Glycosidically Bound Eugenol and Methyl Salicylate in the Fruit of Edible Passiflora Species

Journal of Agricultural and Food Chemistry

Volumn 45, Issue 7, 1997, Pages 2685-2689

  Chassagne, David ^a   Crouzet, Jean ^a   Bayonove, Claude L ^b   Baumes, Raymond L ^b  

^a UNIV MONTPELLIER   (France)

^b CEMAGREF   (France)

Author keywords

Gas chromatography; Mass spectrometry; Passion fruit; Phenolic glycosides

Indexed keywords

PASSIFLORA; PASSIFLORA EDULIS; PASSIFLORA LIGULARIS; PASSIFLORA MOLLISSIMA; PASSIFLORA QUADRANGULARIS;

EID: 0001150033     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf9608480     Document Type: Article

References (24)

1. Baumes, R. L.; Bayonove, C. L.; Cordonnier, R. E.; Günata, Y. Z.; Wylde, R.; Heitz, A. Unusual carbonate formation in saccharide synthesis. Carbohydr. Res. 1989, 189, 331-340.
2. Budzikiewicz, H. Negative chemical ionization (NCI) of organic compounds. Mass Spectrom. Rev. 1986, 5, 345-380.
3. Chassagne, D. Doctoral Thesis, Université de Montpellier II, 1996.
4. Chassagne, D.; Bayonove, C.; Crouzet, J.; Baumes, R. L. Formation of aroma by enzymic hydrolysis of glycosidically bound components of passion fruit. In Bioflavour 95, Analysis, Precursors Studies, Biotechnology; Etievant, P., Schreier, P., Eds.; INRA: Paris, 1995a; pp 217-222.
5. Chassagne, D.; Crouzet, J.; Baumes, R. L.; Lepoutre, J.-P.; Bayonove, C. L. Determination of trifluoroacetylated glycosides by gas chromatography coupled to methane negative chemical ionization mass spectrometry. J. Chromatogr. A 1995b, 694, 441-451.
6. Chassagne, D.; Crouzet, J.; Bayonove, C. L.; Brillouet, J.-M.; Baumes, R. L. 6-O-α-L-Arabinopyranosyl-β-D-glucopyranosides as aroma precursors from passion fruit. Phytochemistry 1996a, 41, 1497-1500.
7. Chassagne, D.; Crouzet, J.; Bayonove, C. L.; Baumes, R. Identification and quantification of passion fruit cyanogenic glycosides. J. Agric. Food Chem. 1996b, 44, 3817-3820.
8. Cordonnier, R.; Bayonove, C. L. Mise en évidence dans le raisin, variété muscat d'Alexandrie de monoterpènes liés, révélable par plusieurs enzymes de fruit (Evidence for bound monoterpenes to be released by several fruit enzymes in grape var. Muscat of Alexandria). C. R. Acad. Sci. 1974, 278, 3387-3390.
9. Engel, K. H.; Tressl, R. Formation of aroma components from nonvolatile precursors in passion fruit. J. Agric. Food Chem. 1983, 31, 998-1002.
10. Fujita, T.; Kadoya, Y.; Aota, H.; Nakayama, M. A new phenylpropanoid glucoside and other constituents of Oenanthe javanica. Biosci., Biotechnol., Biochem. 1995, 59, 526-528.
11. Günata, Y. Z.; Bayonove, C.; Baumes, R. L.; Cordonnier, R. The aroma of grapes. I. Extraction and determination of free and glycosidically bound fractions of some grapes aroma components. J. Chromatogr. 1985, 331, 83-90.
12. Krammer, G.; Winterhalter, P.; Schwab, M.; Schreier, P. Glycosidically bound aroma compounds in the fruit of Prunus species: apricot (P. armeniaca L.), peach (P. persica L.), yellow plum (P. domestica L. ssp. Syriaca). J. Agric. Food Chem. 1991, 39, 778-779.
13. Merkx, I. J. M.; Svendsen, A. B. Occurrence and possible role of glycosidic bound eugenol and 2-methoxy-4-vinylphenol in the lignin biosynthesis of some lamiaceae. Planta Med. 1989, 55, 88-89.
14. Moon, J. H.; Watanabe, N.; Igima, Y.; Yogi, A.; Sakata, K. cis and trans linalool-3,7-oxides and methyl salicylate glycosides and (Z)-3-hexenyl-β-D-glucopyranoside as aroma precursors from tea leaves for olong tea. Biosci., Biotechnol., Biochem. 1996, 60, 1875-1879.
15. Mulkens, A.; Kapetanidis, I. Eugenylglucoside, a new natural phenylpropanoid heteroside from Melissa officinalis. J. Nat. Prod. 1988, 51, 496-498.
16. Paulsen, H.; Le-Nguyen, B.; Sinnwell, V.; Heemann, V.; Seehofer, F. Synthese von Glycosiden von Mono-Sesqui-and Diterpenalkoholen (Synthesis of glycosides of mono-, sesqui-, and diterpene alcohols). Liebigs Ann. Chem. 1985, 8, 1513-1536.
17. Schwab, W.; Schreier, P. Glycosidically bound aroma components from sour cherry. Phytochemistry 1990, 29, 607-612.
18. Stahl-Biskup, E. Monoterpene glycosides, state of the art. Flavour Fragrance J. 1987, 2, 75-82.
19. Stahl-Biskup, E.; Intert, F.; Holthuijzen, J.; Stengele, M. Glycosidically bound - a review 1986-1991. Flavour Fragrance J. 1993, 8, 61-80.
20. Voirin, Z.; Baumes, R.; Bayonove, C.; M'Bainaroua, O.; Tapiero, C. Synthesis and NMR spectral properties of grape monoterpenyl glycosides. Carbohydr. Res. 1990, 207, 39-56.
21. Voirin, S. G.; Baumes, R. L.; Günata, Z. Y.; Bitteur, S. M.; Bayonove, C. L.; Tapiero, C. Analytical methods for monoterpene glycosides in grape and wine. I. XAD-2 extraction and gas chromatographic-mass spectrometric determination of synthetic glycosides. J. Chromatogr. 1992, 595, 269-281.
22. Williams, P. J.; Strauss, C. R.; Wilson, B. Use of C18 reversed-phase liquid chromatography for the isolation of monoterpene glycosides and non-isoprenoid precursors from grape juice and wines. J. Chromatogr. 1981, 235, 471-480.
23. Winter, M.; Kloti, R. Uber das Aroma der Gelben Passionsfrucht (On the aroma of yellow passion fruit). Helv. Chim. Acta 1972, 55, 1916-1921.
24. Winterhalter, P. Bound terpenoids in the juice of the purple passion fruit. J. Agric. Food Chem. 1990, 38, 452-455.