Metabolic profiling of lignan variability in Linum species of section Syllinum native to Bulgaria.
Lignans in eighteen samples of Linum species ( L. tauricum ssp. tauricum, serbicum, bulgaricum and linearifolium; L. elegans; L. flavum ssp. sparsiflorum, L. capitatum var. laxiflorum), all members of the section Syllinum occurring in Bulgaria, were analysed by HPLC-ESI/MS and HPLC-UV/DAD. The ESI/MS fragmentation pathways recently established for aryltetralin lignans are now extended to ester and glycoside derivatives. In total, 22 different lignans, mainly of the aryltetralin type, were identified. 6-Methoxypodophyllotoxin and its glucoside were present as major constituents in all samples. Differences between the investigated taxa were observed especially with respect to the accumulation of 6-deoxy-7-hydroxy-aryltetralins such as podophyllotoxin and of 6-hydroxy-7-deoxy-aryltetralin lignans of the peltatin type. The distribution of aryltetralin lignans with different oxygenation patterns in the various samples, and correlations between the chemical data and the molecular phylogeny based on an analysis of ITS sequences of the investigated species are discussed.
Vasilev
Nikolay
N
Faculty of Pharmacy, Medical University of Sofia, Sofia, Bulgaria.
Ebel
Rainer
R
Edrada
Ruangelie
R
Fuss
Elisabeth
E
Alfermann
A Wilhelm
AW
Ionkova
Iliana
I
Petrova
Ana
A
Repplinger
Miriam
M
Schmidt
Thomas J
TJ
D002031:Bulgaria; D019597:Flax / Q000737:chemistry* / Q000235:genetics / Q000378:metabolism; D014644:Genetic Variation; D017705:Lignans / Q000032:analysis* / Q000737:chemistry / Q000378:metabolism; D015394:Molecular Structure; D010802:Phylogeny
D017705:Lignans