Enantiomeric Composition of Carvone, Limonene, and Carveols in Seeds of Dill and Annual and Biennial Caraway Varieties

Bouwmeester, Harro J.; Davies, Jacques A. R.; Toxopeus, H.

doi:10.1021/jf00060a013

Cited by 45 publications

(21 citation statements)

References 15 publications

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“…This enzyme also produces minor amounts (1.6%) of the opposite enantiomer, (Ϫ)-limonene (Fig. 2), which is also found in trace levels (0.6%) in the essential oil extracted from caraway fruits (Bouwmeester et al, 1995b).…”

Section: Discussion the Pathway Of Monoterpene Biosynthesis In Carawaymentioning

confidence: 93%

“…No 14 C-labeled trans-carveol was detected after [U-14 C]Suc feeding in this study. In addition, analysis of the essential oil of caraway fruits has revealed only minute amounts of carveols: trans, 0.3 to 0.5%; and cis, 0.2% (Bouwmeester et al, 1995b). Monoterpene hydroxylation may also possess regulatory importance in the formation of monoterpenes in peppermint.…”

Section: Enzyme Controlmentioning

confidence: 99%

“…The pathway of (ϩ)-limonene and (ϩ)-carvone biosynthesis in caraway has been assumed (Bouwmeester et al, 1995b) to be analogous to the biosynthesis of (Ϫ)-limonene and (Ϫ)-carvone in spearmint (Gershenzon et al, 1989) (Fig. 1).…”

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confidence: 99%

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Biosynthesis of the Monoterpenes Limonene and Carvone in the Fruit of Caraway1

Bouwmeester¹,

Gershenzon

Konings³

et al. 1998

Plant Physiology

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148

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Section: Discussion the Pathway Of Monoterpene Biosynthesis In Carawaymentioning

confidence: 93%

Section: Enzyme Controlmentioning

confidence: 99%

See 1 more Smart Citation

Biosynthesis of the Monoterpenes Limonene and Carvone in the Fruit of Caraway1

Bouwmeester¹,

Gershenzon

Konings³

et al. 1998

Plant Physiology

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148

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“…At present, steam distillation according to Standards ČSN 58 0110 and ČSN 6571 (SEDLÁKOVÁ 1998) and hexane distillation (BOUWMEESTER et al 1995) or a combination of both methods are used for the isolation and determination of essential oil content. Monoterpenes can also be isolated from a gaseous phase via Solid Phase Microextraction (SPME) followed by thermal desorption with on-line injection to a GC capillary column (MANI, WIOOLEY 1995).…”

mentioning

confidence: 99%

The essential oil content in caraway species (Carum carvi L.)

Sedláková¹,

Kocourková²,

Lojková³

et al. 2003

Hortic. Sci.

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Caraway fruits contain 1-6% of essential oils consisting of about 30 compounds, from which carvone and limonene account form the main portion, about 95%. To evaluate the quality of various caraway cultivars, the amounts of essential oils and the carvone/limonene ratio were measured. The most common method of essential oil evaluation is steam distillation in accordance with Standard ČSN 58 0110, but an alternative method -supercritical fluid extraction (SFE) -was also investigated in this paper. Ground caraway fruits were extracted under different SFE conditions (pressure, temperature, use of modifiers). Released compounds (carvone and limonene) were quantified by GC.

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“…5, 2010 in oils from caraway seeds (Carum carvi; 50-70% presence) and from dill seeds (Anethum graveolens; 40-60%), though it is not always pure. [10][11][12] (R)-(-)-carvone is the principal constituent in spearmint oil (Mentha spicata) and some oils, such as gingergrass oil, contain racemic carvone. 13 (S)-(+)-carvone is usually obtained from caraway seeds, while (R)-(-)-carvone is obtained from spearmint oil.…”

Section: Introductionmentioning

confidence: 99%

(R)-(-)-carvone and (1R, 4R)-trans-(+)-dihydrocarvone from poiretia latifolia vogel

Porto

Stüker

Mallmann

et al. 2010

J. Braz. Chem. Soc.

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Os óleos essenciais de folhas de Poiretia latifolia Vogel nativas e cultivadas (amostras A e B, respectivamente) e de flores nativas (amostra C), foram obtidos por hidrodestilação e analisados por CG, CG/EM, e através de cromatografia gasosa em fase quiral (CGFQ (61,05, 64,20, 4,50%, respectivamente). Os óleos essenciais apresentaram uma atividade antimicrobiana moderada quando avaliados frente a bactérias e Gram-positivas, Gramnegativas e fungos.The essential oils of Poiretia latifolia Vogel, native and cultivated leaves (Samples A and B, respectively) and native flowers (sample C), were obtained by hydrodistillation and analyzed by GC, GC/MS and chiral phase gas chromatography (CPGC). Twenty-four compounds were identified, representing 99.25, 99.26 and 99.23% of the oils, respectively. The major constituents of the oils were the monoterpenes (S)-(-)-limonene (16.05, 27.60, 15.60%, respectively), (1R, 4R)-trans-(+)-dihydrocarvone (18.05, 0.66 and 77.80%, respectively) and (R)-(-)-carvone (61.05, 64.20 and 4.50%, respectively). The essential oils were evaluated against some strains of Gram (+) and Gram (-) bacteria, and yeast, but displayed only modest antimicrobial activity.

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Enantiomeric Composition of Carvone, Limonene, and Carveols in Seeds of Dill and Annual and Biennial Caraway Varieties

Cited by 45 publications

References 15 publications

Biosynthesis of the Monoterpenes Limonene and Carvone in the Fruit of Caraway1

Biosynthesis of the Monoterpenes Limonene and Carvone in the Fruit of Caraway1

The essential oil content in caraway species (Carum carvi L.)

(R)-(-)-carvone and (1R, 4R)-trans-(+)-dihydrocarvone from poiretia latifolia vogel

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