Odor distinctiveness between enantiomers of linalool: difference in perception and responses elicited by sensory test and forehead surface potential wave measurement.
Odor distinctiveness between enantiomers of linalool: difference in perception and responses elicited by sensory test and forehead surface potential wave measurement.
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芳樟醇对映体之间的气味独特性：感官测试和前额表面电位波测量引起的感知和反应差异。
DOI：
10.1093/chemse/25.1.77
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发表时间：
2000
期刊：
影响因子：
3.5
通讯作者：
Tsutomu Masujima
中科院分区：
文献类型：
--
作者：
Yoshiaki Sugawara;C. Hara;Tadashi Aoki;Naomi Sugimoto;Tsutomu Masujima
在感官测试和便携式前额表面脑电图（IBVA-EEG）测量方面检查了吸入光学活性芳樟醇对人类的影响，以评估其手性异构体的气味独特性。通过重复的快速柱色谱法从熏衣草油中分离出比旋光度为[α]（D）= -15.1度的（R）-（-）-芳樟醇，（S）-（+）-芳樟醇[α]（D）= +17.4度，（RS）-（+/-）-芳樟醇[α]（D）= 0度，（R）-型含量为50.9%，（S）-型含量为49.1%通过使用相同的方法，分别从芫荽油和商业芳樟醇中获得。使用吸入器，在工作10分钟之前和之后向受试者施用每种药物。结果发现，与工作前相比，工作后给药引起不同的主观印象，这取决于异构体的构型和工作类型。例如，在听到环境声音后吸入（R）-（-）-芳樟醇不仅在感觉测试中产生了更有利的印象，而且与工作前相比，工作后的β波也出现了更大的下降。这与脑力劳动的情况相反，脑力劳动导致激动的趋势伴随着β波的增加。这些结果使我们得出结论，芳樟醇的对映体立体特异性诱发不同的气味感知和反应，不仅与手性依赖，而且与任务依赖。此外，在比较这些感觉剖析特征和IBVA-EEG趋势之间的听觉环境声音和脑力劳动，观察到的趋势（R）-（-）-芳樟醇与（RS）-（+/-）-芳樟醇，但不与（S）-（+）-芳樟醇。
The effects on humans of inhalation of optically active linalools were examined in terms of sensory tests and portable forehead surface electroencephalographic (IBVA-EEG) measurements in order to assess their odor distinctiveness by chiral isomers. (R)-(-)-Linalools with specific rotation of [alpha](D) = -15.1 degrees were isolated by repeated flash column chromatography from lavender oil, while (S)-(+)-linalools with [alpha](D) = +17.4 degrees and (RS)-(+/-)-linalools with [alpha](D) = 0 degrees and content of (R)-form 50.9% and (S)-form 49.1% were obtained from coriander oil and commercial linalool, respectively, by using the same method. With the use of an inhalator, each was administered to subjects both before and after 10 min of work. It was found that administration after work evoked different subjective impressions when compared with that before work depending on the configuration of the isomers and the type of work employed. For instance, inhalation of (R)-(-)-linalool after hearing environmental sounds not only produced a much more favorable impression in the sensory test but was also accompanied by a greater decrease in beta waves after work in comparison with that before work. This is in contrast to the case of mental work, which resulted in a tendency for agitation accompanied by an increase in beta waves. These findings led us to conclude that enantiomeric stereospecificity of linalool evoked different odor perception and responses not only with chiral dependence but also with task dependence. In addition, in comparing these sensory profiling features and IBVA-EEG tendencies between hearing environmental sound and mental work, a tendency was observed for (R)-(-)-linalool to coincide with (RS)-(+/-)-linalool but not with (S)-(+)-linalool.