Evidence map›Paper›PMID 27070779›Full record

ArticleJournal of medicinal chemistry2016

Synthesis and Biological Evaluation of Vitamin D3 Metabolite 20S,23S-Dihydroxyvitamin D3 and Its 23R Epimer.

Zongtao Lin, Srinivasa R Marepally, Dejian Ma, Tae-Kang Kim, Allen Sw Oak, Linda K Myers, Robert C Tuckey, Andrzej T Slominski, Duane D Miller, Wei Li

Abstract read
In one paragraph

Article in Journal of medicinal chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

15 citing papers in PubMed.

  1. Review
  2. Review
  3. Article
  4. Article
  5. Article
  6. Non-Musculoskeletal Benefits of Vitamin D beyond the Musculoskeletal System.International journal of molecular sciences · 2021
    Review
  7. Article
  8. Review
  9. Article
  10. The serum vitamin D metabolome: What we know and what is still to discover.The Journal of steroid biochemistry and molecular biology · 2019
    Review
  11. On the role of classical and novel forms of vitamin D in melanoma progression and management.The Journal of steroid biochemistry and molecular biology · 2018
    Review
  12. Investigation of 20S-hydroxyvitamin DScientific reports · 2018
    Article
  13. Review
  14. 1α,20S-Dihydroxyvitamin DScientific reports · 2017
    Article
  15. Vitamin D signaling and melanoma: role of vitamin D and its receptors in melanoma progression and management.Laboratory investigation; a journal of technical methods and pathology · 2017
    Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

10 authors.

Zongtao LinDepartment of Pharmaceutical Sciences, University of Tennessee Health Science Center , 881 Madison Avenue, Room 561, Memphis, Tennessee 38163, United States.
Srinivasa R MarepallyDepartment of Pharmaceutical Sciences, University of Tennessee Health Science Center , 881 Madison Avenue, Room 561, Memphis, Tennessee 38163, United States.
Dejian MaDepartment of Pharmaceutical Sciences, University of Tennessee Health Science Center , 881 Madison Avenue, Room 561, Memphis, Tennessee 38163, United States.
Tae-Kang KimDepartment of Dermatology, University of Alabama at Birmingham , Birmingham, Alabama 35294, United States.
Allen Sw OakDepartment of Dermatology, University of Alabama at Birmingham , Birmingham, Alabama 35294, United States.
Linda K MyersDepartment of Medicine, University of Tennessee Health Science Center , Memphis, Tennessee 38163, United States.
Robert C TuckeySchool of Chemistry and Biochemistry, University of Western Australia , Crawley, Western Australia 6009, Australia.
Andrzej T SlominskiDepartment of Dermatology, University of Alabama at Birmingham , Birmingham, Alabama 35294, United States.
Duane D MillerDepartment of Pharmaceutical Sciences, University of Tennessee Health Science Center , 881 Madison Avenue, Room 561, Memphis, Tennessee 38163, United States.
Wei LiDepartment of Pharmaceutical Sciences, University of Tennessee Health Science Center , 881 Madison Avenue, Room 561, Memphis, Tennessee 38163, United States.

Funding

Novel Biosynthetic Pathway for Secosteroids and the SkinR01AR052190 · NIAMS · UNIVERSITY OF TENNESSEE HEALTH SCI CTR · PI POSTLETHWAITE, ARNOLD E, SLOMINSKI, ANDRZEJ T · 2006 to 2013
$2.2M
Inhibitory Receptors and Autoimmune ArthritisR01AR069010 · NIAMS · UNIVERSITY OF TENNESSEE HEALTH SCI CTR · PI YI, AE-KYUNG · 2016 to 2021
$1.7M
20(OH) Vit D3, T Cells, and ArthritisR01AR064825 · NIAMS · UNIVERSITY OF TENNESSEE HEALTH SCI CTR · PI KANG, ANDREW H · 2014 to 2018
$1.6M
Role of Exogenous Melatonin in Skin BiologyR01AR056666 · NIAMS · UNIVERSITY OF TENNESSEE HEALTH SCI CTR · PI SLOMINSKI, ANDRZEJ T · 2011 to 2015
$1.6M
Mechanism of action of 20-hydroxyvitamin D3 in dermal fibroblastsR21AR066505 · NIAMS · UNIVERSITY OF TENNESSEE HEALTH SCI CTR · PI SLOMINSKI, ANDRZEJ T · 2014 to 2015
$355k
Discovery of tissue-selective, nonhypercalcemic VDR modulators for RA treatmentR21AR063242 · NIAMS · UNIVERSITY OF TENNESSEE HEALTH SCI CTR · PI LI, WEI, MILLER, DUANE D · 2013 to 2014
$351k
Acquisition of a Q-TOF Mass SpectrometerS10OD010678 · OD · UNIVERSITY OF TENNESSEE HEALTH SCI CTR · PI LI, WEI · 2012 to 2012
$325k
Acquisition of a 400MHz Solution NMR System with an AutosamplerS10RR026377 · NCRR · UNIVERSITY OF TENNESSEE HEALTH SCI CTR · PI LI, WEI · 2010 to 2010
$253k
NCRR NIH HHS S10 RR026377NIAMS NIH HHS R01 AR052190NIAMS NIH HHS R01 AR056666NIAMS NIH HHS R01 AR064825NIAMS NIH HHS R01 AR069010NIAMS NIH HHS R21 AR063242NIAMS NIH HHS R21 AR066505NIH HHS S10 OD010678
6 · The paper itself

Abstract

The vitamin D3 metabolite, 20S,23S-dihydroxyvitamin D3, was chemically synthesized for the first time and identified to be the same as the enzymatically produced metabolite. The C23 absolute configurations of both 20S,23S/R-dihydroxyvitamin D3 epimers were unambiguously assigned by NMR and Mosher ester analysis. Their kinetics of CYP27B1 metabolism were investigated during the production of their 1α-hydroxylated derivatives. Bioactivities of these products were compared in terms of vitamin D3 receptor activation, anti-inflammatory, and antiproliferative activities.

Indexed as

Anti-Inflammatory Agents, Non-SteroidalAntineoplastic AgentsCell ProliferationCholecalciferolDihydroxycholecalciferolsDose-Response Relationship, DrugDrug Screening Assays, AntitumorHumansModels, MolecularMolecular StructureReceptors, ImmunologicStereoisomerismStructure-Activity RelationshipTumor Cells, Cultured20,23-dihydroxyvitamin D3Anti-Inflammatory Agents, Non-SteroidalAntineoplastic AgentsCholecalciferolDihydroxycholecalciferolsleukocyte-associated immunoglobulin-like receptor 1Receptors, Immunologic

Identifiers

PMID27070779
PMCPMC5330258

What OpenQuestion holds

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Registered trials

None linked

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.