New insights into the chemical biodiversity of Minthostachys mollis in Argentina

Variations in the chemical composition of the essential oils of Minthostachys mollis Griseb. (Lamiaceae) collected in their natural habitat in Argentina were determined using GC-FID-MS analysis. Seventy five samples collected out of 40 wild plant populations in the Central and Northwestern Argentina during four years sampling, were analyzed. Principal Component Analysis was made on the chemical data showing that samples from Córdoba and San Luis belonged to the typical menthone – pulegone chemotype in accordance with previous reports; meanwhile samples from Tucumán, Salta and Catamarca showed the presence of different compositions, some previously unreported, mainly those detected in Tucumán province. In addition, cluster analysis was applied using Euclidean distance to measure the dissimilarity in the relative composition of samples from Tucumán, Salta and Catamarca, using Ward's method as the agglomeration technique. Five groups were retained with less than 10% of information loss: i) dihydrocarvone-carvone, ii) pulegone with absence of menthone, iii) carvacryl acetate-carvacrol, iv) limonene and v) linalool.It is worth mentioning that the compositions of the different chemotypes remained constant throughout the four years of collection and despite the highly diverse pattern of compositions revealed in this search, the typical chemotype was not found present northwards Córdoba and San Luis provinces. This is the first report of a deep study on natural populations of peperina throughout the whole distribution area in Argentina with consecutive sampling repetitions of the same populations during several years.     

Variability in essential oil composition of Turkish basils (Ocimum basilicum L.)

Sweet basil (Ocimum basilicum L.), one of the most popular aromatic plants, shows great variation in both morphology and essential oil components. In this study, the composition of 18 Turkish basil essential oils was investigated by GC and GC–MS. Variation of essential oils in the landraces was subjected to cluster analysis, and seven different chemotypes were identified. They were (1) linalool, (2) methyl cinnamate, (3) methyl cinnamate/linalool, (4) methyl eugenol, (5) citral, (6) methyl chavicol (estragol), and (7) methyl chavicol/citral. Methyl chavicol with high citral contents (methyl chavicol/citral) can be considered as a “new chemotype” in the Turkish basils. Because methyl eugenol and methyl chavicol have structural resemblance to carcinogenic phenylpropanoids, chemotypes having high linalool, methyl cinnamate or citral contents and a mixture of these is suitable to cultivate for use in industry.     

Diversity of mammals in the tropical–temperate Neotropics: hotspots on a regional scale

The tropical–temperate interface of the southern Neotropics harbours an interdigitating array of biomes (Puna, Monte, Chaco, Yungas). This topographic and climatically complex region needs urgent conservation efforts, as it is being transformed by human activities at an accelerating pace. We analyse georeferenced field records of mammal species in northwestern Argentina (provinces: Catamarca, Jujuy, Salta, Tucuman) in order to define biodiversity hotspots on the basis of 0.5°× 0.5° grid cells within northwestern Argentina according to total richness of mammal species, richness of megaspecies (species above 10 kg), and endemic species (species restricted to Argentina or neighbouring countries with shared biomes). The mammal fauna of northwestern Argentina is fairly well known (176 species). The biomes differ considerably in species richness (Puna low, Yungas high) and species composition. We found no significant difference between endemic and non-endemic species regarding cell occupancy or body size. Cell occupancy was not correlated to body size. Across grids, species richness, number of megaspecies as well as richness of endemics are all correlated to sampling effort. More than 50% of the species in the region are restricted to one or two biomes. Overall, the species turn-over between biomes in northwestern Argentina is high. Using a simple algorithm we identified 10 grid cells which covered 90% of the total number of recorded species, and contrast them with the protected areas. While the Puna and Yungas biomes are rather well protected, the arid and semiarid Monte and Chaco are in need of urgent attention in biodiversity conservation.     

国产野生薄荷挥发油化学组分变异及其化学型

采用气－质联用的方法,对国产野生薄荷（ＭｅｎｔｈａｈａｐｌｏｃａｌｙｘＢｒｉｑ．）居群的挥发油成分进行了分析,２２个样品可归纳为６个化学型：（１）薄荷酮－胡薄荷酮型（ｍｅｎｔｈｏｎｅ－ｐｕｌｅｇｏｎｅｔｙｐｅ）;（２）胡椒酮型（ｐｉｐｅｒｉｔｏｎｅｔｙｐｅ）;（３）氧化胡椒酮－氧化胡椒烯酮型（ｐｉｐｅｒｉｔｏｎｅｏｘｉｄｅ－ｐｉｐｅｒｉｔｅｎｏｎｅｏｘｉｄｅｔｙｐｅ）;（４）芳樟醇－氧化胡椒酮型（ｌｉｎａｌｏｏｌ－ｐｉｐｅｒｉｔｏｎｅｏｘｉｄｅｔｙｐｅ）;（５）香芹酮型（ｃａｒｖｏｎｅｔｙｐｅ）;（６）薄荷醇－乙酸薄荷酯型（ｍｅｎｔｈｏｌ－ｍｅｎｔｈｙｌａｃｅｔａｔｅｔｙｐｅ）。结合地理分布和薄荷属单萜类成分生物合成途径,对上述主要类型进行了讨论。     

Chemical composition and antigenotoxic properties of Lippia alba essential oils

The present work evaluated the chemical composition and the DNA protective effect of the essential oils (EOs) from Lippia alba against bleomycin-induced genotoxicity. EO constituents were determined by Gas Chromatography/Mass Spectrometric (GC-MS) analysis. The major compounds encountered being citral (33% geranial and 25% neral), geraniol (7%) and trans-β-caryophyllene (7%) for L. alba specimen COL512077, and carvone (38%), limonene (33%) and bicyclosesquiphellandrene (8%) for the other, COL512078. The genotoxicity and antigenotoxicity of EO and the compounds citral, carvone and limonene, were assayed using the SOS Chromotest in Escherichia coli. The EOs were not genotoxic in the SOS chromotest, but one of the major compound (limonene) showed genotoxicity at doses between 97 and 1549 mM. Both EOs protected bacterial cells against bleomycin-induced genotoxicity. Antigenotoxicity in the two L. alba chemotypes was related to the major compounds, citral and carvone, respectively. The results were discussed in relation to the chemopreventive potential of L. alba EOs and its major compounds.     

Composition and infraspecific variability of essential oil from Thymus herba barona Lois

The composition of the essential oils of individual plants of Thymus herba barona Lois. growing wild in Corsica was investigated by GC, GC/MS an carbon-13 NMR. Eight groups of essential oil were distinguished: (i) thymol, (ii) carvacrol, (iii) linalool, (iv) geraniol, (v) -terpenyl acetate, (vi) terpinen-4-ol, (vii) carvone and cis-dihydrocarvone. Three chemotypes -thymol, carvacrol and linalool – are common in the genus Thymus, two others – geraniol, -terpenyl acetate – are scarce, while the latest three ones – terpinen-4-ol, carvone and cis-dihydrocarvone are quite original. It is the first time that the cis-dihydrocarvone chemotype is described in the genus Thymus     

Northwestern Argentina: A Center of Genetic Diversity of Lemon Verbena (Aloysia citriodora Paláu,Verbenaceae)

The aerial parts of lemon verbena (Aloysia citriodora Paláu ) are worldwide used due to their medicinal and aromatic properties. The essential‐oil and acteoside contents have been proposed as the main quality markers for their pharmacological and organoleptic features. The northwestern region of Argentina has been repeatedly proposed as the place of origin for this species. For this reason, the essential‐oil yields and chemical compositions of leaves of 25 populations of lemon verbena from both wild collections and experimental crops from this region were studied. Plants from six different collections were subsequently grown on the same experimental parcel located at Cerrillos, Salta province, during more than seven years. In addition, the acteoside contents determined in all the samples collected in 2010 showed significant variations (from 0.5 to 4.0%). Large differences were observed in the essential‐oil composition and yields, which ranged from 0.4 to 2.1% (v/w). Nevertheless, most of the samples complied with the European Pharmacopoeia specifications. A remarkable chemical diversity with at least four clearly defined chemotypes was detected in this region. Therefore, it would be urgent to encourage actions to protect these genotypes of lemon verbena in the northwestern Argentina.     

Terpenoids inhibit Candida albicans growth by affecting membrane integrity and arrest of cell cycle

Anti-Candida potential of six terpenoids were evaluated in this study against various isolates of Candida albicans (n = 39) and non-C. albicans (n = 9) that are differentially susceptible to fluconazole. All the six terpenoids tested, showed excellent activity and were equally effective against isolates of Candida sps., tested in this study. Linalool and citral were the most effective ones, inhibiting all the isolates at ≤0.064% (v/v). Five among the six terpenoids tested were fungicidal. Time dependent kill curve assay showed that MFCs of linalool and eugenol were highly toxic to C. albicans, killing 99.9% inoculum within seven min of exposure, while that of citronellal, linalyl acetate and citral required 15 min, 1 h and 2 h, respectively. FIC index values (Linalool - 0.140, benzyl benzoate - 0.156, eugenol - 0.265, citral - 0.281 and 0.312 for linalyl acetate and citronellal) and isobologram obtained by checker board assay showed that all the six terpenoids tested exhibit excellent synergistic activity with fluconazole against a fluconazole resistant strain of C. albicans. Terpenoids tested arrested C. albicans cells at different phases of the cell cycle i.e. linalool and LA at G1, citral and citronellal at S phase and benzyl benzoate at G2-M phase and induced apoptosis. Linalool, citral, citronellal and benzyl benzoate caused more than 50% inhibition of germ tube induction at 0.008%, while eugenol and LA required 0.032 and 0.016% (v/v) concentrations, respectively. MICs of all the terpenoids for the C. albicans growth were non toxic to HeLa cells. Terpenoids tested exhibited excellent activity against C. albicans yeast and hyphal form growth at the concentrations that are non toxic to HeLa cells. Terpenoids tested in this study may find use in antifungal chemotherapy, not only as antifungal agents but also as synergistic agents along with conventional drugs like fluconazole.     

Mentha spicata (Lamiaceae) chemotypes growing wild in Greece

Mentha spicata is the commonest mint species growing wild in Greece, exhibiting great morphological and chemical variability. The oil content from different wild populations examined ranged from 0.3% to 2.2%; the most common value being ca.1%. Though commercially exploited M. spicata plants are always rich in carvone and dihydrocarvone, wild populations are very variable; four different chemotypes were distinguished within the species. These chemotypes are characterized by the high contribution of the following compounds: (1) linalool, (2) piperitone oxide or piperitenone oxide, (3) carvone-dihydrocarvone and (4) pulegone-menthone-isomenthone. This chemical variability suggests the possibility of further developing and exploiting the full potential of the species.     

Genetic studies in the recently divergent Eligmodontia puerulus and E. moreni (Rodentia,Cricetidae, Sigmodontinae) from Puna and Monte deserts of South America

Eligmodontia is a genus of phyllotine rodents adapted to arid environments with seven recognized species. The sister species E. puerulus and E. moreni are distributed in the adjacent highland Puna and lowland Monte deserts respectively, and show remarkable morphological and chromosomal differences. However, analyses of the cytochrome b gene showed important variability, without reciprocal monophyly between them. In order to study the evolutionary processes involved in the diversification of both taxa, we analyzed 1161 bp of the mitochondrial control region and flanking sequences (N = 60), as well as 759 bp of the first exon of the nuclear gene IRBP (N = 14). Individuals of both species from Jujuy, Catamarca and Mendoza Provinces of Argentina were previously karyotyped. Results showed that the mitochondrial sequences present high haplotype and nucleotide diversity within all population, and no haplotype was shared between both species. F_ST indicated that populations of both species were moderately structured. The network was constituted by two major haplogroups, one composed by E. puerulus samples from Jujuy, and the other composed of sequences of all studied populations. The Bayesian analysis showed three clusters, matching the network. Phylogenetic analysis recovered two clades with high support, in coincidence with the network groups. There was only one close join between sequences of both species, corresponding to samples from Catamarca. Thus, mitochondrial data suggested hybridization between both species in Catamarca, with asymmetric introgression. The IRBP showed low variability and, in the phylogenetic analysis, the sequences of E. puerulus form a monophyletic group with intermediate support, whereas those of E. moreni collapse into a basal polytomy. Our data indicated a recent divergence and absence of introgression in the nuclear genomes. The results at the population level with mitochondrial sequences, together with integrative taxonomy at the species level in a biogeographic context, suggest that climatic and geologic changes could have had an important role in the determination of genetic variability patterns observed in these rodents.     

Redescription of the teleost Trichomycterus barbouri (Eigenmann, 1911), occurrence in Argentina and comparison with related species (Ostariophysi: Siluriformes: Trichomycteridae)

Trichomycterus barbouri (Eigenmann, 1911) is redescribed based on adult and juvenile specimens, and is distinguished from all congeners by external and osteological characters. The species previously known only from the type locality Beni river in Bolivia, is recorded here the first time for Argentina, from localities in the provinces of Tucumán, Catamarca, Córdoba and Salta. T. barbouri is compared with some Argentinian congeners.     

Screening of antibacterial activities of twenty-one oxygenated monoterpenes

Plant essential oils are widely used as fragrances and flavours in the cosmetic, perfume, drug and food industries. Oxygenated monoterpenes are widespread components of the essential oils, usually occurring in high amount. In this paper, the antibacterial activities of twenty-one oxygenated monoterpenes (borneol, borneol acetate, camphor, carvone, 1,8-cineole, citronellal, beta-citronellol, dihydrocarvone, fenchol, fenchone, geraniol acetate, isomenthol, limonene oxide, linalool, linalool acetate, nerol, nerol acetate, terpinen-4-ol, alpha-terpineol, menthol and menthone) and penicillin (standard antibiotic) were determined using a disc diffusion method (in vitro) against 63 bacterial strains, belonging to 37 different genera and 54 species (plant, food and clinic origins). The results showed that the oxygenated monoterpenes exhibited a variable degree of antibacterial activities. These compounds also inhibited the growth of bacterial strains by producing a weak zone of inhibition from 7 to 11 mm in diameter, depending on the susceptibility of the tested bacteria. Among the tested compounds, nerol, linalool alpha-terpineol, fenchol and terpinen-4-ol showed antibacterial activity at a broad spectrum. However, their antibacterial activities were lower than those of penicillin. In contrast to these compounds, camphor and 1,8-cineole exhibited no inhibition effects on the growth of all tested bacteria.     

The occurrence of Cavia tschudi (Rodentia,Caviidae) in the Southwest of Salta Province,Argentina

The first record of Cavia tschudi Fitzinger, 1857 for the subandean area of Salta Province, Argentina, is herein presented.

This species presently inhabits the subandean area of the provinces of Tucumán and Jujuy. The materials are composed of two mandibles coming from an archaeological site, which had been occupied ca. 1480 AD, at 2300 m a.s.l.     

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.     

Phytochemical and Biological Profile of Essential Oils of Elionurus muticus (Spreng.) Growing in Northeastern Argentina

The purpose of this study was to investigate essential oils (EOs) from leaves of Elionurus muticus growing in Northeastern Argentina regarding their physicochemical profiles as well as their biological potential. Roots of a selected E. muticus population were investigated too. For this purpose, EOs of fresh materials were obtained by steam distillation and the chemical composition was characterized by gas chromatography GC/MS-FID. Antibacterial, antioxidant and eco-toxicity activities of the essential oils (EOs) were tested by in vitro assays. The EOs showed three E. muticus chemotypes: citral (neral+geranial), acorenone+bisabolone, acorenone+geranial. EO of roots of citral population contains mainly acorenone derivatives. EOs have high antibacterial effect against Staphylococcus aureus, being found minor antibacterial effect against Gram-negative bacteria. The half-maximal inhibitory concentration of EOs against DPPH⋅ were 7.1–30.0 mg/mL and the eco-toxicity was high with LD₅₀ <39 μg/mL. Based on the findings, given the high variability in their chemical composition and biological activity of E. muticus EO and the promising yields, it could be potentially chosen for industrial applications.     

Infraspecific variability in the volatile leaf oils of Chamelaucium uncinatum (Myrtaceae)

Variation in leaf essential oils and morphometric characters among 38 locations of Chamelaucium uncinatum were used to describe infraspecific diversity and geographic patterns of variation. Four chemical types were designated: citronellal, -pinene or limonene dominant, or one in which all three monoterpenes were co-dominant. The citronellal and limonene types were geographically restricted but the -pinene and co-dominant types were widespread. The citronellal type also demonstrated higher diversity (by Shannon–Weiner index) in the oil profile than the other types. Biochemical differentiation was not strongly paralleled by morphological differences between chemotypes; only the citronellal-type differed morphologically from the other three types with respect to floral bud and leaf characters. Based on biochemical and morphological differences, and geographic localization, it was concluded that the citronellal type may represent a recently evolved ecotype of C. uncinatum.     

Chemical variation in the leaf essential oil of Melaleuca quinquenervia (Cav.) S.T. Blake

An examination of the leaf oils of Melaleuca quinquenervia over its geographical range in Australia and Papua New Guinea has shown wide variation in chemical composition but only two major chemotypes. Chemotype 1 is comprised of E-nerolidol (74–95%) and linalool (14–30%) and is found from Sydney, north along the east coast of Australia to Selection Flat, New South Wales, with an isolated occurrence near Maryborough, Queensland. Two divisions occur in this chemotype which are based on the presence or absence of significant proportions of linalool (14–40%). Chemotype 2 contains 1,8-cineole (10–75%), viridiflorol (13–66%), α-terpineol (0.5–14%) and β-caryophyllene (0.5–28%) in varying proportions and order of dominance in the oils. It is found throughout the distribution of the species, from Sydney to Papua New Guinea and New Caledonia. Within chemotype 2 there appears to be a continuous spread of oil composition without formation of any further discrete divisions as in chemotype 1.Analyses have shown that M. quinquenervia trees that occur at latitudes south of 25°S have high oil yields (1–3% w/w%, fresh leaves) and comprise chemotypes 1 and 2. North of 25°S, however, chemotype 1 does not occur and oil yields amongst the Australian populations are uniformly low (0.1–0.2%).     

Identification of the Chemotypes of Ocimum forskolei and Ocimum basilicum by NMR Spectroscopy

The chemotypes of Ocimum forskolei Benth and Ocimum basilicum L. growing wild in Oman have been established by ¹³C‐NMR analyses of the vegetative and floral oils of the plants. The chemotypes, estragole for O. forskolei and linalool for O. basilicum, suggested by ¹³C‐NMR fingerprinting were also confirmed by GC‐FID and GC/MS analyses. The oil of O. forskolei demonstrated better activities against bacteria and dermatophytes. The significance of the presence of estragole and linalool in the volatile oils of plants whose fragrances are traditionally inhaled, added to food, or rubbed on the skin are discussed.     

The survival of three strains of Arcobacter butzleri in the presence of lemon, orange and bergamot essential oils and their components in vitro and on food

AIMS: To test the effect of oils and vapours of lemon, sweet orange and bergamot and their components against three Arcobacter butzleri strains. METHODS AND RESULTS: The disc diffusion method was used to screen the oils and vapours against three strains of A. butzleri. In vitro bergamot was the most inhibitory essential oil (EO) and both citral and linalool were effective. On cabbage leaf, the water isolate was the least susceptible to bergamot EO, citral and linalool (1-2 log reduction), with the chicken isolate being the most susceptible (6-8 log reduction). However, the latter appeared not to be susceptible to vapours over 24 h although type strain and water isolate populations reduced by 8 logs. On chicken skin, the effectiveness of the oils was reduced compared with that on cabbage leaf. CONCLUSIONS: Bergamot was the most effective of the oils tested and linalool the most effective component. All strains tested were less susceptible in food systems than in vitro. SIGNIFICANCE AND IMPACT OF THE STUDY: Arcobacter isolates vary in their response to EO suggesting that the results of type strain studies should be interpreted with caution. Bergamot EO has the potential for the inhibition of this 'emerging' pathogen.     

几种驱避化合物对白纹伊蚊寄主搜寻能力的影响

研究了白纹伊蚊Aedes albopictus在含不同浓度的驱避化合物的空间内停留不同时间后,对其寄主搜寻能力的影响。结果显示：在密闭空间中, 分别以0.013～0.500 μg/cm³浓度的柠檬醛、丁香酚、芳樟醇、香叶醇、茴香醛处理白纹伊蚊24～96 h后,试蚊均出现不同程度的定向寄主抑制,其中以茴香醛及香叶醇抑制效果最佳,但香茅醛各处理组试蚊均未受到影响。白纹伊蚊搜寻定向寄主能力受到抑制的个体,在实验室正常饲养后,可逐渐恢复;但茴香醛0.250 μg/cm³处理试虫96 h后,一直未能恢复正常的吸血行为。研究结果提示,茴香醛与香叶醇作为优良的空间驱避剂,在白纹伊蚊防控技术领域可发挥重要作用。