An expeditious chemo-enzymatic synthesis of dihydronorcapsaicin β-d-glucopyranoside

Israt Sultana, Miwa Shimamoto, Rika Obata, Shigeru Nishiyama, Takeshi Sugai

研究成果: Article査読

8 被引用数 (Scopus)

抄録

A seven-step and scalable synthesis of dihydronorcapsaicin β-d-glucopyranoside, non-pungent and adrenal secretion enhancement activity (diet effect), was accomplished from vanillin. A simple and inexpensive glucosyl donor, acetobromoglucose, was reacted with phenolic hydroxyl group of α-iodovanillin nitrile under basic conditions. Another key step was the lipase-catalyzed coupling reaction of primary amine, which was resulted from the reduction of the glucosylated product, with methyl nonanoate.

本文言語English
ページ(範囲)197-201
ページ数5
ジャーナルScience and Technology of Advanced Materials
7
2
DOI
出版ステータスPublished - 2006 3

ASJC Scopus subject areas

  • 材料科学(全般)

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