70(P49) 中国産桑白皮より得られるフェノール性成分sanggenon類の構造訂正について(ポスター発表の部)
書誌事項
- タイトル別名
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- 70(P49) REVISED STRUCTURES OF SANGGENONS FROM CHINESE CRUDE DRUG "SANG-BAI-PI"
抄録
Sanggenon A (2) isolated from Chinese crude drug "Sang-Bai-Pi" has a unique flavanone derivative having an isoprenyl group at the C-3 position and a hydroxyl group at the C-2 position in the molecule. However, 2D ^<13>C-^1H long-range shift correlation spectra (COLOC and HMBC) revealed the structure of sanggenon A to be not the formula (2) but to be the formula (2^1), in which the isoprenyl group and the hydroxyl group locate at the C-2 and C-3 positions, respectively. Sanggenon A trimethyl ether (2e) having a diketone structure derived by exhaustive methylation with dimethyl sulfate gave a phenazine derivative by treatment with o-phenylenediamine under acidic condition. This result indicated the trimethyl ether has a α-diketone partial structure. Furthermore, an analogous experiment of sanggenon A with o-phenylene-diamine affoded a phenazine derivative, indicating that a hemiketal group locates at the C-3 position in the molecule. Thus the formation of the phenazine derivative gave a conclusively evidence for revision of the structure of sanggenon A from the formula (2) to the formula (2^1). Diels-Alder type adducts having a sanggenon A type of skeleton have been also isolated from "Sang-Bai-Pi". Taking the revised structure of sanggenon A into the account, the structures of these Diels-Alder type adducts should be revised to new ones. Indeed, sanggenon C octamethyl ether (4'a) gave a phenazine derivative as in the case of sanggenon A trimethyl ether (2'e). The structures of sanggenon A type of compounds from Chinese crude drug "Sang-Bai-Pi" have thus been revised.
収録刊行物
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- 天然有機化合物討論会講演要旨集
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天然有機化合物討論会講演要旨集 38 (0), 415-420, 1996
天然有機化合物討論会実行委員会
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詳細情報 詳細情報について
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- CRID
- 1390001206078448768
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- NII論文ID
- 110006679798
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- ISSN
- 24331856
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可