## 1 Introduction  
_Chamanaccyparisisifera_ (CP), _Chamanaccyparisobutusa_ (CO), and _Thujaroientalis_ (TO) confers belonging to the _Cupressaceae_ family are distributed mainly in Korea, Japan, and North America [1; 2; 3]. Members of the _Cupressaceae_ family are all evergreen trees with similar needle-like leaves and a white stomatal line [4], and they are well known for their distinct aroma and for emitting phytoncides, which are antimicrobial volatile compounds [5]. The essential oil of the _Cupressaceae_ species is used in a wide variety of products such as timber, infused tea, crude drugs, aromatherapy, decodorants, antioxidants, and antibacterial agents because of their specific aroma active compounds.  
The secondary metabolites produced by the _Cupressaceae_ family are mainly terpenes, such as \(\alpha\)-pinene, \(\beta\)-pinene, and \(\gamma\)-terpinene [3; 6], and these terpenes exhibit various biological activities, including antioxidant, anti-inflammatory, and anti-cancer properties. In general, plants with high monoterpene content are used for antioxidant and antibacterial agents, whereas those with high oxygenated terpene content are more effective as deodorants [1]. Moreover, the biological activities of those terpen vary depending on their optical configuration, with their chirality influencing their threshold values [7; 8; 9]. The ratio of enantiomers can be used to evaluate the quality of foods and beverages with respect to their origin [10], manufacturing processes such as fermentation, drying, roasting, and alkali treatment, and aging during the shelf life [11]. For instance, (_R_)-(+)-limonene, which is a monoterpene hydrocarbon that is usually found in citrus peel oils [7; 9], affects the nervous system, inducing increased systolic blood pressure, and subjective alertness and restlessness [6], and has stronger antibacterial and antifungal properties than (_S_)-(\(-\))-limonene [6]. It is perceived as a fresh citrus and orange-like odor, with an odor threshold value of 200 ppb. Conversely, the (_S_)-(\(-\))-isomer is described as having a harsh and turpentine-like note, with an odor threshold value of 500 ppb [12; 13]. The enantiomeric distribution of volatile compounds has been developed with the recognition of enantio-differentiation as an important factor in those biological and organoleptic properties [14; 15; 16]. Accordingly, the investigation on the volatile profiles of the _Cupressaceae_ family and the enantiomeric distribution of volatile compounds is crucially important to predict the biological activities depending on the _Cupressaceae_ species.  
Solid-phase microextraction (SPME) and solvent extraction (SE) are the predominant methods used in many studies to extract the volatile compounds [16; 17; 18; 19]. SPME is particularly efficient for extracting highly volatile aroma compounds and can easily be used for sample preparation without requiring a solvent [20]. On the other hand, SE is dependent upon the solubility of the solvent and cannot avoid extracting non-volatile compounds such as fat, wax, and pigments, in addition to volatile compounds [21]. Steam distillation (SD) has been widely used for the analysis of essential oils [22; 23; 24], but some loss of water-soluble compounds does occur, and heat-labile compounds can be degraded during this process [22]. Accordingly, both the enantiomeric distribution and the profile of volatiles can be affected by the extraction method. However, there have been few investigations of how the enantiomeric distribution varies with the extraction method. Therefore, the aim of the present study was to determine the effects of three different extraction methods on volatiles and their enantiomeric distribution from the _Cupressaceae_ family.