Pyranocoumarins from Seseli gummiferum subsp. corymbosum Growing in Turkey

Authors: ALEV TOSUN, NAZİRE ÖZKAL, MASAKI BABA, TORU OKUYAMA

Abstract: 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.

Keywords: Umbelliferae, corymbocoumarin, angular-type pyranocoumarin, Seseli gummiferum Pall. ex Sm. subsp. corymbosum (Boiss. & Heldr.) P.H. Davis.

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