Ecdysteroids Act as Inhibitors of Calf Skin Collagenase and Oxidative Stress
Abstract
Three new phytoecdysteroids have been isolated from the seeds of Chenopodium quinoa and structurally identified as 20,26-dihydroxy, 28-methyl ecdysone, 20,26-dihydroxy, 24(28)-dehydro ecdysone, and 20-hydroxyecdysone 22-glycolate using serial chromatographic and spectroscopic methods. Both previously reported compounds and newly identified phytoecdysteroids were evaluated for their inhibitory effect on calf skin collagenase, as this enzyme is involved in aging skin diseases. Their effectiveness on scavenging 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radicals, as well as in chelating the iron metal ions was also investigated. All isolated compounds demonstrated a higher potency to inhibit this matrix metalloproteinase and to chelate the iron ion, both with respect to the number of carbonyl groups bearing their carbon skeleton, suggesting that their mechanism of action involves their ability to coordinate both ions (either the zinc ion of the catalytic domain of collagenase or the iron ion), acting as an electron donor. The DPPH-scavenging ability was hydroxyl dependent. Satisfactory results obtained from the enzyme in vitro experiment were further supported by the gel electrophoresis. These results indicate that ecdysteroids might be considered as potent chemical agents to prevent or delay both collagenase-related skin damages and oxidative stress.
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In vitro studies reported quinoa's effects on gut microbiota and cancer cells, antioxidant and antidiabetic properties, platelet activity, and modulating collagenase activity.
“The in vitro studies presented in Table 7 reported quinoa’s effects on gut microbiota and cancer cells, antioxidant and antidiabetic properties, platelet activity, and modulating collagenase activity [201,202,203,204,205,206,207].”
From Ecdysterone and Turkesterone—Compounds with Prominent Potential in Sport and Healthy Nutrition (2024) · cites this paper as [206]
Compounds 10, 11, and 12 exhibited significant antioxidant effects, including collagenase inhibition, DPPH radical scavenging, and iron chelation, in vitro.
“Evaluated inhibitory effect on calf skin collagenase and scavenging DPPH free radicals, as well as in chelating the iron metal ions and significant effect have been observed.”
From The Phytochemical, Biological, and Medicinal Attributes of Phytoecdysteroids: An Updated Review (2021) · cites this paper as [43]
These ecdysteroids may be considered as natural chemicals to prevent and delay collagenase-related skin damages and oxidative stress.
“Hence, these ecdysteroids may be considered as natural chemicals to prevent and delay both collagenase-related skin damages and oxidative stress43.”
From The Phytochemical, Biological, and Medicinal Attributes of Phytoecdysteroids: An Updated Review (2021) · cites this paper as [43]
Compounds 10, 11, and 12 isolated from C. quinoa seeds exhibited inhibitory effects on calf skin collagenase and DPPH radical scavenging activity.
“20,26-dihydroxy-28-methyl ecdysone (10), 20,26-dihydroxy-24(28)-dehydro ecdysone (11), and 20-hydroxyecdysone 22-glycolate (12), isolated from C. quinoa seeds, have exhibited inhibitory effects on calf skin collagenase and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity.”
From The Phytochemical, Biological, and Medicinal Attributes of Phytoecdysteroids: An Updated Review (2021) · cites this paper as [43]
PEs inhibit and delay collagenase-associated skin damage and oxidative stress.
“PEs inhibit and delay collagenase-associated skin damage and oxidative stress [37].”
From Phytoecdysteroids: Distribution, Structural Diversity, Biosynthesis, Activity, and Crosstalk with Phytohormones (2022) · cites this paper as [37]
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- Authors
- Nsimba, R. Y., Kikuzaki, H., & Konishi, Y.
- Affiliations
- Osaka City University (JP)
- Corresponding author
- Nsimba, Robert Yawadio
- Venue
- Journal of Biochemical and Molecular Toxicology
- Publisher
- Wiley
- Published
- 2008-07
- Volume
- 22
- Issue
- 4
- Pages
- 240-250
- ISSN
- 0887-2082 (ISSN-L)
- 1095-6670
- 1099-0461
- OpenAlex
- W1992152351
- Cited by
- 51
- References
- 27
- Citations by year
- 2026: 3 · 2025: 3 · 2024: 3 · 2023: 3 · 2022: 6 · 2021: 5 · 2020: 8 · 2019: 5 · 2017: 2 · 2016: 1 · 2015: 3 · 2014: 2 · 2013: 2 · 2012: 2
- FWCI
- 0.41
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Biochemical and Molecular Toxicology (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Phytochemical Studies and Bioactivities
- Health Sciences › Medicine › Dermatology › Skin Protection and Aging
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Bioactive natural compounds
- Keywords
- phytoecdysteroids, ecdysteroids, collagenase inhibition, matrix metalloproteinases, quinoa, quinoa seeds, oxidative stress, DPPH radical scavenging, iron chelation, zinc coordination, skin aging, skin damage prevention
- MeSH terms
- Animals, Antioxidants, Cattle, Ecdysone, Enzyme Inhibitors, Magnetic Resonance Spectroscopy, Phytosterols, Skin, Molecular Structure, Oxidative Stress, Ecdysteroids, Chenopodium quinoa, Matrix Metalloproteinase Inhibitors, In Vitro Techniques
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