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)

DOI

書誌事項

タイトル別名
  • 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

詳細情報 詳細情報について

  • CRID
    1390001206078448768
  • NII論文ID
    110006679798
  • DOI
    10.24496/tennenyuki.38.0_415
  • ISSN
    24331856
  • 本文言語コード
    ja
  • データソース種別
    • JaLC
    • CiNii Articles
  • 抄録ライセンスフラグ
    使用不可

問題の指摘

ページトップへ