缬草与蜘蛛香挥发油的抗菌抗氧化活性研究

通过对缬草和蜘蛛香挥发油抗菌抗氧化活性的研究,为开发天然高效的抗菌抗氧化药物提供新的选择。采用纸片扩散法和试管稀释法对缬草和蜘蛛香挥发油进行抑菌圈大小及最小抑菌浓度的测定;用DPPH法对其抗氧化能力进行研究。结果表明:缬草和蜘蛛香挥发油均具有一定的抗菌作用,细菌试验中对金黄色葡萄球菌的作用最强,二者对其最小抑菌浓度分别为3.125 mg/mL和6.25 mg/mL;对真菌的抑制作用相对较弱,其中蜘蛛香挥发油作用强于缬草挥发油。两者挥发油不同浓度对DPPH自由基有较好的清除能力,实验浓度范围内,最高清除率分别达65.35%和71.75%,均强于阳性对照品BHT。     

Chemical constituents from Valeriana officinalis L. var. Iatifolia Miq. and their chemotaxonomic significance

Twenty-one compounds, including four monoterpenoids (1–4) (two new natural products, 1 and 2), four sesquiterpenes (5–8), two iridoids (9 and 10), four steroids (11–14), five phenolic compounds (15–19), and two alkaloids (20 and 21), were isolated from the roots of Valeriana officinalis L. var. Iatifolia Miq. Their chemical structures were established by spectroscopic methods and further confirmed by comparison with published data in the literature. Among them, eight compounds (1, 2, 6–8, 13, 18, and 21) are being reported from the family Valerianaceae for the first time, and compounds 9–12 were obtained from V. officinalis for the first time. The chemotaxonomic significance of the isolated compounds is discussed.     

Pacifigorgianes and tamariscene as constituents of Frullania tamarisci and Valeriana officinalis

The sesquiterpenoid constituents of the essential oils from the liverworts Frullania tamarisci, Frullania fragilifolia and of the angiosperm Valeriana officinalis were investigated. Tamariscene, a compound with a new sesquiterpene skeleton, valerena-4,7(11)-diene and five new pacifigorgiadienes, namely pacifigorgia-1,10-diene, pacifigorgia-1(6),10-diene, pacifigorgia-1(9),10-diene, pacifigorgia-2,10-diene, and pacifigorgia-2(10),11-diene were isolated and identified. Structure elucidation was carried out by NMR spectroscopy and chemical correlations to establish absolute configurations. Compounds present in both the essential oils of the Frullania species and Valeriana officinalis were enantiomeric to each other. A plausible biogenetic relationship between the pacifigorgiane, valerenane and tamariscane skeletons is postulated. Pacifigorgia-6,11-diene, not yet detected in nature, was generated by dehydration and rearrangement of natural (-)-tamariscol.     

Essential oil constituents and RAPD markers to establish species relationship in Cymbopogon Spreng. (Poaceae)

Nineteen Cymbopogon taxa belonging to 11 species, two varieties, one hybrid taxon and four unidentified species were analysed for their essential oil constituents and RAPD profiles to determine the extent of genetic similarity and thereby the phylogenetic relationships among them. Remarkable variation was observed in the essential oil yield ranging from 0.3% in Cymbopogon travancorensis Bor. to 1.2% in Cymbopogon martinii (Roxb.) Wats var. motia. Citral, a major essential oil constituent, was employed as the base marker for chemotypic clustering. Based on genetic analysis, elevation of Cymbopogon flexuosus var. microstachys (Hook. F.) Soenarko to species status and separate species status for C. travancorensis Bor., which has been merged under C. flexuosus (Steud.) Wats were suggested towards resolving some of the taxonomic complexes in Cymbopogon. The separate species status for the earlier proposed varieties of C. martinii (motia and sofia) is further substantiated by these analyses. The unidentified species of Cymbopogon have been observed as intermediate forms in the development of new taxa.     

Essential oil constituents derived from different organs of a relictual conifer Wollemia nobilis

The chemical composition of the essential oil of leaves (0.9%, w/v) and twigs (0.33%, w/v) of Wollemia nobilis (Araucariaceae) – a remnant species thought to have been extinct for 65 million years – was investigated by GC/MS. The main constituents of both leaf- and twig-derived oil samples were 16-kaurene (61.8% and 38.2%, respectively) and germacrene D (9.9% and 22%). The principal difference was a considerably more pronounced sesquiterpene presence in the twig-oil, amounting to 33.5%, than in its folial counterpart (23.4%). On the contrary, while remaining the dominant group in both oil samples under investigation, diterpenoids were relatively more abundant in leaf-derived oil constituting 65.3%, versus 41.7% detected in twigs. To our knowledge, this is the first report dealing with the essential oil composition of Wollemi pine twigs, as opposed to the leaf-derived volatiles.     

The chemical constituents from Valeriana jatamansi and their anti-influenza virus and anti-inflammatory effects

Twenty-seven compounds, including six new iridoids, valeransins A−F (1−6), were isolated from the n-BuOH soluble fraction of Valeriana jatamansi. Structurally, compounds 1 and 2 are rare 8, 11-epoxy iridoids, and their absolute configuration was determined based on their experimental and calculated electronic circular dichroism (ECD) spectra. In addition, compounds 5 and 24 exhibited significant anti-influenza virus activities, with IC₅₀ values of 7.23 and 19.83 μM, respectively. Additionally, compound 24 showed inhibition of NO production stimulated by lipopolysaccharide in RAW 264.7 cells, with an IC₅₀ value of 27.22 μM.     

Essential oil composition and preliminary molecular study of four Hungarian Thymus species

Chemical and genetic differences of twenty taxa belonging to four Thymus species were studied in order to determine whether molecular characters and essential oil components could be used as taxonomic markers and to examine the correlation between them. Plant samples, representing different taxa and geographic regions, were collected from experimentally grown populations. Essential oil samples were analysed by GC/MS and cluster analysis of volatile composition resulted in segregation of thymol chemotypes from sesquiterpenic ones. Thymol was characteristic for all the populations of Thymus glabrescens and T. pannonicus as well as for certain taxa belonging to T. praecox and T. pulegioides. Sesquiterpenes occurred in only two taxa of T. glabrescens, in each sample of T. praecox and in three taxa of T. pulegioides. Plant samples were analysed by random amplified polymorphic DNA (RAPD). The obtained dendrogram revealed high gene diversity. The 13 primers resulted 114 polymorphic RAPD bands, and the average percentage of polymorphism was 80.8%. The RAPD dendogram showed separation neither at interspecific nor at interpopulational levels. Therefore, further specific molecular studies involving more taxa are suggested. Partial correlation have been found between molecular and chemical assessments.     

Naegleria australiensis ssp. italica: experimental study in mice

A subspecies of Naegleria australiensis, N. australiensis italica, pathogenic for mice, was recently isolated and identified from an Italian thermal spa. We describe the histopathological changes of the central nervous system with experimental infection of albino mice. The histopathological patterns are intermediate to those seen with infection caused by N. fowleri and N. australiensis or Acanthamoeba spp. An acute inflammatory reaction was present within the choroid plexus, ependyma, midbrain, cerebellum, and basal ganglia. Occasional single amebic trophozoites were found within some microabscesses. Cysts were not identified. Involvement of the olfactory neuroepithelium and of the nasal mucosa was not detected.     

Volatile oil constituents of sagebrush

The volatile oil of Artemisia arbuscula arbuscula contained a new irregular monoterpene, 2,5-dimethyl-4-vinyl-1,5-hexadiene-3-ol (isolyratol), which was isolated and identified by spectral means. The optically pure furanoid (2S,5S)-trans-5-methyl-5-vinyltetrahydrofur-2-yl methyl ketone (arbusculone), was also characterized by transformation to known (2S,5S)-trans-linalyl oxide. The former component has never been isolated from natural sources prior to this study. The neutral pentane extract also contained several previously characterized non-head-to-tail monoterpenes including artemiseole, artemisia ketone, artemisyl acetate, methyl santolinate, and santolina triene, as well as the regular monoterpenes 1,8-cineole, camphor, p-cymene, camphene and the C₆ fragment, terelactone.     

昆仑雪菊挥发油化学成分及对新生隐球菌抗菌作用

【目的】探究昆仑雪菊挥发油对新生隐球菌抗菌活性及细胞膜的影响。【方法】采用水蒸气蒸馏法提取昆仑雪菊挥发油并用GC-MS分析挥发油中的化学成分,采用微量稀释法测定昆仑雪菊挥发油对新生隐球菌的最低抑菌浓度(MIC),研究昆仑雪菊挥发油对新生隐球菌生物量和芽管萌发的影响,以及昆仑雪菊挥发油对细胞膜中麦角固醇合成和细胞膜渗透性的作用。【结果】昆仑雪菊挥发油对隐球菌的最小抑菌浓度为0.781μL/m L,昆仑雪菊挥发油对新生隐球菌的生物量和芽管萌发都有一定的抑制作用,其抑制作用与浓度呈正相关的趋势。昆仑雪菊挥发油能减少新生隐球菌细胞膜中麦角固醇的合成,并使新生隐球菌细胞膜的渗透性发生改变。【结论】昆仑雪菊挥发油通过破坏新生隐球菌细胞膜而对其达到抑制作用。     

Allylsulfide constituents of garlic volatile oil as antimicrobial agents.

Six different mixtures of garlic distilled oils containing diallyl disulfide (DDS) and diallyl trisulfide (DTS), ranging from 1 to 51% and 88 to 38% respectively, have been assayed against a number of yeasts (C. albicans, C. tropicalis and B. capitatus), gram-positive bacteria (S. aureus and B. subtilis) and gram-negative bacteria (P. aeruginosa and E. coli). Results obtained support a specific antifungal more than an antibacterial activity and implicate DDS as the active constituent. Incubation of garlic extracts made up of 1% DDS and 88% DTS resulted, in fact, in the absence of growth inhibition against all the tested microorganisms, whereas garlic oils with higher quantities of DDS showed significant inhibitory activity, increasing with the increase of DDS amount.     

鱼腥草挥发油的化学成分

The volatile oils from Houttuynia cordata Thunb. were obtained with supereritical CO2, steam distillation and petroleum ether extraction and analyzed qualitatively and quantitatively by GC-MS. The results showed that the chemical constituents of the volatile oils by three different methods are very different. The extraction rates of volatile oil by above-mentioned three extraction methods are 1.764%, 0.040% and 0.082%, respectively. The volatile oil extracted by supercritical CO2 extraction, which the content of houttuyninum reached 14.393 %, is better than those with traditional methods.     

Essential oil and terpenoids of Mikania micrantha

Twenty-seven mainly terpenoid constituents were identified in the essential oil of Mikania micrantha whole plant. Higher terpenoids present in the same plant included two kaurene derivatives and taraxasterol.     

Solution conformational study of Scyliorhinin I analogues with conformational constraints by two-dimensional NMR and theoretical conformational analysis.

Two analogues of Scyliorhinin I (Scyl), a tachykinin with N-MeLeu in position 8 and a 1,5-disubstituted tetrazole ring between positions 7 and 8, introduced in order to generate local conformational constraints, were synthesized using the solid-phase method. Conformational studies in water and DMSO-d6 were performed on these peptides using a combination of the two-dimensional NMR technique and theoretical conformational analysis. The algorithm of conformational search consisted of the following three stages: (i) extensive global conformational analysis in order to find all low-energy conformations; (ii) calculation of the NOE effects and vicinal coupling constants for each of the low energy conformations; (iii) determining the statistical weights of these conformations by means of a nonlinear least-squares procedure, in order to obtain the best fit of the averaged simulated spectrum to the experimental one. In both solvents the three-dimensional structure of the analogues studied can be interpreted only in terms of an ensemble of multiple conformations. For [MeLeu8]Scyl, the C-terminal 6-10 fragment adopts more rigid structure than the N-terminal one. In the case of the analogue with the tetrazole ring in DMSO-d6 the three-dimensional structure is characterized by two dominant conformers with similar geometry of their backbones. They superimpose especially well (RMSD = 0.28 A) in the 6-9 fragments. All conformers calculated in both solvents superimpose in their C-terminal fragments much better than those of the first analogue. The results obtained indicate that the introduction of the tetrazole ring into the Scyl molecule rigidifies its structure significantly more than that of MeLeu.     

Essential oil composition of Hypericum triquetrifolium Turra. aerial parts

The essential oil obtained by hydrodistillation from the aerial parts of Tunisian endemic Hypericum triquetrifolium Turra (Clusiaceae) was analyzed using GC and GC-MS. One hundred and nine compounds consisting of 92.2% of total detected constituents were identified. Sesquiterpene hydrocarbons were the main constituents (59.37%), Alpha-humulene, cis-calamenene, delta-cadinene, bicyclogermacrene, eremophilene, betacaryophyllene and (E)-gamma-bisabolene were found as the main ones. Alpha-pinene (10.33%) was detected as the main monoterpene hydrocarbons (12.19%). The oxygenated sesquiterpenes constituted (9.33%); caryophyllene oxide (1.38%) was reported as the main constituent of this fraction. The oxygenated monoterpenes were weakly represented (4.62%) and consisted of constituents in low percentages (<1%).     

Essential oil composition of four Lomatium Raf. species and their chemotaxonomy

The composition of the essential oils of Lomatium dasycarpum ssp. dasycarpum, Lomatium lucidum, Lomatium macrocarpum var. macrocarpum and Lomatium utriculatum is described. Identification of components was determined from their GC, GC/MS data and many were confirmed by coinjections with authentic samples. Several components were isolated by liquid and gas chromatographic techniques and their structures confirmed from their ¹H and ¹³C NMR spectral data. 2-Methyl and 3-methylbutanoates were the major components of L. dasycarpum fruits as well as stems and leaves oils. β-Phellandrene/limonene, decanal, dodecanal, bornyl acetate, germacrene D, α-humulene and bicyclogermacrene were the major components of the corresponding L. lucidum oils. α-Pinene and β-pinene were the major components of the fruit oil of L. macrocarpum. Its stem and leaf oil was rich in peucenin 7-methyl ether, β-caryophyllene, (Z)-3-hexenol, palmitic acid, linoleic acid and (E)-2-hexenal. Sabinene, (Z)-ligustilide, terpinen-4-ol, β-phellandrene/limonene, β-caryophyllene, myrcene, α-pinene and β-pinene were the major compounds in L. utriculatum fruit oil, while its stem and leaf oil was rich in (Z)-ligustilide, palmitic acid, terpinen-4-ol, linoleic acid and germacrene D. (Z)-Falcarinol was a major component of all the four root oils.     

Essential oil of Daucus glaber Forssk

The composition of the essential oil of the fruits, leaves and stems of Daucus glaber Forssk has been studied by GC/MS. It was found that, the essential oil of the fruits consists of monoterpene hydrocarbons (limonene and sylvestrene are the majors) and phenylpropanoids (elemicin is the major). Sylvestrene has never been reported before in the essential oil of any Daucus species. The study of the essential oil of the leaves revealed the presence of monoterpene hydrocarbons; limonene and gamma-terpinene are the majors and a small amount of sylvestrene. The essential oil of stems consists of monoterpene hydrocarbons (gamma-terpinene is the major), terpene alcohols (mainly 4-terpineol) and phenylpropanoids (myristicin and elemicin are the majors). It is interesting that, the essential oil of the fruits is free from any oxygenated terpenes while that of the stems is free from limonene and sylvestrene which are present in the essential oil of the fruits and leaves in fairly large amounts The essential oil of the fruits, leaves and stems shows broad antimicrobial activities against both gram positive and gram negative bacteria. In addition, the volatile oil of the stem, particularly, show activities against Candida albicans (yeast). Also, the prepared oils have variable cytotoxic activities with LC50 21.52, 36.01 and 42.34 microg/ml, respectively.     

红厚壳挥发油化学成分

红厚壳（Calophyllum inophyllum Linn．）,又名海棠果、胡桐等,为藤黄科（Guttiferae）红厚壳属（Calophyllum Linn．）植物,主要分布于中国海南岛。其果实和种子富含油脂,可制香料;植株根系发达,耐盐碱、抗风性强,可以在贫瘠干旱的海滨、山地中生长,具有良好的开发应用前景。在中国民间,红厚壳被用作治疗眼病、外伤出血、风湿骨痛、跌打损伤等。红厚壳属于半红树植物,可生长于海岸潮间带,