Highly antiproliferative, low-calcemic, side-chain amide and hydroxamate analogs of the hormone 1α,25-dihydroxyvitamin D3

Sandra Sinishtaj; Heung Bae Jeon; Patrick Dolan; Thomas W. Kensler; Gary H. Posner

doi:10.1016/j.bmc.2006.05.050

Highly antiproliferative, low-calcemic, side-chain amide and hydroxamate analogs of the hormone 1α,25-dihydroxyvitamin D₃

Sandra Sinishtaj, Heung Bae Jeon, Patrick Dolan, Thomas W. Kensler, Gary H. Posner

Bloomberg School of Public Health

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

Four new side-chain amide (2 and 3) and hydroxamate (4 and 5) analogs of the hormone calcitriol (1) have been prepared. Even though lacking the 25-OH group characteristic of natural calcitriol (1), analogs 2-4 are as antiproliferative in vitro as calcitriol (1) but are 20-40 times less calciuric in vivo than calcitriol (1).

Original language	English (US)
Pages (from-to)	6341-6348
Number of pages	8
Journal	Bioorganic and Medicinal Chemistry
Volume	14
Issue number	18
DOIs	https://doi.org/10.1016/j.bmc.2006.05.050
State	Published - Sep 15 2006

Keywords

Antiproliferative
Calcitriol
Vitamin D

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/j.bmc.2006.05.050

Cite this

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title = "Highly antiproliferative, low-calcemic, side-chain amide and hydroxamate analogs of the hormone 1α,25-dihydroxyvitamin D3",

abstract = "Four new side-chain amide (2 and 3) and hydroxamate (4 and 5) analogs of the hormone calcitriol (1) have been prepared. Even though lacking the 25-OH group characteristic of natural calcitriol (1), analogs 2-4 are as antiproliferative in vitro as calcitriol (1) but are 20-40 times less calciuric in vivo than calcitriol (1).",

keywords = "Antiproliferative, Calcitriol, Vitamin D",

author = "Sandra Sinishtaj and Jeon, {Heung Bae} and Patrick Dolan and Kensler, {Thomas W.} and Posner, {Gary H.}",

note = "Funding Information: We thank the NIH for financial support (CA 93547).",

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T1 - Highly antiproliferative, low-calcemic, side-chain amide and hydroxamate analogs of the hormone 1α,25-dihydroxyvitamin D3

AU - Sinishtaj, Sandra

AU - Jeon, Heung Bae

AU - Dolan, Patrick

AU - Kensler, Thomas W.

AU - Posner, Gary H.

N1 - Funding Information: We thank the NIH for financial support (CA 93547).

PY - 2006/9/15

Y1 - 2006/9/15

N2 - Four new side-chain amide (2 and 3) and hydroxamate (4 and 5) analogs of the hormone calcitriol (1) have been prepared. Even though lacking the 25-OH group characteristic of natural calcitriol (1), analogs 2-4 are as antiproliferative in vitro as calcitriol (1) but are 20-40 times less calciuric in vivo than calcitriol (1).

AB - Four new side-chain amide (2 and 3) and hydroxamate (4 and 5) analogs of the hormone calcitriol (1) have been prepared. Even though lacking the 25-OH group characteristic of natural calcitriol (1), analogs 2-4 are as antiproliferative in vitro as calcitriol (1) but are 20-40 times less calciuric in vivo than calcitriol (1).

KW - Antiproliferative

KW - Calcitriol

KW - Vitamin D

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