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Journals / Turkish Journal of Chemistry / 2005 / Cilt: 29 - Sayı: 3

Pyranocoumarins from Seseli gummiferum subsp. corymbosum Growing in Turkey

Alev TOSUN
Nazire ÖZKAL
Masaki BABA
Toru OKUYAMA
Pages
327–334
Publication Date
2005-03-01
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

The structural elucidation and absolute configurations were determined by chemical correlations with known compounds.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Seseli gummiferum Pall. ex Sm. subsp. corymbosum (Boiss. & Heldr.) P.H.
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Key Findings & Data:A new angular-type pyranocoumarin, corymbocoumarin (1), along with 5 known coumarins (2-6) were isolated from the aerial parts of this plant.
💡
Conclusion & Impact:The structural elucidation and absolute configurations were determined by chemical correlations with known compounds.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Umbelliferae · corymbocoumarin · angular-type pyranocoumarin

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.

Özet

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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Cite This Article

TOSUN, A., ÖZKAL, N., BABA, M., OKUYAMA, T. (2005). Pyranocoumarins from Seseli gummiferum subsp. corymbosum Growing in Turkey. Turkish Journal of Chemistry, Cilt: 29 - Sayı: 3, 327–334. https://ajindex.com/articles/185422

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