Premium
Enantiomeric composition of ( E )‐ and ( Z )‐sabinene hydrate and their acetates in five Origanum spp.
Author(s) -
Larkov Olga,
Dunkelblum Ezra,
Zada Anat,
Lewinsohn Efraim,
Freiman Lilia,
Dudai Nativ,
Ravid Uzi
Publication year - 2005
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/ffj.1386
Subject(s) - sabinene , origanum , chemistry , enantiomer , hydrate , stereochemistry , medicinal chemistry , organic chemistry , chromatography , essential oil , limonene
The enantiomers of ( E )‐ and ( Z )‐sabinene hydrate and of ( E )‐ and ( Z )‐sabinene hydrate acetate from extracts of Origanum ramonense Danin, O. dayi Post, O. majorana L., O. vulgare L. ssp. vulgare and O. syriacum L. ssp. syriacum were analysed by GC–MS with chiral and non‐chiral capillary columns. The order of elution, the enantiomeric ratios and relative percentages of the four pairs of enantiomers were determined. The (1 S )‐enantiomers of ( E )‐sabinene hydrate and ( E )‐sabinene hydrate acetate were predominant in O. dayi , whereas in the other Origanum spp. the (1 R )‐enantiomers were predominant. ( Z )‐sabinene hydrate acetate was not detected in O. syriacum , while the (1 R )‐enantiomer was present in an optically pure form in O. ramonense , O. majorana and O. vulgare ; in O. dayi the enantiomeric purity was 97%. The enantiomeric distributions of ( E )‐ and ( Z )‐sabinene hydrate and their acetates were determined for the rst time in Origanum spp. Copyright © 2004 John Wiley & Sons, Ltd.