Cuticular waxes from the leaves and fruit capsules of eight Papaveraceae species

1996 ◽  
Vol 74 (3) ◽  
pp. 419-430 ◽  
Author(s):  
Reinhard Jetter ◽  
Markus Riederer

Cuticular waxes from leaves and fruit capsules of Papaver alpinum sensu Markgr., P. bracteatum Lindl., P. dubium L., P. nudicaule L., P. orientale L., P. rhoeas L., P. somniferum L., and Eschscholtzia californica Cham. were investigated. They consisted of n-alkanes (< 19%), alk-1-ylesters (< 18%), alk-2-ylesters (< 6%), alkanals (< 19%), secondary alkanols (21–71%, mainly nonacosan-10-ol), triglycerides (< 6%), primary alkanols (2–33%), alkanediols (2–23%, mainly isomeric nonacosanediols), alkanoic acids (< 8%), and alkaloids (< 12%). In addition, minor amounts of iso- and anteiso-alkanes, alkanoic acid methyl esters, esters of alkan-10-ols, benzyl- and phenyl-ethylalcohol, triterpenols and phytosterols, ketols, and ketones were detectable. The isomer composition of the secondary alkanols and their alkanediol, ketol, and ketone derivatives is used to deduce the probable sequence of steps in the respective biosynthetic pathways. Keywords: Papaver, Eschscholtzia, Papaveraceae, cuticular wax, secondary alkanols, biosynthesis.

2019 ◽  
Vol 130 ◽  
pp. 33-37 ◽  
Author(s):  
Nataliya S. Bogatishcheva ◽  
Mars Z. Faizullin ◽  
Eugene D. Nikitin

2011 ◽  
Vol 158 (6) ◽  
pp. 1037-1048 ◽  
Author(s):  
Benjamin Akih-Kumgeh ◽  
Jeffrey M. Bergthorson

2007 ◽  
Vol 72 (5) ◽  
pp. 421-427 ◽  
Author(s):  
Çelik Onar ◽  
Belma Hasdemir ◽  
Ayse Yusufoğlu

3-, 7- and 13-Monoketo tetradecanoic acid methyl esters carrying a keto group at the ends and at the middle of the chain with 14 carbon atoms were reduced by a Meerwein-Ponndorf-Verley reaction in the presence of R-(+)-1,1'-binaphthalene- 2,2'-diol, 1,2:5,6-D-di-O-isopropylidene-D-mannitol and L-(-)-menthol. The highest enantiomeric purity of 65% ee was found for 13-hydroxy ester isomer. The enantiomeric excess was determined by 1H-NMR shift with Eu(tfc)3 and by optical rotation.


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