云南柠檬草油化学成份研究

采用气—质—计算机联用法对云南柠檬草油进行定性定量分析,分离出22种成份,占全精油含量的98.23%,鉴定了其中的15种成份,其中主要成份是:月桂烯(14.61％),顺-β-罗勒烯(0.61％),芳樟醇(1.98％),香茅醛(0.65％),柠檬烯氧化物(6.43％),反-柠檬醛b(35.24％),顺-柠檬醛a(36.69％)。     

Composition of the essential oil from the lemon balm growing in the neighborhood of Krasnoyarsk as indicated by gas chromatography–mass spectrometry data

Essential oil has been isolated from the above-ground part of the lemon balm growing in the neighborhood of Krasnoyarsk by the method of exhaustive water and steam distillation. Forty seven components, each with a content of more than 0.1% of whole oil, have been identified by GC-MS. The main oil components are citronellol (36.71%) and geraniol (27.20%). The oil also contains ten components with a content of more than 1% of the sum of all oil components: benzyl alcohol (1.67%), linalool (1.75%), citronellal (1.44%), neral (3.33%), geranial (4.39%), caryophyllene (3.73%), caryophyllene oxide (1.40%), dibutyl phthalate (1.36%), butylisobutyl ester of phthalic acid (2.45%), and phytol (2.55%). The composition of lemon balm oils from different regions of the world has been compared.     

Systematic Evolutional Relation of Chemical Components of the Essential Oils from 11 Taxa of Citrus Leaves

With fused silica capillary column for GC, according to Kovats retention index ITP of GC and GC-MS-DS double identification, chemical components of the essential oils from 11 taxa in Citrus leaves were studied. It has been found that the characteristic component of Papeda seedon is citronellal; that of ilurantiurn section is “myrcene and linalool” or “sabinene and liaalool”; that of Microacrumen subsection is linalool; that of Macroacrumen subsection is Z-, E-liaalooloxide and that the characteristic components of Citrophorum section are neral and geranial and those of Cephalocitrus section are neral, geranial and carvone. Our study indicates that there are different GC configurations for various taxonomic units. The differences narrow from sections to species and from species to cultivars. The differences are greatest among sections and remarkable among different species of the same section. Different culativars of the same species of the same section have similar Gig patterns. All these differences or similarities reflect their close or distant relationships, which are the important bases for setting up natural classification. The systematic evolution of the sections of genus Citrus may correlate well with the characteristic components, the biosynthesis pathways and the morphological characters.     

Studies on the Leaf Oils of Citrus Species

Leaf oil samples of four different citrus species were prepared from young leaves and the detailed composition of each leaf oil was investigated using gas chromatography, thin-layer chromatography and infrared spectrometry. The following components were identified: α-pinene, α-thujene, β-pinene, limonene, γ-terpinene, p-cymene, p-α-dimethylstyrene, β-humulene, β-selinene, trans-2-hexen-l-al, cis-3-hexen-l-ol, trans-2-hexen-l-ol, linalool terpinen-4-ol and α-terpineol. In addition, camphene, sabinene, β-myrcene, α-terpinene, β-elemene, caryophyllene, neral, geranial, nerol and geraniol were tentatively identified. Most of the components were found to be contained in common in the leaf oils of four different citrus species, but the relative contents of some of the components such as limonene, γ-terpinene, p-cymene, linalool, neral and geranial were distinctly different from species to species. Thus, gas chromatographic analyses of leaf oils seemed to be useful for the identification of citrus species.     

Essential oil variation in Calyptranthes spruceana

Two chemical races in Calyptranthes spruceana were examined. One of them contains limonene, geranial and perillaldehyde as the main constituents of its essential oil. The other is shown to contain α-pinene, β-pinene, neral and geranial as its major oil components.     

Changes in volatile constituents of Zingiber officinale rhizomes during storage and cultivation

The essential oil from the fresh rhizome of Zingiber officinale was characterized by the presence of acyclic oxygenated monoterpenes mainly composed of neral, geraniol, geranial and geranyl acetate. During storage the content of neral and geranial in the rhizome increased to ca 60% of the essential oil, while the content of geraniol and geranyl acetate decreased to an undetectable amount. The change resulted from the conversion of geranyl acetate into geraniol, geranial and neral, successively. The content of geranial and neral decreased to a small extent through cultivation of the stored rhizome, whereas a large quantity of geraniol and geranyl acetate occurred in the newly propagated fresh rhizome.     

Chemical composition of the essential oil from leaves of Lippia citriodora H.B.K. (Verbenaceae) at two developmental stages

The chemical composition of the essential oil extracted from fresh leaves of Lippia citriodora (Verbenaceae) was analyzed by GC-FID and GC–MS in May, when growth rates are maximal, and in September, in full bloom. In both samples the main constituents were geranial, neral and limonene constituting 66.3% of the total essential oil yield in May and increasing to 69% in September. Their individual percentage values, however, changed considerably for geranial and neral decreasing from 38.7 to 26.8% and from 24.5 to 21.8%, respectively, and for limonene increasing from 5.8 to 17.7%. All other components remained more or less unchanged both qualitatively and quantitatively. FT-IR spectrometry was also applied for the qualitative determination of the main components.     

Constituents of the essential oil of a new chemotype of Elsholtzia strobilifera Benth.

The composition of the essential oil from a new chemotype of Elsholtzia strobilifera Benth. collected from sub-alpine region of central Himalaya, India, has been investigated by Gas Chromatography and Gas Chromatography–Mass Spectrometry. The GC of the oil revealed the presence of more than 50 constituents, of which neral (18.3%) and geranial (29.9%) were found to be the major compounds and an absence of monoterpene hydrocarbons. Acylfuran derivatives, the specific chemical markers of the essential oils from the genus Elsholtzia were not detected.     

Behavioural and electrophysiological responses of Pantomorus cervinus (Boheman) (Coleoptera: Curculionidae) to host plant volatiles

Abstract  Fuller's rose weevil (FRW; Pantomorus cervinus ) (Coleoptera: Curculionidae), a polyphagous pest of citrus and other horticultural plants, was studied in laboratory assays designed to identify potential semiochemicals from host plants that might be exploited for weevil pest management. Using still-air bioassays, weevils were found to be most attracted to fresh whole lemon leaves compared with cut and/or dried lemon leaves. White clover, an understorey plant in kiwifruit orchards, was also found to be attractive to weevils in the dual-choice tests. Coupled gas chromatography-electrophysiological recording of weevil antennal responses to commercial extracts of lemon leaves indicated that weevils detected at least eight monoterpene components of the oil, i.e. linalool, terpinen-4-ol, nerol, neral, geraniol, geranial, neryl acetate and geranyl acetate. Significant antennal dose–responses were evident to lemon leaf oil, lemon constituent odours and two major green leaf volatiles detected from clover ( Z )-3-hexenol and ( Z )-3-hexenyl acetate. Still-air dual-choice tests on individual chemicals showed significant repellency from seven of the lemon leaf compounds at 500 µg/100 µL (all except geranyl acetate). Weevils were attracted to a synthetic blend consisting of the green leaf volatiles over a range of concentrations (1, 10 and 100 mg/100 µL), as well as to clover leaves. These plant kairomone components may be potentially useful as repellents or attractants for FRW control and management programme.     

香芸火绒草挥发性化学成分研究

香芸火绒草（Leontopodium haplophylloides)主要分布在中国西部。采其当年生茎,叶,花不同部位。分别经水蒸气蒸馏法蒸馏提取,得黄棕色芳香油,其得率为0．1％,经气相色谱／质谱联用技术测试分析。鉴定出愈创醇,甲酸香草酯,苯二酸双酯,十六烷酸,芳樟醇,香叶醛,姜黄烯等化合物。对香芸火绒草浸膏香气作了香型评定,其为清灵花香。     

Chemotaxonomic Investigations of Peel and Petitgrain Essential Oils from 17 Citron Cultivars

Chemical compositions of essential oils from 17 citron cultivars were studied using GC and GC/MS. To the best of our knowledge, chemical compositions of peel and petitgrain oils from seven of them were reported for the first time. Combined analysis of peel and petitgrain essential oils led to the identification of 37 components (amounting to 98.2–99.9% of the total oil) and 42 components (97.0–99.9%), respectively. Statistical analysis was applied to identify possible relationships between citron cultivars. The levels of seven components, i.e., limonene, β‐pinene, γ‐terpinene, neral, geranial, nerol, and geraniol, indicated that the cultivars could be classified in four main chemotypes for peel and petitgrain oils. Chemotaxonomic investigations were carried out to establish relations between the morphological characteristics of citron cultivars and their corresponding oil compositions.     

Biotransformation of constituents of essential oils by germinating wheat seed

Wheat seeds, when exposed to essential oils, are able to metabolise certain monoterpenes. The actual amounts of the compounds and their derivatives in the endosperm and embryo of wheat seeds, after exposure to the monoterpenes were determined. Neral and geranial, which are the constituents of citral, are reduced and oxidised to the corresponding alcohols and acids. Similarly citronellal, pulegone and carvacrol are converted partly to the corresponding reduction and oxidation products. The aromatic compound vanillin is partly reduced to vanillyl alcohol or oxidised to vanillic acid. In all cases it seems that part of the compounds applied are degraded, as indicated by the inability to account for all the compounds, which were supplied to the germinated seeds. In most cases the derivatives of the essential oil applied were less toxic than the parent compound. The possible role of non-specific enzymes by which the compounds are oxidised or reduced is discussed.     

Chemical ecology of oribatid mites III. Chemical composition of oil gland exudates from two oribatid mites, Trhypochthoniellus sp. and Trhypochthonius japonicus (Acari: Trhypochthoniidae)

The composition of oil gland exudates from two oribatid mites, Trhypochthoniellus sp. and Trhypochthonius japonicus, was studied with reference to the related species Trhypochthoniellus crassus. Trhypochthoniellus sp. contained a mixture of seven compounds; (Z,Z)-6,9-heptadecadiene, geranial, 3-hydroxybenzene-1,2-dicarbaldehyde (γ-acaridial), neryl formate, neral, (Z)-8-heptadecene and geranyl formate in decreasing order of abundance. The profile of the components from T. japonicus consisted of two types depending on the locality of sampling with unknown reason; one possessing a mixture of eight compounds [(Z,E)-farnesal, γ-acaridial, (Z,Z)-6,9-heptadecadiene, (E,E)-farnesal, (Z)-8-heptadecene and geranial in decreasing order] together with two unknown compounds, and the other composed of the same set of compounds together with 2-hydroxy-6-methylbenzaldehyde as the most abundant component. Relative abundance among common components was consistent between the two types of T. japonicus. Profiles of components differed among three species including T. crasus. The phylogenetic relationship between Oribatida and Astigmata was discussed based on secretory compounds commonly distributed between these two suborders. This revised version was published online in July 2006 with corrections to the Cover Date.     

Bioactivity of essential oil of Litsea cubeba from China and its main compounds against two stored product insects

During our screening program for agrochemicals from Chinese medicinal herbs and wild plants, the essential oil of Litsea cubeba fruits was found to possess strong contact toxicity against the cigarette beetle Lasioderma serricorne adults and the booklouse Liposcelis bostrychophila, with LD₅₀ values of 27.33 μg/adult and 71.56 μg/cm², respectively, and also showed strong fumigant toxicity against the two stored product insects with LC₅₀ values of 22.97 and 0.73 mg/L, respectively. The essential oil obtained by hydrodistillation was investigated by GC MS. The main components of the essential oil were identified to be E-citral (geranial) (27.49%), Z-citral (neral) (23.57%) and d-limonene (18.82%) followed by β-thujene (3.34%), β-pinene (2.85%), α-pinene (2.57%), 6-methyl-5-hepten-2-one (2.40%) and linalool (2.36%). Citral (Z/E-citral), d-limonene, β-pinene, α-pinene and linalool were separated and purified by silica gel column chromatography and preparative thin layer chromatography, and further identified by means of physicochemical and spectrometric analysis. Citral and linalool showed strong contact toxicity against L. serricorne and L. bostrychophila (LD₅₀ = 11.76, 12.74 μg/adult and 20.15, 99.97 μg/cm², respectively) and fumigant toxicity against L. serricorne and L. bostrychophila (16.54, 18.04 mg/L air and 0.14, 0.71 mg/L air, respectively). Otherwise, citral, d-limonene and linalool were strongly repellent against the cigarette beetle L. serricorne as the essential oil whereas β-pinene and α-pinene exhibited weaker repellency against the cigarette beetle compared with the positive control, DEET. Moreover, except α-pinene and linalool, the other three compounds as well as the essential oil exhibited comparable repellency against the booklouse relative to DEET.     

THE CHEMICAL CONSTITUENTS OF THE ESSENTIAL IIL FR0M THE LEAVES 0F CITRUS MADICA

In order to find the aroma cbaracteristics of Citrus madica L.,the chemical compositions of the cssential oil of C.madica have been examined. The cssentia] oil was prepared from fresh leaves by steam disti1lation. The plants was collccted at Ying-giang district of Yunnan province in August, 1983. Tho properties of the essential oil were determined as following:the yield of oil 0.22-0.3%, d21/21 0.8826, n23/D 1.4800, [α]21.5/D + 36.9'.This essential oil was analysed by GC-MS on the Finnigan 4510 instrument. As rcsult (see Table 1 and Fig. 1 ) 22 compounds were identified. The major components are limonene (56.63%), neral (8.1%), geranial (13.52%), P-cy- mene (3.92%), geranyl acetate (2.34%), 6 -methyl- 5 -hepten- 2 -one and myrcene (3.26%) etc. This essential oil having a characteristic lemon-citrus fruitful aroma shows to be suitable for compounding perfumes of food flavour and cosmetic.     

A Study on the Chemical Components of the Essentialoi from Peel of Citrus medica L. var. muhensis W. D. et Y.

The chemical components of the essential oil from peel of Citrus medica L. var. muliensis W. D. et Y. has been studied by means of the GC-MS-DS, the retention index of eapillarly gas chromatography and the Authentic sample addition process. Twenty-nine constituents has been identified from sixty-four seperated peaks. The main constituents is d-limonene (68.2%), geranial (9.5%), neral (5.37%), nerol (2.72%), β-ocimen (2.47%) and (+)-Carvone.     

Chemistry of the oil gland secretion of Collohmannia gigantea (Acari: Oribatida)

The chemistry of the lemon-scented oil gland secretion ofCollohmannia gigantea, a middle-derivative mixonomatanoribatid mite, was investigated by gas chromatography – massspectrometry.Gas chromatographic profiles of whole body extracts of C.gigantea revealed two distinct chromatographic zones, the firstcontaining a set of six volatile compounds, comprising the lemon-scentedmonoterpene aldehydes neral and geranial, the scented monoterpene ester nerylformate, a distinctly scented aromatic aldehyde(2-hydroxy-6-methyl-benzaldehyde= 2,6-HMBD), and the two non-scented hydrocarbons, tridecane and pentadecane.All six components appeared to be present in steady relative proportions inscenting mites only, indicating their unity within the scented secretion. Incontrast, the components of the second chromatographic zone were less volatileand found in both, scenting and non-scenting mites. Chemically, they representaset of fatty acids of already known cuticular origin.The secretion bouquet ofthe first chromatographic zone was linked with oil glands by histochemicalmeans: large amounts of aldehydes were present only in oil gland reservoirs,notin any other region of the mite body. While chemical profiles of oil glandsecretions of several dozen astigmatid mites are known, only one other oribatidoil gland composition, from a desmonomatan species, has been elucidated, beingalmost the same as that of C. gigantea. Moreover, allcomponents of these two secretions are widely distributed amongst astigmatidmite species and may also be common in a restricted set of middle-derivativeoribatids. These findings are consistent with the idea of astigmatid miteoriginfrom a mixonomatan-desmonomatan group.     

Chemodiversity of Volatile Oils in Thapsia garganica L. (Apiaceae)

The chemical composition of the volatile oils obtained from the roots, leaves, flowers, and stems of Thapsia garganica of Tunisian origin was investigated by GC‐FID and GC/MS analyses. Sesquiterpene hydrocarbons and oxygenated monoterpenes were predominant in the oils of all plant parts. Bicyclogermacrene (21.59–35.09%) was the main component in the former compound class, whereas geranial (3.31–14.84%) and linalool (0.81–10.9%) were the most prominent ones in the latter compound class. Principal‐component (PCA) and hierarchical‐cluster (HCA) analyses revealed some common constituents, but also significant variability amongst the oils of the different plant parts. This organ‐specific oil composition was discussed in relation to their biological and ecological functions. For the evaluation of the intraspecific chemical variability in T. garganica, the composition of the flower volatile oils from four wild populations was investigated. Bicyclogermacrene, linalool, and geranial were predominant in the oils of three populations, whereas epicubenol, β‐sesquiphellandrene, and cadina‐1,4‐diene were the most prominent components of the oil of one population. PCA and HCA allowed the separation of the flower oils into three distinct groups, however, no relationship was found between the volatile‐oil composition and the geographical distribution and pedoclimatic conditions of the studied populations.     

The essential oil of ginger from Fiji

The essential oil of ginger (Zingiber officinale) from Fiji was analysed by GC-MS and a number of sesquiterpenes not reported previously in ginger oil were identified including α-copaene, β-bourbonene, α-bergamotene, α-selinene, calamenene and cuparene. The composition of the oil was unusual in having a much higher neral and geranial content than oils reported from India, Australia, Japan and Africa.     

Influence of environmental and genetic factors on the stability of essential oil composition of Thymus pulegioides

Thymus pulegioides plants were collected from various natural habitats of Lithuania and transferred into a new uniform environment. The plants were cloned annually at controlled conditions and their essential oil composition was monitored by capillary GC and GC/MS. The geraniol/geranial/neral (G/G/N), thymol (T), linalool (L), carvacrol/γ-terpinene/p-cymene (C/γT/pC) and thymol/carvacrol/γ-terpinene/p-cymene (T/C/γT/pC) chemotypes of T. pulegioides were studied. It was found that according to the stability of essential oil composition on a sudden change of environmental conditions two types of T. pulegioides can be distinguished: (1) plants which preserve their chemical composition of the essential oils; (2) plants, which considerably change their chemical composition of the essential oils.