Influence of Hydro-Distillation Time on the Yield and Quality of Dill Volatile Constituents

Influence of Hydro-Distillation Time on the Yield and Quality of Dill Volatile Constituents

® Medicinal and Aromatic Plant Science and Biotechnology ©2012 Global Science Books Influence of Hydro-Distillation Time on the Yield and Quality of Dill Volatile Constituents Khalid A. Khalid Medicinal and Aromatic Plants Department, National Research Centre, El Buhouth St., 12311, Dokki, Cairo, Egypt Corresponding author : * [email protected] ABSTRACT The effects of hydro-distillation time (1, 2, 3, 4, 5 and 6 h) on the essential oil (EO) extracted from dill (Anethum graveolens L.) fruits were investigated by GC and GC/MS. EO content (ml g-2) increased with several treatments of hydro-distillation time compared with the first hour of hydro-distillation. After 5 h of hydro-distillation the yield of EO remained 2.5 ml g-2, then it stabilized. The main constituents of dill EO were apiol (34.6-48.7%), carvone (19.2-27.1%), (R)-limonene (7.7-15.0%) and -pinene (7.4-16.3%). Apiol and carvone gradually increased with an increase in hydro-distillation time but (R)-limonene and -pinene decreased. The monoterpene hydrocarbons presented a gradual decrease (39.3% in the first hour to 19.9% after 6 h), the total amount of oxygenated monoterpenes increased from 60.0% in the first hour to 79.5% after 6 h, the sesquiterpene hydrocarbons appeared to increase in the 3rd hour (1.1%) compared with other distillation times while oxygenated sesquiterpene appeared to increase after 4 h (0.4%). _____________________________________________________________________________________________________________ Keywords: Anethum graveolens L., apiol, carvone, (R)-limonene, oxygenated monoterpene, -pinene Abbreviations: EO, essential oil; MH, monoterpene hydrocarbon; OM, oxygenated monoterpene; OS, oxygenated sesquiterpene; SH, sesquiterpene hydrocarbon INTRODUCTION of 30 min, although a longer distillation time gave a higher methyl eugenol concentration whose content increased Changes in the composition of an essential oil (EO) can be steadily (0.69% after 30 min to 1.65% after 150 min). Ac- caused by environmental factors such as the soil or climate cording to Chatzopoulou and Katsiotis (1995), the investi- in which a plant is grown, and by different harvesting gation on the influence of the distillation time on integral methods or distillation techniques (Chatzopoulou and Katsi- and comminuted Juniper communis L. berries performed otis 1995). The isolation and concentration techniques nor- with classic hydro-distillation and the simultaneous distil- mally used may well alter the quantitative as well as the lation extraction method showed that: (a) it is not possible qualitative composition of the obtained EO relative to the to completely obtain the EO from integral berries (0.3% composition of the compound percent in the plant material yield) and that the yield from the comminuted plant mate- (Chatzopoulou and Katsiotis 1995). The techniques em- rial was increased in the first three hours of distillation ployed in the extraction of an EO from a plant have a sig- (1.75-2.2%); (b) the ratio of the three main constitutes nificant effect on the final composition of the product groups liberated, i.e. monoterpene hydrocarbons, oxygen- obtained (Charlwood and Charlwood 1991). Preliminary nated monoterpenes and sesquiterpene depend on the iso- studies, carried out on different plant materials, confirmed lation method as well as the distillation time applied on the these effects on EO yield and composition, and especially Juniper communis L. berries. Distillation time up to 150 on Eucalyptus globulus, which was changed by the different min increased the EO yield and methyl eugenol concentra- distillation durations (Lassak 1992). Hydro-distillation, in tion extracted from Damask rose (Rosa damascena Mill.) which water from a still flask is separated by filtration and (Baydar et al. 2008). The EO isolated from sage (Salvia used together with fresh water for immersing the plant officinalis L.) dried aerial parts obtained at different hydro- material in a subsequent distillation, was used for obtaining distillation times (30 min, 1, 2 and 3 h) ranged from a yield EO from aromatic plants (Stankovi et al. 2001, 2004, of 2.0-2.1% (v/w), showed no major difference with the 2005). Hydro-distillation is the most widely used and eco- different periods of distillation (Miguel et al. 2011). The nomical method to obtain dill EO (Baydar et al. 2008). effects of distillation time on EO yield and the concentra- Distillation time had a significant effect on the yield and tion of artemisinin in the plant residue from distillation composition of the EO extracted from coriander (Corian- (PRD) were investigated by Valtcho et al. (2011); they drum sativum var. microcarpum) fruits and could be mani- indicated that the duration of the distillation time had a pulated to alter the linalool content of the EO (Smallfield et significant effect on EO yield. The EO yield varied from al. 2001). Distillation time influences the quality of key 0.05 to 0.35% in the fresh A. annua samples, with the low- lime (Citrus aurantifolia) EO with 1.10% of carbonylic est oil yield from the shortest distillation time and the compounds obtained within 10 h. Aldehyde content in- highest yield from the longest distillation times (160 and creased significantly during distillation time, and after 10 h, 240 min). Artemisinin was apparently degraded during the the EO has contained more than 3% aldehydes due to oxi- distillation, showed a decrease (84%) in plant samples that dative reactions (Gamarra et al. 2006). Baydar et al. (2008) have been subjected to distillation for 1.25 min compared investigated the effect of hydro-distillation time (30, 60, 90, with un-distilled control. Artemisinin in plant samples con- 120, 150 and 180 min) on EO composition of damask rose tinued to decrease up to 20 minutes and was undetected in (Rosa damascena Mill.); distillation up to 150 min in- HPLC system in samples subjected to 40-240 min distil- creased the EO yield by 225% compared with the treatment lation time. Obtained results demonstrated that PRD consti- Received: 3 October, 2011. Accepted: 12 December, 2011. Original Research Paper Medicinal and Aromatic Plant Science and Biotechnology 6 (1), 46-49 ©2012 Global Science Books tutes a byproduct that is devoid or artemisinin. The highest GC/MS EO yields were obtainable at distillation time of 160-240 min. Cannon et al. (2011) determined the effect of dis- The EO was analyzed on a VG analytical 70- 250S sector field tillation time (1.25, 2.5, 5, 10, 20, 40, 80 and 160 min) on mass spectrometer, 70 eV, using a SPsil5, 25 m × 30 m, 0.25 m peppermint EO yield, and the concentration and yield of eu- coating thickness, fused silica capillary column, injector 222°C, calyptol, menthofuran, menthol, menthone, menthylacetate detector 240°C, linear temperature 80-270°C at 10°C/min. Diluted and t-caryophyllene. EO yield increased from 2.5 to 5 min. samples (1/100, v/v, in n-pentane) of 1 μl were injected, at 250°C, Numerically, the highest EO yield was achieved after 80 manually and in the splitless mode flame ionization detection min distillation time; however, this was not significantly (FID) using the HP Chemstation software on a HP 5980 GC with different from yields at 20, 40, or 160 min. Obtained results the same type column as used for GC/MS and same temperature suggested that there was no significant increase in EO yield program. after 20 min distillation time. The concentrations of men- thol, menthone, and menthylacetate were not significantly Qualitative and quantitative analyses affected by the length of the distillation time. The concen- tration of eucalyptol was the highest at the shortest distil- Identifications were made by library searches (Adams 2007) com- lation time, lower in 5, 10, or 20 min distillation time, and bining MS and retention data of authentic compounds by compari- the lowest at the longest distillation time (160 min), while son of their GC retention indices (RI) with those of the literature the concentrations of caryophyllene and menthofuran fol- (Adams 2007) or with those of standards available in our labo- lowed exactly the opposite trend. With the exception of ratories. The retention indices were determined in relation to a eucalyptol, the yield of the other constituents increased up homologous series of n-alkanes (C8–C22) under the same ope- to 20 or 40 min, and there was no significant increase after rating conditions. Further identification was made by comparison that time. Obtained results demonstrated that 20 to 40 min of their mass spectra on both columns with those stored in NIST distillation time would be sufficient to obtain the highest 98 and Wiley 5 Libraries or with mass spectra from literature EO yield with desirable EO composition. The EOs isolated (Adams 2007). Component relative concentrations were calculated from sage (Salvia officinalis L.) dried aerial parts obtained based on GC peak areas without using correction factors. at different hydro-distillation times (30 min, 1, 2 and 3 h) ranged from a yield of 2.0-2.1% (v/w), showed no major Statistical analysis difference with the different periods of distillation (Miguel et al. 2011). In this experiment, 1 factor was considered: distillation time (1, Anethum graveolens L. or dill, belonging to Apiaceae 2,3,4,5 and 6 h). For each treatment there were 4 replicates. The (Umbelliferae) family, is an annual aromatic herb known experimental design followed a complete random design. Ac- for culinary and medicinal use since ancient times. It is cul- cording to Snedecor and Cochran (1990), the averages of data tivated in the most parts of Europe,the United States of were statistically analyzed using 1-way analysis of variance America, India, Egypt and Japan (RaduLescu 2010). In (ANOVA-1). Significant values determined according to P values recent years the scientific literature reports pharmacological (P 0.05 = significant, P < 0.01 = more significant and P < 0.001 effects of dill such as antibacterial (Singh et al.

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