論文 - 詳細
| RRC ID | 60889 |
|---|---|
| 著者 | Nakashima T, Nambu Y, Inoue Y, Masimbula R, Matsuura H. |
| タイトル | Pennelliisides A-C, 2,3,4-Trisubstituted Acyl Glucoses Isolated from Solanum pennellii. |
| ジャーナル | J Nat Prod |
| Abstract |
Solanum species accumulate a variety of secondary metabolites in their trichomes, and it is well known that acyl sugars are specialized metabolites secreted by the trichomes. However, very few reports provide detailed information on the chemical structure of polyacylated glucose derivatives, due to the α and β isomerization that can occur at the C-1 position. In this study, a strategy was established to isolate polyacylated glucose derivatives. According to the developed strategy, hydroxy groups were derivatized to a benzyloxy group using TriBOT. After isolation of the compounds in pure form and deprotection of the benzyloxy group, the chemical structures of pennelliisides A-C were determined as 2,3,4-O-triisobutyryl-d-glucose, 3-O-(8-methylnonanoyl)-2,4-O-diisobutyryl-d-glucose, and 3-O-decanoyl-2,4-O-diisobutyryl-d-glucose, respectively. Structural elucidation was performed using spectroscopic techniques, including 1D and 2D NMR, FD-MS, and GC-MS. It was also found that the fatty acid moiety contributes to the allelopathic properties of the isolated compounds. |
| 巻・号 | 83(8) |
| ページ | 2337-2346 |
| 公開日 | 2020-8-28 |
| DOI | 10.1021/acs.jnatprod.9b01234 |
| PMID | 32803973 |
| MeSH | Acylation Glucose / analogs & derivatives* Glucose / isolation & purification Herbicides / chemistry Herbicides / pharmacology Molecular Structure Solanum / chemistry* Spectrum Analysis / methods |
| IF | 3.782 |
| オルトメトリクス指標 |
オルトメトリクス指標項目
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| 最多言及媒体 | X(Twitter) |
| 各媒体での言及数の合計 | 12 |
| 過去6か月間でのオルトメトリクス指標の変動値 | 0.0 |
| リソース情報 | |
| トマト | TOMJPF00008 |