Simultaneous Synthesis of Vitamins D2, D4, D5, D6, and D7 from Commercially Available Phytosterol, β-Sitosterol, and Identification of Each Vitamin D by HSQC NMR

Metabolites

Wakako Tsuzuki¹  Eiichi Kotake-Nara¹  Shiro Komba¹ 

[1] Food Component Analysis Unit, Food Research Institute, National Agriculture and Food Research Organization, 2-1-12, Kannondai, Tsukuba, Ibaraki 305-8642, Japan;

关键词: vitamin D;    simultaneous synthesis;    commercial β-sitosterol;    HSQC NMR;   

DOI  :  10.3390/metabo9060107

来源: DOAJ

【 摘 要 】

We succeeded in simultaneously synthesizing the vitamin D family, vitamins D₂, D₄, D₅, D₆, and D₇, from β-sitosterol, which is sold as a commercially available reagent from Tokyo Chemical Industry Co., Ltd. It is officially sold as a mixture of four phytosterols {β-sitosterol (40−45%), campesterol (20−30%), stigmasterol, and brassicasterol}. Owing to this, we anticipated that, using this reagent, various vitamin D analogs could be synthesized simultaneously. We also synthesized vitamin D₃ from pure cholesterol and analyzed and compared all vitamin D analogs (D₂, D₃, D₄, D₅, D₆, and D₇) by HSQC NMR. We succeeded in clearly demonstrating the difference in the NMR chemical shifts for each vitamin D analog.

【 授权许可】

Unknown