Vyviurska Olga, Zvrškovcová Helena, Špánik Ivan
Slovak University of Technology in Bratislava, Faculty of Chemical and Food Technology, Institute of Analytical Chemistry, Bratislava, Slovak Republic.
Chirality. 2017 Jan;29(1):14-18. doi: 10.1002/chir.22669. Epub 2016 Dec 23.
The enantiomer ratios of chiral volatile organic compounds in fruit distillates were determined by multidimensional gas chromatography using solid-phase microextraction (SPME) as a sample treatment procedure. Linalool and its oxides, limonene, α-terpineol, and nerolidol, were present at the highest concentration levels, while significantly lower amounts of β-citronellol and lactones were found in the studied samples. However, almost all terpenoids mainly occur as a racemic or near-racemic mixture; enantiomer distribution of some chiral organic compounds in fruit distillates correlated to a botanical origin. In particular, a significant enantiomeric excess of (R)-linalool and (S)-α-terpineol was found only for pear brandy, and likewise the dominance (R)-limonene and the second eluted enantiomer of nerolidol for Sorbus domestica and strawberry, respectively. The distribution of γ-lactones stereoisomers was more nonspecific, with a general excess of the R-enantiomer.
采用固相微萃取(SPME)作为样品处理方法,通过多维气相色谱法测定了水果蒸馏物中手性挥发性有机化合物的对映体比例。芳樟醇及其氧化物、柠檬烯、α-松油醇和橙花叔醇的含量最高,而在所研究的样品中,β-香茅醇和内酯的含量显著较低。然而,几乎所有萜类化合物主要以消旋或近消旋混合物的形式存在;水果蒸馏物中一些手性有机化合物的对映体分布与植物来源相关。特别是,仅在梨白兰地中发现了(R)-芳樟醇和(S)-α-松油醇的显著对映体过量,同样,分别在欧洲花楸和草莓中发现了(R)-柠檬烯和橙花叔醇的第二种洗脱对映体占主导地位。γ-内酯立体异构体的分布更不具有特异性,R-对映体普遍过量。