Abstract
The bicyclic monoterpenes cis-sabinene hydrate and cis-sabinene hydrate acetate are considered to be responsible for the special flavor of marjoram (Origanum majorana L.). Analysis of single plants of different marjoram accessions revealed the presence of a chemotype that divided the samples into two groups, with cis-sabinene hydrate acetate present either at high amounts of above 19% or at low amounts below 2%. Additionally, an arrow negative correlation of the concentration of cis-sabinene hydrate to its acetate was observed (R2 = 0.92).Since no trans-sabinene hydrate acetate could be found in the analyzed samples, the formation of cis-sabinene hydrate acetate seems to be a result of a specific enzymatic conversion in marjoram. Among 20 accessions ofmarjoram studied, 17 were heterogeneous for the cis-sabinene hydrate acetate chemotype with frequencies of the low cis-sabinene hydrate acetate type between10% and 50%. If further sensorial studies can give leads as to which of the two compounds contributes to the preferred flavor, the variation observed in this study among natural populations could be used in breeding towards an optimized quality of marjoram. The analytical technique applied in this study can be used to screen high sample numbers with a reasonable effort and time.
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References
Adams, R.P., 1995. Identification of Essential Oil Components by Gas Chromatography/Mass Spectroscopy. Allured Publishing Corporation, Carol Stream, Illinois.
Akgul, A. & A. Bayrak, 1987. Constituents of essential oils from Origanum species growing wild in Turkey. Planta Med 53: 114.
Arnold, N., B. Bellomaria, G. Valentini & H.J. Arnold, 1993. Comparative study of the essential oils from three species of Origanum growing wild in the eastern mediterranean region. J Essent Oil Res 5: 71–77.
Baser, K.H.C., M. Kürkcüoglu, H. Duman & Z. Aytac, 1998. Composition of the essential oil of Origanum husnucan-baserii. J Essent Oil Res 10: 419–421.
Baser, K.H.C., T. Ozek & G. Tümen, 1995. Essential oil of Origanum rotundifolium Boiss. J Essent Oil Res 7: 95.
Burdock, G.A., 1995. Fenaroli's Handbook of Flavor Ingredients. Vol. I - Natural flavors. CRC Press, Boca Raton.
Danin, A., U. Ravid, K. Umano & T. Shibamoto, 1997. Essential oil composition of Origanum ramonense Danin leaves from Israel. J Essent Oil Res 9: 411–417.
Fischer, N., S. Nitz & F. Drawert, 1987. Original flavour compounds and the essential oil composition of marjoram (Majorana hortensis Moench). Flav Frag J 2: 22–61.
Fischer, N., S. Nitz & F. Drawert, 1988. Original composition of marjoram flavor and its changes during processing. J Agr Food Chem 36: 996–1003.
Franz, Ch., 1990. Sensorial versus analytical quality of marjoram. Herba Hung 29: 79–86.
Granger, R., J. Passet & J. Lamy, 1975. Sur les essences dites ‘de Marjolaine’. RIPOAM 57: 446–454.
Hallahan, T.W. & R. Croteau, 1988. Monoterpene biosynthesis: demonstration of a geranyl pyrophosphate: sabinene hydrate cyclase in soluble enzyme preparations from sweet marjoram (Majorana hortensis). Arch Biochem Biophys 264: 618–631.
Hallahan, T.W. & R. Croteau, 1989. Monoterpene biosynthesis: Mechanism and stereochemistry of the enzymatic cyclization of geranyl pyrophosphate to (+)-cis-and (+)-trans-sabinene hydrate. Arch Biochem Biophys 269: 313–326.
Hose, S., A. Zänglein, Th. Van den Berg, W. Schultze, K.H. Kubeczka & F.C. Czygan, 1997. Ontogenetic variation of the essential oil of Melissa officinalis L. Pharmazie 52: 247–253.
Langbehn, J., F. Pank, J. Novak, W.D. Blüthner, Ch. Franz, W. Junghanns & C. Vender, 2001. Development of a hybrid variety system in marjoram (Origanum majorana L.) - Characterization of the pollinator populations. Euphytica 118: 83–90.
Lawrence, B., 1994. Progress in Essential Oils -Marjoram Oil. Perf Flav 19: 39–40.
Lawrence, B.M., 1997. Progress in essential oils - Marjoram Oil. Perf Flav 22: 49–56.
Loßner, G., 1968. Der Majoran - phytochemisch betrachtet. Planta Med 16: 54–57.
McLafferty, F.W., 1989. Wiley Registry of Mass Spectral Data. John Wiley & Sons, Inc., New York.
Nitz, S., H. Kollmannsberger & M. Punkert, 1992. CO2 - Hochdruckextraktion von Gewürzen. Chem Mikrobiol Technol Lebensm 14: 108–116.
Novak, J., Ch. Bitsch, J. Langbehn, F. Pank, M. Skoula, P. Gotsiou & Ch. Franz, 2000. Ratios of cis-and trans-sabinene hydrate in Origanum majorana L. and Origanum microphyllum (Bentham) Vogel. Biochem Syst Ecol 28: 697–704.
Oberdieck, R., 1981. Ein Beitrag zur Kenntnis und Analytik von Majoran (Majorana hortensis Moench.). Deutsche Lebensmittel Rundschau 77: 63–74.
Pank, F., 1993. Schwerpunkte der züchterischen Bearbeitung von Arznei-und Gewürzpflanzen - eine Analyse des Deutschen Fachausschusses für Arznei-, Gewürz-und Aromapflanzen. Vortr Pflanzenzücht 26: 8–17.
Skoula, M., P. Gotsiou, G. Naakis & C.B. Johnson, 1999. A chemosystematic investigation on the mono-and sesquiterpenoids in the genus Origanum (Labiatae). Phytochem 52: 649–657.
Southwell, I.A. & I.A. Stiff, 1989. Ontogenetical changes in monoterpenoids of Melaleuca alternifolia leaf. Phytochem 28: 1047–1052.
Southwell, I.A. & I.A. Stiff, 1990. Differentiation between Melaleuca alternifolia and M. linariifolia by monoterpenoid comparison. Phytochem 29: 3529–3533.
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Novak, J., Bitsch, C., Pank, F. et al. Distribution of the cis-sabinene hydrate acetate-chemotype in accessions of marjoram (Origanum majorana L.). Euphytica 127, 69–74 (2002). https://doi.org/10.1023/A:1019998622489
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DOI: https://doi.org/10.1023/A:1019998622489