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Analysis of Enantiomeric Composition of Chiral Flavor Components from Dried Ginger (Zingiber afficinale Roscoe)

건생강에 함유된 키랄성 향기성분의 이성질체 조성 분석

  • Published : 2006.08.30

Abstract

The volatile compounds of Zingiber officinale Roscoe were extracted by simultaneous steam distillation and extraction (SDE) method and identified with gas chromatigraphy/mass spectrometer (GC/MS) analysis. Enantiomeric compositions of chiral compounds were determined by multidimensional gas chromatography/mass spectrometer (MDGC/MS). A total of 57 compounds were indentified and quantified, including zingiberene, ${\beta}-sesquiphellandrene$, ${\beta}-bisabolene$, $(E,E)-{\alpha}-farnesene$ and ${\alpha}-curcumene$. Among them, zingiberene (38.41%) was founds as the predominantly abundant component. ${\alpha}-Pinene$ and nerolidol in dried ginger were detected by high enantiomeric purity (>96%) for (S)-form, and ${\beta}-pinene$ was detected only (R)-form. The enantiomeric composition of ${\alpha}-terpineol$ revealed 72.0% for (R)-form, and linalool and 4-terpineol showed mixtures of both enantiomers. (S)-Enantiomer was the major enantiomer of limonene having enatiomeric excess of 17.2%. Hence the enantiomeric composition of these compounds can be used as parameter for authenticty control of Zingiber officinale.

건생강 제품의 진위판별을 위한 기초자료를 제공하기 위하여 건조된 생강으로부터 휘발성 향기성분을 추출하여 향기특성을 분석하고, MDGC/MS에 의해 키랄성 휘발성분의 enantiomeric composition을 분석하였다. 건생강에서 총 57종을 동정하였으며 주요 휘발성 향기성분은 zingiberene, ${\beta}-sesquiphellandrene$, ${\beta}-bisabolene$, (E,E)-${\alpha}-farnesene$${\alpha}-curcumene$이었다. 건생강에 함유된 키랄성 향기성분 중에서 enaniomeric composition을 측정하기 위해 선택된 키랄화합물 중 ${\alpha}-pinene$ 및 nerolidol은 높은 enantiomeric purity(>96%)로 검출되었으며, ${\beta}-pinene$은 (R)-enantiomer만이 검출되어 특이적이었다. ${\alpha}-Terpineol$은 (R)-enantiomer가 72%로 높게 나타났으며 linalool과 4-terpineol은 두 이성질체가 혼합된 것으로 나타났다. Limonene의 enantiomeric excess(ee, %)는 17.2%로 (S)-enantiomer가 주요 이성질체이었다. 따라서 이러한 키랄성 향기성분의 enantiomeric composition은 건생강의 진위평가를 위한 변수로 사용될 수 있을 것으로 생각된다.

Keywords

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