Identification of Potent Odorants in Chinese Jasmine Green Tea Scented with Flowers of Jasminum sambac

Abstract

The odorants in Chinese jasmine green tea scented with jasmine flowers (Jasminum sambac) were separated from the infusion by adsorption to Porapak Q resin. Among the 66 compounds identified by GC and GC/MS, linalool (floral), methyl anthranilate (grape-like), 4-hexanolide (sweet), 4-nonanolide (sweet), (E)-2-hexenyl hexanoate (green), and 4-hydroxy-2,5-dimethyl-3(2H)-furanone (sweet) were extracted as potent odorants by an aroma extract dilution analysis and sensory analysis. The enantiomeric ratios of linalool in jasmine tea and Jasminum sambac were determined by a chiral analysis for the first time in this study: 81.6% ee and 100% ee for the (R)-(-)-configuration, respectively. The jasmine tea flavor could be closely duplicated by a model mixture containing these six compounds on the basis of a sensory analysis. The omission of methyl anthranilate and the replacement of (R)-(-)-linalool by (S)-(+)-linalool led to great changes in the odor of the model. These two compounds were determined to be the key odorants of the jasmine tea flavor.

Identification of a new antinociceptive alkaloid isopropyl N-methylanthranilate from the essential oil of Choisya ternata Kunth

“…Two peaks in the GC chromatograms (detected in both samples 1 and 2) that were tentatively identified (based on mass spectral comparison with the MS from the Wiley-NIST data base) as methyl (2) and isopropyl (1) N-methylanthranilates were of great interest since nitrogen volatiles are known as potent floral volatiles that are difficult to detect and are frequently missed out during the analyses (Jabalpurwala et al, 2009). A literature survey on these two compounds gave the following results: the methyl ester of N-methylanthranilic acid (2) was previously reported from a number of Rutaceae species (belonging to one of the two sister subfamilies, Rutoideae and Aurantioideae, namely the genera Zanthoxylum (Detoni et al, 2009;Dreyer and Brenner, 1980), Citrus (Brophy et al, 2001;Jabalpurwala et al, 2009;Lota et al, 2000;Tomi et al, 2008), Fortunella Pino, 2009a, 2009b;Umano et al, 1994) and Murraya (Imai et al, 1989), respectively) with some sporadic (most frequently singular) occurrence (in low amount) in the unrelated genera Chamaecyparis (Thomas et al, 1966), Corydalis (Olesen and Knudsen, 1994), Jasminum (Calvarano, 1966;Cheng and Chao, 1979;Ito et al, 2002;Kaiser, 1988;Toda et al, 1983), Mangifera (Pino et al, 2005), Michelia (Kaiser, 1991), Siphonochilus A c c e p t e d M a n u s c r i p t 25 (Viljoen et al, 2002), and Trifolium (Honkanen et al, 1969). However, the isopropyl ester (1) has never been detected in a sample of natural origin.…”

Methyl Anthranilate is the Cause of Cultivar-Specific Aroma in the Japanese Tea Cultivar ‘Sofu’

“…Methyl anthranilate is a characteristic volatile component of grapes [7][8][9]12 , citrus 3,14,15 and jasmine 5 . The highly fragrant, flower-like aroma of 'Sofu' is similar.…”

The enantiomeric composition of linalool and linalool oxide in the flowers of kiwifruit (Actinidia) species

“…42 The linalool in jasmine tea (Jasminum sambac) is 91% (R)-configured, the furanoid linalool oxides are exclusively (5R), but the pyranoid linalool oxide stereoisomer is only 34% (6R). 20 The ratio of linalool enantiomers within the flowers of Actinidia species displays considerable variability between genotypes, clones, and siblings, and appears to be dependent upon the year and time of day of harvest. It was assumed that there were differential environmental impacts upon the relative rates of biosynthesis of the two different enantiomers.…”

“…3 Particular enantiomers of these two oxides are described as leafy and earthy or sweet, floral and creamy. 20 We have identified the linalool oxides as major constituents of the volatile compounds in kiwifruit (Actinidia) flowers, especially A. chrysantha and A. polygama. Therefore, the A. chrysantha and A. polygama flowers were chosen for a further study of the enantioselectivity in the production of linalool metabolites in Actinidia.…”