2012
DOI: 10.1016/j.abb.2011.11.010
|View full text |Cite
|
Sign up to set email alerts
|

A-ring analogs of 1,25-dihydroxyvitamin D3

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
4
1

Citation Types

0
19
0

Year Published

2012
2012
2023
2023

Publication Types

Select...
9

Relationship

1
8

Authors

Journals

citations
Cited by 24 publications
(19 citation statements)
references
References 111 publications
0
19
0
Order By: Relevance
“…59 Interestingly, the 3-OH group is not necessary if the 1α-OH group is already in position, but the lack of the 3-OH group [1α,25(OH) 2 -3-deoxy-D 3 , 89 ] reduces the biological activity. 60,61 Additional methyl groups at C-1β [1β-methyl-1,25(OH) 2 D 3 , 90 ] and C-3α [3α-methyl-1,25(OH) 2 D 3 , 91 ] significantly reduce VDR binding affinity. Switching the 3-OH group from β to α position [3-epi-1,25(OH) 2 D 3 , 92 ] causes a drastic reduction of physiological activity.…”
Section: Side-chain and A-ring Modificationsmentioning
confidence: 99%
“…59 Interestingly, the 3-OH group is not necessary if the 1α-OH group is already in position, but the lack of the 3-OH group [1α,25(OH) 2 -3-deoxy-D 3 , 89 ] reduces the biological activity. 60,61 Additional methyl groups at C-1β [1β-methyl-1,25(OH) 2 D 3 , 90 ] and C-3α [3α-methyl-1,25(OH) 2 D 3 , 91 ] significantly reduce VDR binding affinity. Switching the 3-OH group from β to α position [3-epi-1,25(OH) 2 D 3 , 92 ] causes a drastic reduction of physiological activity.…”
Section: Side-chain and A-ring Modificationsmentioning
confidence: 99%
“…These observations have suggested its potential therapeutic application, but supraphysiological doses are required, resulting in calcemic effects that limit the use of this natural hormone [3,4]. In order to overcome this limitation, many structurally modified analogs of 1α,25-(OH) 2 -D 3 have been synthesized in the past three decades [5][6][7][8][9][10][11]. Among these modifications, the removal of carbon C19 on the A-ring results in selective activities, inducing potent differentiation and growth inhibition of tumor cells, without a parallel increase in bone calciotropic activity.…”
Section: Introductionmentioning
confidence: 99%
“…In order to overcome this limitation, many structurally modified analogs of 1α,25-(OH) 2 -D 3 have been synthesized in the past three decades [ 5 , 6 , 7 , 8 , 9 , 10 , 11 ]. Among these modifications, the removal of carbon C19 on the A-ring results in selective activities, inducing potent differentiation and growth inhibition of tumor cells, without a parallel increase in bone calciotropic activity.…”
Section: Introductionmentioning
confidence: 99%
“…The A-ring has been the second, most frequently modified part of the vitamin D scaffold. Thus, alterations at positions C-1, C-2, C-3, C-4 and C-10 [6] have been accomplished, with C-2 [7,8] and C-10 [9] providing the most successful and biologically interesting calcitriol analogs. Although the A-ring modifications have been extensively explored, the closed ring structure has commonly been preserved.…”
Section: Introductionmentioning
confidence: 99%