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Aroma Profile of Star Anise and the Structure-odor Relationship of Anethole

机译:八角茴香的香气特征与茴香脑的结构-气味关系

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Star anise is an important fragrance material that has a characteristic anise-like odor. Although the main component of star anise is (E)-anethole, which accounts for over 90% of the constituents, the odor of (E)-anethole is different from that of the material itself. Here, we examined the aroma profile of star anise. GC-MS analysis of star anise extracts showed that it contains many compounds with structures similar to (E)-anethole. Our results indicate that (E)-anethole is the key compound in the odor of star anise, but structurally similar compounds play an important role in creating its odor. We examined the structure-odor relationship of (E)-anethole, focusing on the methoxy and 1-propenyl substituents. Altering the 1-propenyl group changed the odors of all the anethole derivatives. Replacing the methoxy group with a hydrogen atom created compounds with similar fatty odors. This shows that the methoxy group is important for the characteristic odor of anethole. We synthesized anethole derivatives where the methoxy group was replaced with a methyl group. In both methoxy- and methyl-substituted anethole derivatives, altering the 1-propenyl group changed the odors of the derivatives. Therefore, the methoxy and methyl benzene moieties are important structural features for the odor of star anise. The structural characteristics of anethole are closely related to its odor expression.
机译:八角茴香是一种重要的香精料,具有类似茴香的特征气味。尽管八角茴香的主要成分是(E)-茴香脑,占90%以上的成分,但(E)-茴香脑的气味与材料本身的气味不同。在这里,我们研究了八角茴香的香气特征。八角茴香提取物的GC-MS分析表明,它含有许多结构类似于(E)-茴香脑的化合物。我们的结果表明,(E)-茴香脑是八角茴香气味中的关键化合物,但结构相似的化合物在产生其气味中起着重要作用。我们研究了(E)-茴香脑的结构-气味关系,重点研究了甲氧基和1-丙烯基取代基。改变1-丙烯基基团改变了所有茴香脑衍生物的气味。用氢原子取代甲氧基产生具有类似脂肪气味的化合物。这表明甲氧基对于茴香脑的特征气味很重要。我们合成了茴香脑衍生物,其中甲氧基被甲基取代。在甲氧基和甲基取代的茴香脑衍生物中,改变1-丙烯基基团都会改变衍生物的气味。因此,甲氧基和甲基苯部分是八角气味的重要结构特征。茴香脑的结构特征与其气味表达密切相关。

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