Coumarins from Seseli hartvigii.

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Zhang L., Tosun A., Baba M., Okada Y., Wu L., Okuyama T.

Natural product communications, cilt.5, sa.7, ss.1067-70, 2010 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 5 Sayı: 7
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1177/1934578x1000500717
  • Dergi Adı: Natural product communications
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1067-70
  • Anahtar Kelimeler: Coumarin, Modified Mosher's method, Seseli hartvigii, Stereochemistry
  • Ankara Üniversitesi Adresli: Evet

Özet

Linear-type furocoumarins, 5-[(2″E,6″R)-6″-hydroxy- 3″,7″-dimethylocta-2″,7″-dienyloxy]psoralen and 5-[(2″E,6″S)-6″-hydroxy-3″,7″-dimethylocta- 2″,7″-dienyloxy]psoralen (1) were first isolated from whole plants of Seseli hartvigii together with one new natural product 6-(3′-methyl- 2′-oxo-3′-butenyl)-7-methoxycoumarin (2), and four known compounds (tamarin, bergaptol, notoptol, and a mixture of β-sitosterol and stigmasterol). The structure of 1 was elucidated by extensive spectroscopic analysis and chemical conversion. The modified Mosher's method and HPLC were applied to determine its stereochemistry. Both R- and S-configurations exist in 1; after modification by Mosher's reagent, they were effectively separated, and their ratio was deduced to be 59% and 41%, respectively.