25个种和品种的柑桔果皮精油的化学成分

用双柱毛细管气相色谱保留时间法和GC-MS法分析了25个种和品种的柑桔果皮精油的化学成分,共鉴定出精油化学成分61个。所有精油的主要成分都是柠檬烯。依据精油中柠檬烯含量的不同,将被分析的25个植物种和品种分成三组:枸橼、柠檬类为一组,精油中柠檬烯含量为50％～70％;酸橙、甜橙和柚类为一组,精油中柠檬烯的含量大于92％;宽皮柑桔类为一组,精油中柠檬烯的含量为70％～90％(少数种达94.18％)。这一实验结果与近来有关栽培柑桔只有枸橼、柚和宽皮柑桔具有生物学种的价值的看法相类似。     

Genetic relationships between some Tunisian Citrus species based on their leaf volatile oil constituents

Volatile oil constituents of Tunisian sweet orange (Citrus sinensis Osbeck) cv. Meski (MES), Valencia Late (VAL), Thomson Navel (THN) and Maltaise Blanc (MAB); mandarin (Citrus reticulata Blanco); sour orange (Citrus aurantium L. cv. Amara (AM)) and pummelo (Citrus grandis Osbeck) were obtained by hydrodistillation and analysed by gas chromatography (GC) combined with a flame ionisation detector (FID) and mass spectrometry (MS). A total of 41 components accounting for more than 95% of the total essential oils were identified, and oxygenated monoterpenes (69.5–99.9%) were found as the most prominent fraction in all oil samples. The main constituents were linalool (3.1–73%), isoborneol (0–55.8%) and tepinen-4-ol (1.1–19.2%). A high degree of inter-and intraspecific chemical variability between species and cultivars was found to be genetically determined, and a set of distinctive traits (chemical markers) in the essential oils profile was established. Principal component analysis (PCA) and hierarchical cluster analysis (HCA) of all identified components grouped the oils into two main chemotypes (linalool/isoborneol and isoborneol/linalool).     

Identification and characterization of volatile components of the Japanese sour citrus fruit Citrus nagato-yuzukichi Tanaka

A total of 39 aroma compounds were detected in the essential oil of Citrus nagato-yuzukichi Tanaka (nagato-yuzukichi) by gas chromatography-mass spectrometry (GC-MS). The essential oil was characterized by a high percentage of monoterpene hydrocarbons (12 components, 90.52%). The composition pattern of essential oil in C. nagato-yuzukichi was fairly similar to that of Citrus sudachi Hort. ex Shirai (Sudachi). Principal component analysis (PCA) of data obtained with an electronic nose indicated a variation of each oil along PC1. The oils of Citrus junos Tanaka (Yuzu) and Citrus sphaerocarpa Tanaka (Kabosu) showed a clear upward displacement as compared with those of C. nagato-yuzukichi and C. sudachi. However, in PC2, the oils of C. nagato-yuzukichi and C. sudachi showed a displacement in a negative direction and a positive one respectively.     

无量山种子植物的区系平衡点

在较为完善的分类学处理后所得的包含207科,1026属,2540种植物的名录基础上,本文初步报道了地处滇中南的无量山的种子植物区系组成的初步结果,并在山体各海拔段进行了属的分布区类型每一类分布的详尽统计,得出了热带和温带两大基本成分在无量山达到平衡（各占50％）海拔点,称之为区系平衡点。该点从历史角度看可以反映无量山种子植物区系成分随自然历史变迁所发生的演变,从现实看表明了该地植物区系的过渡性质,同时,寓意着我国亚热带地区客观存在着一条区系平衡线,并且,该点还是热带成分的一个重要性限制点;另一方面可以作为植物引种和选择引种驯化锻炼基地的一个参考指标。     

三价铁螯合物还原酶在香橙和枳中的表达

用耐缺铁的香橙 (CitrusjunosSieb .exTanaka)和极不耐缺铁的枳 (Poncirustrifoliata (L .)Raf.) ,在铁胁迫条件下对根的三价铁螯合物还原酶活性变化和酶基因的表达情况进行了研究。离体根的酶活性测定表明 ,在铁胁迫 4周时 ,香橙根的酶活性增强约 2 0倍 ,枳仅增强约 3倍。用拟南芥的三价铁螯合物还原酶基因作探针进行组织印迹的Northern杂交检测香橙和枳三价铁螯合物还原酶的mRNA ,在铁胁迫 2周时 ,香橙吸收根、幼茎和新叶中均检测到强烈的表达信号 ,而枳相同器官的表达信号则极其微弱。实验结果表明 ,三价铁螯合物还原酶活性在缺铁胁迫下被诱导强烈增加是香橙耐缺铁的重要原因 ,该酶活性的调控发生在转录水平上 ,而且该酶基因在诱导条件下在根、茎和叶中均有表达。     

Studies on Taxonomy and Evolution of Citrus and Its Related Genera by Isozyme Analysis

The leaf or bark tissue extracts of 108 biotypes of Citrus and its five related genera were analyzed by polyacrylamide gel electrophoresis for isozymes of peroxidase, glutamate oxaloacetate transaminase, phosphoglucose isomerase, phosphoglucose mutase, superoxide dismutase, tetrazolium oxidase, NADP+- dependent malate dehydrogenase and esterase. The inter-or intra-generic differences of isozymograms were compared. Dissimilarities of the isozyme patterns among the samples were calculated by computer based on the UPGMA method to demonstrate the phylogenetic relationship of the biotypes. There are remarkable isozymogramatic differences among the six genera. Generally speaking, each genus possesses its own unique bands. Based on the cluster analysis, the total Citrus biotypes are classified into seven groups, i.e. Honghe papeda, Mauritius papeda, Pummelo, Ichang papeda, Citron, Lemon-lime and Mandarin-orange. Ichang papeda is suggested to be the third subgenus of the genus Citrus. The Fuming trifoliata orange is accepted as a new species of Poncirus-P. polyandra S. Q. Ding. It might be the evolutionary bridge between Poncirus and Citrus, and one of the “missing links” as suggested by W. T. Swingle. Microacrumen (small- fruited mandarin) is the primitive form of the mandarins. It seems better to consid er“ Horse-nose mandarin ”or “Xipigoushigan mandarin” as the typic mandarin originated in China. Euacrumen (large-fruited mandarin) might have arised through two ways. One is hybridization of Microacrumen and C. sinensis, and the other is just the variation of Microacrumen. Ancestors of some biotypes are inferred based on isozyme data. Fortunella obovata Tan. may be a hybrid of Fortunella and Citrus. C. unshiu Marc. arose from the nucellar mutation of“Huangyanbendiguangju mandarin”( C. nobilis Lour.) in Huangyan of Zhejiang Province. C. junos Sieb. came from hybridization of Ichang papeda and mandarin. C. grandis Osbeck and mandarin may have been involved in the origin of C. aurantium L.. C. limonia Osbeck may be a hybrid between C. medica L. and mandarin. The evolutionary trend of citrus fruit trees is proposed, anda tentative phylogenetic diagram is drawn.     

Chemical composition and fumigant toxicity of some essential oils against Ephestia kuehniella

The chemical constituents of some essential oils extracted from aromatic plants (savory, Satureja thymbra L.; Turkish oregano, Origanum onites L.; myrtle, Myrtus communis L.; marjoram, Origanum majorana L.; laurel, Laurus nobilis L.; lemon, Citrus limon L.; sticky goosefoot, Chenopodium botrys L.; and tansy, Tanecetum armenum [DC.] Suchultz Bip.) were analyzed by gas chromatography-mass spectrometry. Fumigant toxicity of volatile compounds was tested against Mediterranean flour moth, Ephestia kuehniella (Zeller) (Lepidoptera: Pyralidae), eggs and adults. Percentage of mortality and longevity of E. kuehniella adults were estimated after essential oil treatments. LC50 and LC99 values were determined for each exposure time for each essential oil. Marjoram and lemon oils were the most effective of all the essential oils tested. The major components were linalool, 1.8-cineole, citral, 2-(4a.8-dimethyl-1.2.3.4.4a.5.6.7-octahydro-naphthalen-2-yl)-prop-2-en-l-ol, and p-cymene for marjoram, laurel, lemon, goosefoot, and tansy, respectively. The LC50 and LC99 values were estimated as 3.27 and 5.13 microl liter(-1) air for marjoram and 4.05 and 5.57 microl liter(-1) air for lemon essential oils at the longest exposure time. Decreasing longevity effect of marjoram and lemon was more prominent compared with other essential oils. We suggest that essential oils obtained from certain aromatic plants have potential as fumigants for stored product pests.     

蒸馏法与溶剂萃取法提取金柚果皮精油成分的比较分析

采用蒸馏法和溶剂萃取法,提取梅州金柚（Citrus grandis Osbeck cv.）果皮精油,利用GC-MS联用技术测定其化学成分和质量分数,并对两种提取方法进行比较分析。蒸馏法和溶剂萃取法提取的柚皮精油经GC-MS分析,分别鉴定出15个和17个成分,分别占峰面积的99.01%和97.55%,两者共有成分有6个,主要成分均为柠檬烯,梅州金柚果皮可作为柠檬烯的重要资源。此外,溶剂萃取法提取的精油中,质量分数相对较高的9,12-四环辛二烯酸（0.62%）、蛇床子素（0.5%）和谷甾醇（0.5%）,在有关金柚精油成分的研究中尚未见报道。其中蛇床子素有抗骨质疏松、抗病毒等药理活性,谷甾醇有降低血清胆固醇的作用。     

A Study on Chemical Components of Essential Oils from Citrus bergamia and Its Close Relatives and Its Taxonomy

Citrus bergamia Risso. is a rare perfumery plant. Taxonomists have different views on the taxonomy of C. bergamia. Chemical components of leaf and peel essential oils from C. bergamia, and its close relatives, C. limon, C. aurantifolia and three varieties of C. aurantium, were analyzed by GC and GC-MS. The analytical result shows that the chemical compositions of the leaf essential oils from C. bergamia are basically the same as those from three varieties of C. aurantium. Their main components are linalool (29.19-39.75% )and linalyl acetate (24.73-30.24% )etc., and contents of other components are also similar. But their peel essential oils are different. The peel essential oils from C. bergamia contain less limonene (29.94%) than those from C. aurantium (92.55-94.31% ) and less beta-pinene (3.00%) and y-terpinene(3.48% )than those from C. limon or C. aurantifolia (respectiyely 9.16% and 10.42% ) . The peel essential oils from C. bergamia contain not only as much linalool (22.20%) and linalyl acetate (32.66%)as those in the leaf essential oils from C. aurantium, but also as much limonene(29.94% )as that in the peel essential oils from C. limon or C. aurantifolia . The contents of limonene are close to those of the essential oils from C. aurantifolia. This result shows that C. bergamia may be a natural hybrid between C.aurantium and C. aurantifolia, as proposed by Sinclair W. B.     

樟科植物中脂肪酸成分的分布

本文报道了樟科11个属49种种子油和‘种果肉油的脂肪酸成分。其中樟族和木姜子族的各属种(滇新樟除外)种子油脂肪酸成分以 C_(10)、C_(12)和 C_(14)饱和或烯酸为主。而厚壳桂属、润楠和楠属种子油脂肪酸成分主要为棕榈酸、油酸和亚油酸。山苍子、天目木姜子、大果山胡椒、山橙、红脉钓樟、鸭公树和锈叶新木姜子种子油中的 C_(10)、C_(12)和 C_(14)烯酸经分离鉴定均是顺式Δ~4烯酸。     

Studies on Leaf Oils of Citrus Species

Leaf oils from 6 domestic citrus species were analysed by gas chromatography and 32 compounds were identified as constituents of one or more oils. Most components present were common to all 6 citrus leaf oils, but the percent composition of some components, i.e. β-pinene, limonene, β-phellandrene, γ-terpinene, p-cymene, p-α-dimethylstyrene, citronellal, linalool and thymol methyl ether, differed considerably from species to species. For example, γ-terpinene is a main component (36.5%) of Shiikuwasha (Citrus depressa Hayata), but is a trace in leaf oils from Kawabata-mikan (C. aurea Tanaka) and Otaheite-orange (C. limonia Osbeck var. otaitensis Tanaka). Yuzu (C. Junos Sieb. ex Tanaka) is characterized by relatively high contents of β-phellandrene (11.2%) and p-α-dimethylstyrene (6.7%), which are minor constituents in the other 5 citrus leaf oils. Otaheite-orange is characterized by high contents of limonene (39.7%) and citronellal (10.0%).     

The influence of the composition of essential lemon oils on their antioxidant properties and the stability of the components

The antioxidant properties of various essential oils of lemon (Citrus limon L.) were studied by capillary gas liquid chromatography and compared with those of individual limonene and citral and their mixture in model systems. Some differences in resistance towards oxidation of the major components of lemon oils were ascertained and the synergetic effects in the antioxidant activity of the components and their stability were found.     

Toxic effects of six plant oils alone and in combination with controlled atmosphere on Liposcelis bostrychophila (Psocoptera: Liposcelididae).

Six plant essential oils alone as repellent and fumigant, and in combination with the controlled atmosphere against Liposcelis bostrychophila Badonnel were assessed in the laboratory. These essential oils were extracted from the leaves of six source plants: Citrus tangerina Tanaka, Citrus aurantium L., Citrus bergamia Risso et Poiteau, Pinus sylvestris L., Cupressus funebris End]., and Eucalyptus citriodora Hook. The repellency test indicated that L. bostrychophila adults were repelled by filter paper strips treated with six essential oils. Of these essential oils, the C. funebris oil was most effective followed by that of F. sylvestris, C. tangerina, C. bergamia, and E. citriodora. The average repellency of the C. aurantium oil against L. bostrychophila adults was significantly lower than other five test oils by day 14. These essential oils had a high level of toxicity in the fumigation assay against L. bostrychophila adults at both 10 and 20 ppm. When combined with two controlled atmosphere treatments (12% CO2 + 9% O2, and 10% CO2 + 5% O2, balanced N2), the toxicity of plant oils was enhanced significantly.     

In vitro activity of essential oils extracted from plants used as spices against fluconazole-resistant and fluconazole-susceptible Candida spp

In the present study, the antifungal activity of selected essential oils obtained from plants used as spices was evaluated against both fluconazole-resistant and fluconazole-susceptible Candida spp. The Candida species studied were Candida albicans, Candida dubliniensis, Candida tropicalis, Candida glabrata, and Candida krusei. For comparison purposes, they were arranged in groups as C. albicans, C. dubliniensis, and Candida non-albicans. The essential oils were obtained from Cinnamomum zeylanicum Breyn, Lippia graveolens HBK, Ocimum basilicum L., Origanum vulgare L., Rosmarinus officinalis L., Salvia officinalis L., Thymus vulgaris L., and Zingiber officinale. The susceptibility tests were based on the M27-A2 methodology. The chemical composition of the essential oils was obtained by gas chromatography-mass spectroscopy and by retention indices. The results showed that cinnamon, Mexican oregano, oregano, thyme, and ginger essential oils have different levels of antifungal activity. Oregano and ginger essential oils were found to be the most and the least efficient, respectively. The main finding was that the susceptibilities of fluconazole-resistant C. albicans, C. dubliniensis, and Candida non-albicans to Mexican oregano, oregano, thyme, and ginger essential oils were higher than those of the fluconazole-susceptible yeasts (P<0.05). In contrast, fluconazole-resistant C. albicans and Candida non-albicans were less susceptible to cinnamon essential oil than their fluconazole-susceptible counterparts (P<0.05). A relationship between the yeasts' susceptibilities and the chemical composition of the essential oils studied was apparent when these 2 parameters were compared. Finally, basil, rosemary, and sage essential oils did not show antifungal activity against Candida isolates at the tested concentrations.     

Characterization by GC-MS of Vietnamese citrus species and hybrids based on the isotope ratio of monoterpene hydrocarbons

The isotope ratio of monoterpene hydrocarbons was used to characterize the citrus essential oils from different species and hybrids. Citrus cold-pressed peel oils from Vietnam were analyzed for the composition and isotope ratio of monoterpene hydrocarbons by using gas chromatography-mass spectrometry. A profile of citrus essential oils on the basis of their isotope ratio values and levels of monoterpene hydrocarbons was developed for Vietnamese citrus. The molecular isotope ratios were lower than those calculated from natural abundance of 13C and 2H. In addition, the isotope ratio of the base peaks (m/z 94/93) was significantly different among the citrus essential oils from different species and hybrids. The results would be applicable for the characterization of citrus essential oils from different origins.     

Chemical composition and antimicrobial activity of Citrus essences on honeybee bacterial pathogen <Emphasis Type="Italic">Paenibacillus larvae</Emphasis>, the causal agent of American foulbrood

Antimicrobial properties and chemical composition of four citrus fruit essential oils to control Paenibacillus larvae, the causal agent of American foulbrood disease (AFB) were determined. This honeybee larvae disease occurs throughout the world and is found in many beekeeping areas of Argentina. Citrus fruit essential oils tested were those from grapefruit (Citrus paradisi), sweet orange (Citrus sinensis), mandarin (Citrus nobilis) and lemon (Citrus limon). The components of the essential oils were identified by SPME-GC/MS analysis. The antimicrobial activity of the oils against P. larvae were determined by the broth microdilution method. Two way ANOVA tests for minimum inhibitory concentrations (MICs) data and minimal bactericide concentrations (MBCs) data, indicated significant differences between the strains and the oils tested. The antimicrobial assays showed that the oil of C. paradisi inhibited the bacterial strains at the lowest concentrations tested, MICs and MBCs averages of 385.0 mg/l and 770.0 mg/l, respectively. This property could be attributed to the kind and percentage of the volatile components of the oil, like limonene (69.9%) and myrcene (9.6%). The use of essential oils or their specific volatile components individually against pests related to food provision may represent an alternative scope for the control of this serious disease because it does not leave toxic chemical residues in honey nor in its by products.     

缺铁胁迫下4种果树砧木中三价铁螯合物还原酶基因的表达

用活力染色法观测 4种果树砧木中FCR基因表达的结果表明 ,小金海棠 (M .xiaojinensis)和香橙 (C .junos)在缺铁胁迫下根吸收区FCR活性明显增强 ,增强幅度显著强于丽江山荆子 (M .rockii)和枳 (P .trifoliata)。用拟南芥的FCR基因 (FRO2 )做探针 ,进行组织印迹的RNANorthern杂交。结果表明 ,在缺铁胁迫下 ,在小金海棠和香橙中均有与FRO2类似基因的强烈表达 ,而在同样胁迫条件下的枳和丽江山荆子中表达却很微弱。这种分子水平上的反应与通常所熟知的生理反应是一致的 ,说明小金海棠和香橙忍耐缺铁环境的生理机制和分子基础类似 ,FCR在它们忍耐缺铁的生化反应中起着非常重要的作用 ,FCR基因在 4种果树砧木中的表达水平高低与它们忍耐缺铁的能力呈现正相关。并且 ,在小金海棠和香橙的根、茎、叶等营养器官的特定组织细胞中 ,均能检出高水平的FCR基因转录产物 ,表明耐缺铁能力强的小金海棠和香橙体内存在高效的铁运输和利用机制     

Screening of potential antimicrobial compounds against Xanthomonas campestris from 100 essential oils of aromatic plants used in India: an ecofriendly approach

Plants are constantly exposed to and threatened by a variety of pathogenic microorganisms present in their environments. Xanthomonas campestris is a major plant pathogen in the world. It is known to cause significant losses in many crop plants due to leaf spot and leaf blight. In the present study, bacteria isolated from infected Citrus limon fruit and identified by 16S rDNA sequencing was X. campestris. In vitro antimicrobial properties of 100 essential oils were evaluated against X. campestris. The chemical composition of the most active essential oils was investigated by gas chromatography–mass spectral (GC–MS) analysis. The potential of these essential oils as ecofriendly and economical biocontrol in agriculture is discussed.     

Enantioselective GC–MS analysis of volatile components from rosemary (Rosmarinus officinalis L.) essential oils and hydrosols

Essential oils and hydrosols were extracted from rosemary harvested in different seasons, and the chemical compositions of volatile components in the two fractions were analyzed by gas chromatography–mass spectrometry (GC–MS). Enantiomers of some volatile components were also analyzed by enantioselective GC–MS. Classification of aroma components based on chemical groups revealed that essential oils contained high levels of monoterpene hydrocarbons but hydrosols did not. Furthermore, the enantiomeric ratios within some volatile components were different from each other; for example, only the (S)-form was observed for limonene and the (R)-form was dominant for verbenone. These indicate the importance of determining the enantiomer composition of volatile components for investigating the physiological and psychological effects on humans. Overall, enantiomeric ratios were determined by volatile components, with no difference between essential oils and hydrosols or between seasons.     

Chemical composition and biological activities of essential oils extracted from Korean endemic citrus species

The aim of this study was to analyze the chemical composition of 14 kinds of citrus oils and to test their biological activities. Citrus essential oils were obtained by steam distillation from immature fruits collected from Jeju Island and were analyzed using gas chromatograph (GC)- flame ionization detectors (FID) and GC-MS. Limonene (55.4% to 91.7%), myrcene (2.1% to 32.1%), alpha-pinene (0.6% to 1.6%) and linalool (0.4% to 6.9%) were the major components in most citrus species. To evaluate in vitro antibacterial activity, all essential oils were tested against Propionibacterium acnes and Staphylococcus epidermidis. Nine out of fourteen citrus oils exhibited antibacterial activity against P. acnes, but not against S. epidermidis. The effects of the citrus oils on DPPH radical scavenging, superoxide radical anion scavenging, nitric oxide radical, and cytotoxicity were also assessed. Three essential citrus oils, Joadeung, Dongjunggyul, and Bujiwha, exhibited potent inhibitory effects on nitric oxide production. Two essential oils, Dongjunggyul and Joadeung, showed potent free radical scavenging activities in the DPPH assay. For future applications in cosmetic products, we also performed MTT assays in a human dermal fibroblast cell line. The majority of the essential oils showed no cytotoxicity. The results indicate that citrus essential oils can be useful natural agents for cosmetic application.