New Dihydrostilbene Derivatives from the Leaves of Glycyrrhizaglabra and Evaluation of Their Antioxidant Activity
Abstract
Five new prenylated dihydrostilbenes, alpha,alpha'-dihydro-3,5,4'-trihydroxy-4,5'-diisopentenylstilbene (1), alpha,alpha'-dihydro-3,5,3',4'-tetrahydroxy-4,5'-diisopentenylstilbene (2), alpha,alpha'-dihydro-3,5,4'-trihydroxy-5'-isopentenylstilbene (3), alpha,alpha'-dihydro-3,5,3'-trihydroxy-4'-methoxy-5'-isopentenylstilbene (4), and alpha,alpha'-dihydro-3,5,3',4'-tetrahydroxy-5'-isopentenyl stilbene (5), along with four known flavonoids, glabranin (6), pinocembrin, (7), licoflavone (8), and wighteone (9), were isolated from a lipid extract of the leaves of Sicilian Glycyrrhiza glabra. The structures of the compounds were elucidated by spectroscopic methods. The antioxidant activities of the crude extracts and the isolated compounds were tested.
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Licochalcones B and D are effective in protecting biological systems against oxidative stress, being able to inhibit skin damage.
“These phenolic compounds appeared to be effective in protecting biological systems against oxidative stress, being able to inhibit skin damage [78,79].”
From Licorice (Glycyrrhiza glabra, G. uralensis, and G. inflata) and Their Constituents as Active Cosmeceutical Ingredients (2022) · cites this paper as [79]
Licochalcones B and D show strong scavenging activity in the DPPH assay and ability to inhibit microsomal lipid peroxidation.
“Licochalcones B and D showed a strong scavenging activity in the DPPH assay and the ability to inhibit microsomal lipid peroxidation.”
From Licorice (Glycyrrhiza glabra, G. uralensis, and G. inflata) and Their Constituents as Active Cosmeceutical Ingredients (2022) · cites this paper as [79]
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Liquorice ( <scp> <i>Glycyrrhiza glabra</i> </scp> ): A phytochemical and pharmacological review
Pastorino, G., Cornara, L., Soares, S., Rodrigues, F., & Oliveira, M. B. P. P. (2018) · Phytotherapy Research · doi:10.1002/ptr.6178 · Cited by 804 · see citing works
Cerulli, A., Masullo, M., Montoro, P., & Piacente, S. (2022) · Cosmetics · doi:10.3390/cosmetics9010007 · Cited by 83 · see citing works
Therapeutic Potential and Predictive Pharmaceutical Modeling of Stilbenes in Cannabis sativa
O’Croinin, C., Garcia Guerra, A., Doschak, M. R., Löbenberg, R., & Davies, N. M. (2023) · Pharmaceutics · doi:10.3390/pharmaceutics15071941 · Cited by 25 · see citing works
Bioactive prenylated phenolic compounds from the aerial parts of Glycyrrhiza uralensis
Hasan, A., Zhang, M., Shang, Z.-P., Yi, Y., Kuang, Y., Yu, R., Fan, J.-J., Huang, Y.-X., Nijat, D., Qiao, X., et al. (2022) · Phytochemistry · doi:10.1016/j.phytochem.2022.113284 · Cited by 15 · see citing works
- Authors
- Biondi, D. M., Rocco, C., & Ruberto, G.
- Affiliations
- Istituto di Chimica Biomolecolare (IT)
- Corresponding author
- Ruberto, Giuseppe
- Venue
- Journal of Natural Products
- Publisher
- American Chemical Society (ACS)
- Published
- 2003-03-21
- Volume
- 66
- Issue
- 4
- Pages
- 477-480
- ISSN
- 0163-3864 (ISSN-L)
- 1520-6025
- OpenAlex
- W2067025937
- Cited by
- 89
- References
- 0
- Citations by year
- 2026: 3 · 2025: 1 · 2024: 9 · 2023: 5 · 2022: 11 · 2021: 7 · 2020: 5 · 2019: 4 · 2018: 3 · 2017: 3 · 2016: 8 · 2015: 1 · 2014: 4 · 2013: 3 · 2012: 8
- FWCI
- 2.36
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Natural Products (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Bioactive natural compounds
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmacology › Pharmacological Effects of Natural Compounds
- Keywords
- dihydrostilbenes, licorice, pinocembrin, flavonoids, antioxidant activity, structure elucidation, natural product isolation
- MeSH terms
- Antioxidants, Flavonoids, Glycyrrhiza, Italy, Plants, Medicinal, Stereoisomerism, Stilbenes, Plant Leaves, Nuclear Magnetic Resonance, Biomolecular
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