system to develop skin barrier and melanin mimicking model.Journal of tissue engineeringArticle
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Authors and funding
6 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Resveratrol (1), a naturally occurring stilbene compound, has been suggested as a potential whitening agent with strong inhibitory activity on melanin synthesis. However, the use of resveratrol in cosmetics has been limited due to its chemical instability and poor bioavailability. Therefore, resveratrol derivatives were prepared to improve bioavailability and anti-melanogenesis activity. Nine resveratrol derivatives including five alkyl ether derivatives with C₂H₅, C₄H₉, C₅H11, C₆H13, and C₈H17 (2a-2e) and four ester derivatives with CH₃, CH=C(CH₃)₂, CH(C₂H₅)C₄H₉, C₇H15 (3a-3d) were newly synthesized and their effect on melanin synthesis were assessed. All the synthetic derivatives efficiently reduced the melanin content in α-MSH stimulated B16F10 melanoma cells. Further investigation showed that the inhibitory effect of 2a on melanin synthesis was achieved not by the inhibition of tyrosinase activity but by the inhibition of melanogenic enzyme expressions such as tyrosinase and tyrosinase-related protein (TRP)-1. Our synthetic resveratrol derivatives have more lipophilic properties than resveratrol by the addition of alkyl or acyl chains to free hydroxyl moiety of resveratrol; thus, they are expected to show better bioavailability in skin application. Therefore, we suggest that our synthetic resveratrol derivatives might be promising candidates for better practical application to skin-whitening cosmetics.
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.