Pyranocoumarins from Seseli gummiferum subsp. corymbosum Growing in Turkey

Seseli gummiferum Pall. ex Sm. subsp. corymbosum (Boiss. & Heldr.) P.H. Davis (Syn: S. corymbosum Boiss. & Heldr.) (Umbelliferae) collected in southern Anatolia was investigated for the presence of coumarins. A new angular-type pyranocoumarin, corymbocoumarin (1), along with 5 known coumarins (2-6) were isolated from the aerial parts of this plant. Corymbocoumarin (1) was established to be (-)-(3'S,4'S)-3' -acetoxy-4'-isovaleryloxy-3',4' -dihydroseselin (1) and coumarins 2-6 were identified as (-)-(3'S,4'S) -3'-acetoxy-4' -angeloyloxy-3' ,4' -dihydroseselin (2), (+)-(3' S,4' S)-3' -hydroxy-4' -angeloyloxy-3', 4' -dihydroseselin (d-laserpitin) (3), (-)-(3' S,4' S)-3' -angeloyloxy-4' -hydroxy-3', 4' -dihydroseselin (4), 3' -acetoxy-4' -isobutyloxy-3', 4' -dihydroseselin (5) and osthole (6), respectively, by spectroscopic methods. The structural elucidation and absolute configurations were determined by chemical correlations with known compounds.

Pyranocoumarins from Seseli gummiferum subsp. corymbosum Growing in Turkey

Seseli gummiferum Pall. ex Sm. subsp. corymbosum (Boiss. & Heldr.) P.H. Davis (Syn: S. corymbosum Boiss. & Heldr.) (Umbelliferae) collected in southern Anatolia was investigated for the presence of coumarins. A new angular-type pyranocoumarin, corymbocoumarin (1), along with 5 known coumarins (2-6) were isolated from the aerial parts of this plant. Corymbocoumarin (1) was established to be (-)-(3'S,4'S)-3' -acetoxy-4'-isovaleryloxy-3',4' -dihydroseselin (1) and coumarins 2-6 were identified as (-)-(3'S,4'S) -3'-acetoxy-4' -angeloyloxy-3' ,4' -dihydroseselin (2), (+)-(3' S,4' S)-3' -hydroxy-4' -angeloyloxy-3', 4' -dihydroseselin (d-laserpitin) (3), (-)-(3' S,4' S)-3' -angeloyloxy-4' -hydroxy-3', 4' -dihydroseselin (4), 3' -acetoxy-4' -isobutyloxy-3', 4' -dihydroseselin (5) and osthole (6), respectively, by spectroscopic methods. The structural elucidation and absolute configurations were determined by chemical correlations with known compounds.

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Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK
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