Trypanocidal constituents in plants 6. 1) Minor withanolides from the aerial parts of Physalis angulata.
植物6の殺トリパノソーマ薬構成要素。 1) Physalis非バラの空中部分からの軽度のwithanolides。
Chem Pharm Bull (Tokyo). 2006; 54; 1226-8;
Faculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan. abefumi@fukuoka-u.ac.jp
Abstract
Further study of the methanol extract of the aerial parts of Physalis angulata (Solanaceae) resulted in the isolation of new withanolides, designated physagulins L, M and N, together with known withanolide, physagulin D and flavonol glycoside, quercetin 3-O-rhamnosyl-(1-->6)-galactoside. The chemical structures of these new withanolides were elucidated by detailed spectroscopic analyses to be (20R,22R)-15alpha-acetoxy-5alpha,6beta,14beta,17beta,27-pentahydroxy-1-oxo-witha-2, 24-dienolide, (20S,22S)-15alpha-acetoxy-5alpha,6beta,14alpha,23beta-tetrahydroxy-1-oxo-witha-2,16,24-trienolide and (20S,22R)-15alpha-acetoxy-5beta,6beta-epoxy-14alpha-hydoxy-3beta-methoxy-1-oxo-witha-16,24-dienolide, respectively. All these compounds showed weak trypanocidal activity against trypomastigotes, an infectious form of Trypanosoma cruzi, the etiologic agent for Chagas' disease. Withanolides obtained in the previous paper showed considerable trypanocidal activity, suggesting the structure-activity relationships.
それぞれ、（20R,22R）-15alpha-5alpha,6beta,14beta,17beta,27-1-witha-2アセトキシ・ペンタヒドロキシ・オキソ詳細な分光分析、24-ジエノール糖、（20S,22S）-15alpha-acetoxy-5alpha,6beta,14alpha,23beta-tetrahydroxy-1-oxo-witha-2,16,24-trienolideと（20S,22R）-15alpha-acetoxy-5beta,6beta-epoxy-14alpha-hydoxy-3beta-methoxy-1-oxo-witha-16,24-dienolideによって、これらの新しいwithanolidesの化学構造は、解明された。
すべてのこれらの合成物は、シャーガス病のために錐鞭毛型、Trypanosoma cruziの感染性形状、病原体に対して弱い殺トリパノソーマ薬活性を示した。
以前の新聞で採取されるWithanolidesは相当な殺トリパノソーマ薬活性を示した。
そして、構造‐活性相関を示唆した。