Concise synthesis of 5,6-dihydrovaltrate leading to enhanced Rev-export inhibitory congener

Satoru Tamura, Katsuaki Fujiwara, Nobuhiro Shimizu, Shingo Todo, Nobutoshi Murakami

研究成果: Article査読

12 被引用数 (Scopus)

抄録

The concise synthesis of 5,6-dihydrovaltrate (2), the bioisostere of valtrate (1) showing anti-HIV activity by inhibition for nuclear export of Rev, has been achieved from the commercially available iridoid genipin (3). Analysis of steric influence of the substituents linked to the three hydroxyl groups was conducted by the synthesized three analogs (2a-2c). Consequently, attenuation of steric hindrance around the epoxy portion was revealed to enhance inhibitory potency for Rev-export. In addition to this finding, 1-acetoxy analog 2b was disclosed as the promising Rev-export inhibitor superior to 1.

本文言語English
ページ(範囲)5975-5980
ページ数6
ジャーナルBioorganic and Medicinal Chemistry
18
16
DOI
出版ステータスPublished - 2010 8 15

ASJC Scopus subject areas

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

フィンガープリント 「Concise synthesis of 5,6-dihydrovaltrate leading to enhanced Rev-export inhibitory congener」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル