Chemical Structure-Odor Correlation in Series of Synthetic Methylene Interrupted n-Nonadien-1-ols

Autor: Akikazu Hatanaka, Kenji Matsui, Yoshihiko Akakabe, Tadahiko Kajiwara, Yasunobu Sakoda, Jun Suzuki
Rok vydání: 1996
Předmět:
Zdroj: Zeitschrift für Naturforschung C. 51:841-848
ISSN: 1865-7125
0939-5075
DOI: 10.1515/znc-1996-11-1212
Popis: Chemical structure-odor correlations in the isomers of n-C9-methylene interrupted dienols were explored using synthetic nine isomers of these alcohols. The synthetic dienols were purified by recrystallization or column chromatography of their 3,5-dinitrobenzoate de­ rivatives. Chemical structure-odor correlations in all the isomers of the purified n-nonadien-1-ols were analyzed by treating the data obtained statistically with the principal component analysis method (Sakoda et al., 1995; Cramer et al., 1988) in comparison with those of n-nonen-1-ols. The odor profiles of the n-nonadien-1-ols were attributable largely to the geometries of the isomers, compared with n-nonen -1-ols (Sakoda et al., 1995). With the principal component analysis, the odor profiles of the series of the dienols were successfully integrated into the first and the second principal components. The first component (PC 1) consisted of combined characteristics of fruity, fresh, sweet, herbal and oily-fatty, and the second component (PC 2) leaf or grassy and vegetable-like. Of the methylene interrupted dienol isomers, (2E ,6Z)-and (3Z,6Z)-nonadien-1-ols which are natural products and have (6Z) in the same, deviated markedly from the other isomers as seen in (6Z)-nonen -1-ol of n-nonen-1-ols. That suggests that the double bond of (ω3Z) was an important factor for natural characteristic odor.
Databáze: OpenAIRE