20,23‐dihydroxyvitamin D3, novel P450scc product, stimulates differentiation and inhibits proliferation and NF‐κB activity in human keratinocytes
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We have examined effects of the 20,23‐dihydroxyvitamin D3 (20,23(OH)2D3), on differentiation and proliferation of human keratinocytes and the anti‐inflammatory potential of 20,23(OH)2D3 from its action on nuclear factor‐κB (NF‐κB). 20,23(OH)2D3 inhibited growth of keratinocytes with a potency comparable to that for 1,25‐dihydroxyvitamin D3 (1,25(OH)2D3). Cell cycle analysis showed that this inhibition was associated with G1/G0 and G2/M arrests. 20,23(OH)2D3 stimulated production of involucrin mRNA and inhibited production of cytokeratin 14 mRNA in a manner similar to that seen for 1,25(OH)2D3. Flow cytometry showed that these effects were accompanied by increased involucrin protein expression, and an increase in the cell size and granularity. Silencing of the vitamin D receptor (VDR) by corresponding siRNA abolished the stimulatory effect on involucrin gene expression demonstrating an involvement of VDR in 20,23(OH)2D3 action. This mode of action was further substantiated by stimulation of CYP24 gene expression and stimulation of the CYP24 promoter‐driven reporter gene activity. 20,23(OH)2D3 displayed several fold lower potency for induction of CYP24 gene expression than 1,25(OH)2D3. Finally, 20,23(OH)2D3 inhibited the transcriptional activity of NF‐κB in keratinocytes as demonstrated by EMSA, NF‐κB‐driven reporter gene activity assays and measurements of translocation of p65 from the cytoplasm to the nucleus. These inhibitory effects were connected with stimulation of the expression of IκBα with subsequent sequestration of NF‐κB in the cytoplasm and consequent attenuation of transcriptional activity. In summary, we have characterized 20,23(OH)2D3 as a novel secosteroidal regulator of keratinocytes proliferation and differentiation and a modifier of their immune activity. J. Cell. Physiol. 223: 36–48, 2010. © 2009 Wiley‐Liss, Inc.
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In epidermal keratinocytes, 20(OH)D3, 20(OH)D2, and 20,23(OH)2D3 inhibit proliferation, stimulate differentiation, and inhibit NF-κB activity with potency comparable to 1,25(OH)2D3, acting as partial VDR agonists.
“In epidermal keratinocytes, 20(OH)D3, 20(OH)D2 and 20,23(OH)2D3 inhibited cell proliferation, stimulated differentiation and inhibited NF-κB activity with potencies comparable to 1,25(OH)2D3, acting as partial agonists on the VDR.”
From The role of CYP11A1 in the production of vitamin D metabolites and their role in the regulation of epidermal functions (2014) · cites this paper as [69]
20(OH)D3 and 20,23(OH)2D3 act as partial agonists of the vitamin D receptor.
“Both secosteroids act as partial agonists of the vitamin D receptor (VDR), as demonstrated by gene silencing experiments”
From The role of CYP11A1 in the production of vitamin D metabolites and their role in the regulation of epidermal functions (2014) · cites this paper as [69]
20(OH)D3 and 20,23(OH)2D3 inhibit DNA synthesis and colony formation, cause cell cycle arrest, and stimulate keratinocyte differentiation with potency comparable to 1,25(OH)2D3.
“These secosteroids inhibit DNA synthesis and colony formation, cause cell cycle arrest and stimulate the differentiation program of keratinocytes with a potency comparable to that of 1,25(OH)2D3.”
From The role of CYP11A1 in the production of vitamin D metabolites and their role in the regulation of epidermal functions (2014) · cites this paper as [69]
Unlike 1,25(OH)2D3, 20(OH)D3 and 20,23(OH)2D3 only modestly stimulate CYP24A1 transcription and do not markedly induce their own metabolism.
“However, unlike 1,25(OH)2D3 they only modestly stimulate the transcription of the CYP24A1 gene and thus do not markedly induce their own metabolism by CYP24A1.”
From The role of CYP11A1 in the production of vitamin D metabolites and their role in the regulation of epidermal functions (2014) · cites this paper as [69]
Stimulation of IκBα expression sequesters NF-κB in the cytoplasm and attenuates its transcriptional activity.
“Thus, stimulation of the expression of IκBα sequesters NF-κB in the cytoplasm and attenuates its transcriptional activity.”
From The role of CYP11A1 in the production of vitamin D metabolites and their role in the regulation of epidermal functions (2014) · cites this paper as [69]
Gene silencing of the VDR abrogates the effect of 20(OH)D3 on IκB.
“Gene silencing of the VDR abrogated the 20(OH)D3 effect on IκB”
From The role of CYP11A1 in the production of vitamin D metabolites and their role in the regulation of epidermal functions (2014) · cites this paper as [69]
20(OH)D3 and 20,23(OH)2D3 inhibit NF-κB activity in normal and immortalized keratinocytes and have anti-inflammatory properties.
“20(OH)D3 and 20,23(OH)2D3 inhibit NF-κB activity in normal and immortalized keratinocytes and have anti-inflammatory properties”
From The role of CYP11A1 in the production of vitamin D metabolites and their role in the regulation of epidermal functions (2014) · cites this paper as [69]
20(OH)D3, 20(OH)D2, and 20,23(OH)2D3 function as partial agonists at the vitamin D receptor.
“20(OH)D3/D2 and 20,23(OH)2D3 act as partial agonists on the VDR as demonstrated by VDR gene silencing and VDR gene overexpression experiments [see above and [59,68–70]].”
From The role of CYP11A1 in the production of vitamin D metabolites and their role in the regulation of epidermal functions (2014) · cites this paper as [69]
In vitro studies with exogenously added compounds show that novel CYP11A1-derived secosteroids and Δ7-steroids have anti-proliferative, pro-differentiation, and anti-inflammatory effects on cultured skin cells, depending on the compound's structure and the cell lineage.
“Importantly, in vitro studies with exogenously added compounds reveal that novel CYP11A1-derived secosteroids and Δ7steroids exerts anti-proliferative, pro-differentiation, and anti-inflammatory effects on cultured skin cells, which are dependent on the structure of the compound and the cell lineage [57,104,112,114–119].”
From Novel activities of CYP11A1 and their potential physiological significance (2015) · cites this paper as [116]
These secosteroids have cell-type-dependent phenotypic effects secondary to binding VDR and/or RORα and γ as reverse agonists.
“They also express diverse phenotypic effects dependent on cell type (reviewed in [52, 65, 66]) that are secondary to binding to either the VDR, and/or to RORα and γ on which they act as reverse agonists [20, 21, 67, 178–183].”
From The serum vitamin D metabolome: what we know and what is still to discover (2019) · cites this paper as [178]
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Self-citationSkobowiat, C., Oak, A. S. W., Kim, T.-K., Yang, C. H., Pfeffer, L. M., Tuckey, R. C., & Slominski, A. T. (2017) · Oncotarget · doi:10.18632/oncotarget.14193 · Cited by 44 · see citing works
Self-citationTieu, E. W., Tang, E. K. Y., Chen, J., Li, W., Nguyen, M. N., Janjetovic, Z., Slominski, A., & Tuckey, R. C. (2012) · Biochemical Pharmacology · doi:10.1016/j.bcp.2012.09.032 · Cited by 44 · see citing works
Self-citationHydroxylation of CYP11A1-derived products of vitamin D3 metabolism by human and mouse CYP27B1
Tang, E. K. Y., Chen, J., Janjetovic, Z., Tieu, E. W., Slominski, A. T., Li, W., & Tuckey, R. C. (2013) · Drug Metabolism and Disposition · doi:10.1124/dmd.113.050955 · Cited by 42 · see citing works
Self-citationTang, E. K. Y., Li, W., Janjetovic, Z., Nguyen, M. N., Wang, Z., Slominski, A., & Tuckey, R. C. (2010) · Drug Metabolism and Disposition · doi:10.1124/dmd.110.034389 · Cited by 40 · see citing works
Self-citation
- Authors
- Janjetovic, Z., Tuckey, R. C., Nguyen, M. N., Thorpe, E. M., & Slominski, A. T.
- Affiliations
- The University of Western Australia (AU)
- University of Tennessee Health Science Center (US)
- Corresponding author
- Slominski, Andrzej T.
- Venue
- Journal of Cellular Physiology
- Publisher
- Wiley
- Published
- 2009-12-17
- Volume
- 223
- Issue
- 1
- Pages
- 36-48
- ISSN
- 0021-9541 (ISSN-L)
- 1097-4652
- PMC
- PMC2814891
- OpenAlex
- W2122456263
- Cited by
- 103
- References
- 49
- Citations by year
- 2025: 4 · 2024: 3 · 2023: 3 · 2022: 7 · 2021: 9 · 2020: 14 · 2019: 1 · 2018: 4 · 2017: 5 · 2016: 9 · 2015: 9 · 2014: 7 · 2013: 8 · 2012: 9
- FWCI
- 4.70
- Type
- journal article
- Language
- en
- Open access
- green
- www.ncbi.nlm.nih.gov
- Locations
- Journal of Cellular Physiology (publishedVersion)
- PubMed (publishedVersion)
- Europe PMC (PubMed Central) (acceptedVersion)
- PubMed Central (acceptedVersion)
- UWA Profiles and Research Repository (UWA) (submittedVersion)
- Funders
- National Institute of Arthritis and Musculoskeletal and Skin Diseases (R01AR052190)
- Topics
- Health Sciences › Medicine › Pathology and Forensic Medicine › Vitamin D Research Studies
- Life Sciences › Immunology and Microbiology › Immunology › Psoriasis: Treatment and Pathogenesis
- Health Sciences › Medicine › Dermatology › Dermatology and Skin Diseases
- Keywords
- secosteroids, keratinocyte differentiation, keratinocyte proliferation, NF-κB, vitamin D receptor, involucrin, keratin 14, CYP24, cell cycle arrest, IκBα, anti-inflammatory activity, 1,25-dihydroxyvitamin D3
- MeSH terms
- NF-KappaB Inhibitor alpha, Anti-Inflammatory Agents, Biotransformation, Calcitriol, Cell Cycle, Cell Differentiation, Cells, Cultured, Cholesterol Side-Chain Cleavage Enzyme, Dihydroxycholecalciferols, Dose-Response Relationship, Drug, Enzyme Induction, Humans, Promoter Regions, Genetic, Protein Precursors, RNA, Messenger, Steroid Hydroxylases, Time Factors, Transcription, Genetic, Transfection, 25-Hydroxyvitamin D3 1-alpha-Hydroxylase, Keratinocytes, NF-kappa B, Receptors, Calcitriol, I-kappa B Proteins, RNA Interference, Cell Proliferation, Transcription Factor RelA, Cholestanetriol 26-Monooxygenase, Keratin-14, Vitamin D3 24-Hydroxylase
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