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Design, synthesis, and biological action of 20R-hydroxyvitamin D3.


ABSTRACT: The non-naturally occurring 20R epimer of 20-hydroxyvitamin D3 is synthesized based on chemical design and hypothesis. The 20R isomer is separated by semipreparative HPLC, and its structure is characterized. A comparison of 20R isomer to its 20S counterpart in biological evaluation demonstrates that they have different behaviors in antiproliferative and metabolic studies.

SUBMITTER: Lu Y 

PROVIDER: S-EPMC3332540 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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Design, synthesis, and biological action of 20R-hydroxyvitamin D3.

Lu Yan Y   Chen Jianjun J   Janjetovic Zorica Z   Michaels Phillip P   Tang Edith K Y EK   Wang Jin J   Tuckey Robert C RC   Slominski Andrzej T AT   Li Wei W   Miller Duane D DD  

Journal of medicinal chemistry 20120320 7


The non-naturally occurring 20R epimer of 20-hydroxyvitamin D3 is synthesized based on chemical design and hypothesis. The 20R isomer is separated by semipreparative HPLC, and its structure is characterized. A comparison of 20R isomer to its 20S counterpart in biological evaluation demonstrates that they have different behaviors in antiproliferative and metabolic studies. ...[more]

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