Pyranocoumarins from Seseli gummiferum subsp.  corymbosum Growing in Turkey

Alev TOSUN; Nazire ÖZKAL; Masaki BABA; Toru OKUYAMA

Makale detayları

Pyranocoumarins from Seseli gummiferum subsp. corymbosum Growing in Turkey

Yazarlar:

Alev TOSUN | Nazire ÖZKAL | Masaki BABA | Toru OKUYAMA

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2005 Vol.29 Issue 3, pp.327-334

Belge Tipi:

Makale

Yayın Tarihi:

2/2005

Belge Dili:

Türkçe

Document ID (Org No.):

2000729114

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

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.

 

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.

Makale detayları

Pyranocoumarins from Seseli gummiferum subsp. corymbosum Growing in Turkey

Yazarlar: Alev TOSUN | Nazire ÖZKAL | Masaki BABA | Toru OKUYAMA

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2005 Vol.29 Issue 3, pp.327-334

Belge Tipi: Makale

Yayın Tarihi: 2/2005

Belge Dili: Türkçe

Document ID (Org No.): 2000729114

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Alev TOSUN | Nazire ÖZKAL | Masaki BABA | Toru OKUYAMA

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2005 Vol.29 Issue 3, pp.327-334

Belge Tipi:

Makale

Yayın Tarihi:

2/2005

Belge Dili:

Türkçe

Document ID (Org No.):

2000729114

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527