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BioAssay: AID 619491

Induction of VDR-mediated 24-hydroxylase transcription in rat osteosarcoma cells by luciferase reporter gene assay

As a continuation of our efforts directed to vitamin D compounds of promising biological properties, 19-norvitamins 9-13, possessing a 3'-hydroxypropylidene fragment attached to C-2 and shortened 17beta-alkyl chains, were synthesized. A new synthetic pathway providing the CD-ring ketones 20-24 is described starting from the epimeric aldehydes 25 and 26. The hydrindanones 20-24 were subjected to more ..
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 Tested Compounds
 Tested Compounds
All(6)
 
 
Active(6)
 
 
 Tested Substances
 Tested Substances
All(6)
 
 
Active(6)
 
 
AID: 619491
Data Source: ChEMBL (769502)
BioAssay Type: Confirmatory, Concentration-Response Relationship Observed
Depositor Category: Literature, Extracted
BioAssay Version:
Deposit Date: 2012-04-30
Modify Date: 2014-08-24

Data Table ( Complete ):           View Active Data    View All Data
Target
Sequence: RecName: Full=Vitamin D3 receptor; Short=VDR; AltName: Full=1,25-dihydroxyvitamin D3 receptor; AltName: Full=Nuclear receptor subfamily 1 group I member 1
Description ..   
Protein Family: The ligand binding domain of vitamin D receptors, a member of the nuclear receptor superfamily
Comment ..   

Gene:VDR     Related Protein 3D Structures     More BioActivity Data..
BioActive Compounds: 6
Description:
Title: Synthesis and biological activity of 2-(3'-hydroxypropylidene)-1alpha-hydroxy-19-norvitamin D analogues with shortened alkyl side chains.

Abstract: As a continuation of our efforts directed to vitamin D compounds of promising biological properties, 19-norvitamins 9-13, possessing a 3'-hydroxypropylidene fragment attached to C-2 and shortened 17beta-alkyl chains, were synthesized. A new synthetic pathway providing the CD-ring ketones 20-24 is described starting from the epimeric aldehydes 25 and 26. The hydrindanones 20-24 were subjected to the Wittig-Horner reaction with the phosphine oxide 14, and the vitamin D compounds 9-13 were obtained after hydroxyl deprotection. In comparison to 1alpha,25-(OH)(2)D(3) (1), the prepared analogues, except for the 20R-compound 12, were only ca. 3 times less potent in binding to VDR. Compounds 9-11 and 13 exhibited HL-60 cellular activity 5-20 times lower and transcriptional activity ca. 10 times decreased related to those for the hormone 1. When tested in vivo, all the analogues showed no ability to mobilize calcium from bone, and intestinal calcium transport activity was observed only at high doses of the vitamins 10, 12, and 13.
(PMID: 21902235)
Comment
Compounds with activity <= 50uM or explicitly reported as active by ChEMBL are flagged as active in this PubChem assay presentation.
Categorized Comment - additional comments and annotations
From BioAssay Depositor:
Assay Type: Binding
Target Type: Target is a single protein chain
Assay Data Source: Scientific Literature
BAO: Assay Format: cell-based format
Result Definitions
TIDNameDescriptionHistogramTypeUnit
OutcomeThe BioAssay activity outcomeOutcome
1ED50*ED50 PubChem standard valueFloatμM
2ED50 activity commentED50 activity commentString
3ED50 standard flagED50 standard flagInteger
4ED50 qualifierED50 qualifierString
5ED50 published valueED50 published valueFloatnM
6ED50 standard valueED50 standard valueFloatnM

* Activity Concentration.

Data Table (Concise)
Data Table ( Complete ):     View Active Data    View All Data
Classification
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