Diterpenes from Sideritis sipylea and S. dichotoma

Gülaçtı TOPÇU*; Ahmet C. GÖREN

Article Details

Diterpenes from Sideritis sipylea and S. dichotoma

Authors:

Gülaçtı TOPÇU* | Ahmet C. GÖREN

Publisher:

TUBITAK

Journal:

Turkish Journal of Chemistry 2002 Vol.26 Issue 2, pp.189-194

Document Type:

Article

Publication Date:

1/2002

Document Language:

Turkish

Document ID (Org No.):

2000729940

Frequency:

Bimonthly

eISSN:

1303-6130

pISSN:

1300-0527

Abstract:

 

Two Sideritis species afforded eleven kaurene and one  beyerene diterpenes.  Structures of the compounds from  Sideritis sipylea} were elucidated as linearol (1),  7-epicandicandiol (2), sideridiol (3), siderol  (4), isolinearol (5), isosidol (6) and  epoxyisolinearol (7).  Linearol was treated with   m -chloroperbenzoic to afford its analogues ent-3b  ,7a ,17-trihydroxy-18-acetoxykaur-15-ene (1a) and  ent}-7a ,17,18-trihydroxy-3b -acetoxykaur-15-ene  (1b) as new compounds.  From the second species,  Sideritis dichotoma, the kaurenes sideridiol (3)   siderol (4), ent-7a ,18-dihydroxy-15b  ,16b -epoxykaurane (8)}, ent}-7a  -acetoxy,18-hydroxy-15b ,16b -epoxykaurane  (9), ent-7a  -acetoxy-15,18-dihydroxy-kaur-16-ene (10),  ent-7a ,15,18-trihydroxykaur-16-ene (11) and  the beyerene ent-7a ,18-dihydroxybeyer-15-ene  (12) were isolated.  Structural elucidation is based on NMR  techniques and mass spectrometer analyses.

 

Two Sideritis species afforded eleven kaurene and one  beyerene diterpenes.  Structures of the compounds from  Sideritis sipylea} were elucidated as linearol (1),  7-epicandicandiol (2), sideridiol (3), siderol  (4), isolinearol (5), isosidol (6) and  epoxyisolinearol (7).  Linearol was treated with   m -chloroperbenzoic to afford its analogues ent-3b  ,7a ,17-trihydroxy-18-acetoxykaur-15-ene (1a) and  ent}-7a ,17,18-trihydroxy-3b -acetoxykaur-15-ene  (1b) as new compounds.  From the second species,  Sideritis dichotoma, the kaurenes sideridiol (3)   siderol (4), ent-7a ,18-dihydroxy-15b  ,16b -epoxykaurane (8)}, ent}-7a  -acetoxy,18-hydroxy-15b ,16b -epoxykaurane  (9), ent-7a  -acetoxy-15,18-dihydroxy-kaur-16-ene (10),  ent-7a ,15,18-trihydroxykaur-16-ene (11) and  the beyerene ent-7a ,18-dihydroxybeyer-15-ene  (12) were isolated.  Structural elucidation is based on NMR  techniques and mass spectrometer analyses.

Article Details

Diterpenes from Sideritis sipylea and S. dichotoma

Authors: Gülaçtı TOPÇU* | Ahmet C. GÖREN

Publisher: TUBITAK

Journal: Turkish Journal of Chemistry 2002 Vol.26 Issue 2, pp.189-194

Document Type: Article

Publication Date: 1/2002

Document Language: Turkish

Document ID (Org No.): 2000729940

Frequency: Bimonthly

eISSN: 1303-6130

pISSN: 1300-0527

Issues

Authors:

Gülaçtı TOPÇU* | Ahmet C. GÖREN

Publisher:

TUBITAK

Journal:

Turkish Journal of Chemistry 2002 Vol.26 Issue 2, pp.189-194

Document Type:

Article

Publication Date:

1/2002

Document Language:

Turkish

Document ID (Org No.):

2000729940

Frequency:

Bimonthly

eISSN:

1303-6130

pISSN:

1300-0527