冬季に生育するオランダハッカ (Mentha spicata L. var. crispa Benth.) の精油

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The constituents of the essential oil of Mentha spicata L. var. crispa Benth. grown in the winter season were investigated. The major components in the oil were detected as (-)-carvone (1), (+)-dihydrocarvone (2), (-)-dihydrocarveol (3), (-)-dihydrocarvyl acetate (4), (+)-neodihydrocarveol (5) and (-)-cis-carvyl acetate (8). The content of above oxygenated compounds from each oil col-lected in November, December, January and Febrary was showed as follows; 1 (59.1, 40.1, 16.2 and 8.0%), 2 (3.3, 5.8, 3.1 and 3.5%), 3 (6.1, 10.1, 15.7 and 7.8%), 4 (3.8, 10.8, 26.0 and 30.1 %), 5 (5.1, 16.5, 17.4 and 18.5%) and 8 (4.1, 6.4, 9.4 and 14.7%). On the basis of seasonal variation of these components in this species, the following biosynthetic pathways in vivo were postulated: carvone (1) is reduced to afford dihydrocarvone (2). As a next step, 2 thus produced yields dihydrocarveol (3) and neodihydrocarveol (5). The former is further con-verted to its acetate (4) by esterification. While 1 is also converted into cis-carvyl acetate (8) via its alcohol, and a part of 8 proceeds to 4.
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