Very long-chain phenylpropyl and phenylbutyl esters from Taxus baccata needle cuticular waxes.
The cuticular wax of Taxus baccata L. needles was found to contain four different classes of long-chain esters that were identified by various chemical transformations with product assignment employing GC-MS. Homologous series of (1) 3-(4'-hydroxyphenyl)-propyl esters of C(20)-C(36) fatty acids, (2) 4-(4'-hydroxyphenyl)-2-butyl esters of C(18)-C(28) fatty acids, (3) 3-(3',4'-dihydroxyphenyl)-propyl esters of C(20)-C(32) fatty acids, and (4) 4-(3',4'-dihydroxyphenyl)-2-butyl esters of C(18)-C(28) fatty acids were identified. The four compound classes amounted to 0.1-3.6 micro g/cm(2) of needle surface area, corresponding to 0.2-7.6% of the wax mixture, respectively. While both phenylpropyl ester series had a maximum for the homolog containing tetracosanoic acid, in the phenylbutyl esters homologs containing eicosanoic and docosanoic acids predominated.
Jetter
Reinhard
R
Julius-von-Sachs-Institut für Biowissenschaften, Universität Würzburg, Julius-von-Sachs-Platz 3, D-97082, Würzburg, Germany. jetter@botanik.uni-wuerzburg.de
Klinger
Adelheid
A
Schäffer
Stefanie
S
D004952:Esters / Q000032:analysis* / Q000737:chemistry*; D005227:Fatty Acids / Q000032:analysis / Q000737:chemistry; D013058:Mass Spectrometry; D015394:Molecular Structure; D018514:Plant Structures / Q000737:chemistry*; D020946:Taxus / Q000737:chemistry*; D014885:Waxes / Q000737:chemistry*
D004952:Esters; D005227:Fatty Acids; D014885:Waxes