As a part of our studies on the biologically active substances from Spanish plants, we have undertaken an investigation of the chemical constituents of a typical mediterranean species, Phillyrea latifolia L. (Oleaceae). Two secoiridoid glycosides, three phenylpropanoid glycosides, one lignane and two triterpenic acids were isolated from the leaves of this species and identified. The phytochemic...

Two new phenylpropanoid glycosides named cuneataside E (1) and cuneataside F (2), were isolated from the aerial parts of Lespedeza cuneata (Dum. Cours.) G. Don, whose structures were E and Z isomer, respectively. Their structures were elucidated on the basis of comprehensive spectroscopic analysis (UV, IR, HR-ESI-MS, 1D and 2D NMR). In in vitro bioassays at 10 μmol/L, compound 1 showed moderate...

Investigation of the roots of Lotus polyphyllos Clarke resulted in the isolation of two new isoflavone derivatives; 4'-O-methylerythrinin C (3) and 4'-O-methyl-2''-hydroxydihydroalpinumisoflavone (4). In addition, the three known isoflavone derivatives 4'-O-methylalpinumisoflavone (1) lupinalbin F (5), 4',7-dimethoxy-5-hydroxyisoflavone (6), and the phenylpropanoid ester tetracosyl p-coumarate ...

A new complex natural product with a C39 skeleton, named nudibaccatumone, and the known sesquiterpenes (+)-spathulenol, (-)-4β,10α-aromadendranediol, and ent-T-muurolol, as well as the phenylpropanoid hydroxychavicol, were isolated from the aerial parts of Piper nudibaccatum. The structure and absolute configuration of nudibaccatumone were elucidated using spectroscopic methods and ECD calculat...

Natural monoglycerides of cinnamic, ferulic and p-coumaric acids were synthesized in good to high overall yields from isopropylidene glycerol via the Mitsunobu reaction and further deprotection of the corresponding acetonides with Amberlyst 15. The method avoids the need of protection of the phenolic hydroxyls. During the Mitsunobu esterifications a strong influence of the acid strength on the ...

Noble rot results from exceptional infections of ripe grape (Vitis vinifera) berries by Botrytis cinerea. Unlike bunch rot, noble rot promotes favorable changes in grape berries and the accumulation of secondary metabolites that enhance wine grape composition. Noble rot-infected berries of cv Sémillon, a white-skinned variety, were collected over 3 years from a commercial vineyard at the same t...

Like other organisms, plants have to deal with a dynamic environment. To respond and adapt to the environmental conditions plants rely in a diverse battery of cell-surface protein-receptors and secondary metabolites. Phenylpropanoids are metabolites required for this big task, they regulate a wide range of physiological process, such as pigmentation of flowers and fruits, seed dispersal through...