Investigation of the essential oil from eight species of Baccharis belonging to sect. Caulopterae (Asteraceae, Astereae): a taxonomic approach

Essential oils of B. articulata, B. crispa, B. microcephala, Baccharis milleflora, B. myriocephala, B. stenocephala, B. trimera and B. usterii, all of sect. Caulopterae, have been analyzed by GC and GC/MS. Despite the morphological similarity among these species, differences in composition of their essential oil obtained by hydrodistillation and hexane extract could be observed. Special attention was given to Baccharis trimera and B. crispa since their differentiation during early stages is not possible due to the absence of synflorescences. Carquejyl acetate is suggested as a marker for Baccharis trimera, and a fast method of detection of this compound is given.     

The ethnobotany,leaf anatomy,essential oil variation and biological activity of Pteronia incana (Asteraceae)

The only available ethnobotanical information on Pteronia incana has been recorded by the Montagu Museum in the Western Cape Province of South Africa. It was reported that the plant is used to treat influenza, fever, kidney ailments and backache. In common with other species of Pteronia, the plant contains an essential oil reminiscent of pine turpentine oil with β-pinene, limonene, 1,8-cineole, myrcene, spathulenol, p-cymene and methyleugenol as main compounds present in all or most of the samples, with smaller amounts of α-pinene, sabinene, γ-terpinene, terpinen-4-ol, biclogermacrene, globulol and α-bisabolol in some of the distillates. We investigated the oil composition of 11 individual plants collected at three geographically distant localities but found limited variation, both within and between populations. Leaf sections of P. incana showed that it is anatomically similar to P. divaricata in the presence of a secretory duct associated with the main vascular bundle (and often other bundles as well), in addition to glandular and non-glandular trichomes on both leaf surfaces. One yeast (Cryptococcus neoformans), two Gram-negative bacteria (Moraxella catarrhalis and Klebsiella pneumoniae) and one Gram-positive bacterium (Mycobacterium smegmatis) were selected for antimicrobial activity studies using the minimum inhibitory concentration (MIC) microtitre plate method. The results showed that methanol:dichloromethane (MeOH:CH₂Cl₂) extracts were active against M. smegmatis (lowest MIC values of 0.5–0.8 mg/ml) and C. neoformans (lowest MIC values of 0.5–2.0 mg/ml). The essential oil was most active against C. neoformans (lowest MIC value of 0.3 mg/ml). These results provide a scientific rationale for the use of P. incana in Cape herbal medicine.     

Ethnobotany,leaf anatomy,essential oil composition and antibacterial activity of Pteronia onobromoides (Asteraceae)

Available ethnobotanical information on Pteronia onobromoides (first recorded in 1685) indicates that the plant was once of considerable cultural and commercial importance and that it was powdered, mixed with fat, and applied to the skin for cosmetic and/or medicinal purposes. Sâb, as well as Son or San, are considered to be the original Nama names for this aromatic bush and also the origin of various names for San people, such as Sonqua and Bushman. A study of the leaf anatomy showed that essential oil is produced in globose oil glands situated below some of the vascular bundles in the spongy parenchyma, adjacent to the palisade parenchyma. The oil is relatively complex but contains a combination of myrcene, limonene, 1,8-cineole and p-cymene as main compounds, with smaller amounts of sabinene, trans-linalooloxide, linalool, terpinen-4-ol, α-terpineol, eugenol, thymol and α-phellandrene. Dichloromethane extracts exhibited antibacterial activity (especially against Staphylococcus epidermidis) with MIC values as low as 0.83 mg/ml. Other solvent extracts and the essential oil itself were less active. The results show that the traditional method of mixing powdered leaves with fat and applying it to the skin may have had deodorant, disinfectant and medicinal benefits.     

Comparative determination of the essential oil composition in Bulgarian endemic plant Achillea thracica Velen. during the process of ex situ conservation

Ex situ conservation of Bulgarian endemic plant Achillea thracica Velen. was achieved by successful in vitro cultivation of mono-nodal segments on MS-B5 medium supplemented with 1.0 mg/L BA for 20 days and subsequent transferring of regenerated plants on hormone free basal MS-B5 medium for root development and accumulation of leaf biomass. In vitro multiplicated plants were successfully acclimated in a growth chamber with 100% survival. GC–MS analysis of the essential oils resulted in the identification of 30, 10 and 28 compounds in in situ grown, in vitro cultivated and ex vitro adapted plants, respectively, constituting 77.7%, 99.9% and 84.1% of the total oils. The wider variety of compounds was found in the essential oils of in situ and ex vitro adapted plants where santolina alcohol, β-eudesmol, 1,8-cineole, germacrene D, α-cadinol and artemisia alcohol were the principal components comprising 68.7% and 69.3 of the oil, respectively. In vitro cultivated plants consist of mainly 1,8-cineole, germacrene D and artemisia alcohol representing 87% of the oil. Different growth conditions affect the composition of essential oils, suggesting their possible involvement in the process of adaptation and surviving in changing environmental conditions.     

Nerolidol, an antiulcer constituent from the essential oil of Baccharis dracunculifolia DC (Asteraceae)

In this study, the antiulcerogenic effect of essential oil from Baccharis dracunculifolia was evaluated using the model of acute gastric lesions induced by ethanol. The ulcerative lesion index (ULI) was significantly reduced by oral administration of the essential oil of B. dracunculifolia at doses of 50, 250 and 500 mg/kg which reduced the lesions by 42.79, 45.70 and 61.61%, respectively. The analysis of the chemical composition of the essential oil from B. dracunculifolia by GC showed that this was composed mainly of mono- and sesquiterpenes and the majority compound was nerolidol. Therefore, antiulcerogenic activity of nerolidol (50, 250 and 500 mg/kg) was investigated using ethanol-, indomethacin- and stress-induced ulcer models in rat. In the stress-induced ulcer model, a significant reduction of the ULI in animals treated with nerolidol (50, 250 and 500 mg/kg) and cimetidine (100 mg/kg) was observed, compared to the control group (p < 0.05). The percentage of inhibition of ulcer was 41.22, 51.31, 56.57 and 53.50% in groups treated with 50, 250, 500 mg/kg of nerolidol and 100 mg/kg of cimetidine (positive control), respectively. Regarding ethanol- and indomethacin-induced ulcer models, it was observed that the treatment with nerolidol (250 and 500 mg/ kg) significantly reduced the ULI in comparison with the control group (p < 0.05). The dose of 50 mg/kg reduced the parameters analyzed but this was not statistically significant. In the ethanol-induced model percentage of inhibition of ulcer was 34.20, 52.63, 87.63 and 50.87% in groups treated with 50, 250, 500 mg/kg of nerolidol and 30 mg/kg of omeprazol (positive control), respectively. In indomethacin-ulcer the percentage of inhibition of ulcer was 34.69, 40.80, 51.02 and 46.93% in groups treated with 50, 250, 500 mg/kg of nerolidol and 100 mg/ kg of cimetidine (positive control), respectively. The results of this study show that nerolidol displays antiulcer activity, as it significantly inhibited the formation of ulcers induced in different animal models. However, further pharmacological and toxicological investigations, to delineate the mechanism(s) of action and the toxic effects, are required to allow the use of nerolidol for the treatment of gastric ulcer.     

Baccharis spicata (Asteraceae), a new potentially invasive species to Europe

Baccharis spicata, a species native to South America (southern Brazil, Paraguay, Uruguay, and northeastern and central Argentina) is reported for the first time from Europe. In September 2015, two naturalized populations were detected in the surroundings of Porto (Matosinhos and Vila do Conde) in Portugal. Based on literature data, the species’ taxonomy and nomenclature are analyzed and it is described and illustrated. Furthermore, its ecology, habitat, biology, and possible vector of introduction are discussed. Finally, its invasive potential for the European Union is assessed, based on climatic variables and two different risk assessment methods.     

Chemical composition, seasonal variation, and biosynthetic considerations of essential oils from Baccharis microdonta and B. elaeagnoides (Asteraceae)

The chemical composition and seasonal variation throughout one year of the essential oils from leaves of Baccharis microdonta and B. elaeagnoides, collected in Campos do Jordão, SP, were investigated. The composition of the latter species has been described for the first time. By GC (RI) and GC/MS analysis, 43 compounds were identified, and a predominance of oxygenated sesquiterpene derivatives was found in both species. The main components of the B. microdonta oils were elemol ( 31 ; 11.7–30.6%), spathulenol ( 34 ; 4.7–9.1%), β‐caryophyllene ( 19 ; 3.7–6.2%), and germacrene D ( 24 ; 2.9–12.2%), and those of the B. elaeagnoides oils were 34 (10.1–21.5%), viridiflorol ( 35 ; 3.6–18.4%), 24 (0.9–13.8%), and 19 (3.5–9.4%). The identified compounds were grouped according to their respective C‐skeletons, and the percentages of occurrence of the C‐skeletons in the essential oils of leaves collected in the four seasons allowed identifying the preferential accumulation of different types of C‐skeletons as well as the seasonal variation of the biosynthetic routes over the studied period.     

Chemical variability in volatile composition among five species of genus Solidago (Asteraceae)

Solidago is a genus of more than 120 species of flowering plants in the Asteraceae family and mainly distributed in Americas. To explore the differences of volatile components and analyze their correlations as well variability among the five species (Solidago caesia, Solidago tortifolia, Solidago glomerata, Solidago nemoralis and Solidago rugosa) of this genus, their volatile components were determined by gas chromatography-mass spectrometry (GC-MS) and then the principal component analysis (PCA) was carried out with PAST (PAST2.08). The results indicated that Solidago caesia almost characterized by the same chemotype with Solidago glomerata due to their common essential oil compositions b-cubebene, (1R)-(+)-α-pinene and (−)-a-cadinol while Solidago nemoralis has little variability with Solidago rugosa and with the presence of germacrene D, limonene and sabenene as the representative compounds. But there is chemical variability between Solidago tortifolia and other four species. Sabenene and πcalacorene are the major volatile compounds of Solidago tortifolia.     

Volatile systematics: A novel biochemical interpretation of essential oil compounds enhances their chemophenetic significance

The Essential Oils (EOs) present numerous chemophenetic applications, mostly at infrageneric rank. EOs utilization for this purpose has been questioned because of the external stimulations that control their chemodiversity and quantitative composition. Therefore, they are considered as a class of natural products with questionable systematic significance. Present study exploiting the recent advances on plant volatile biogenesis aims to reestablish and expand the EOs chemophenetic significance. The presented methodology translates EO composition in a biochemical profile, through the chemical structure classification of EOs compounds that links their presence with the activation of endogenous biochemical procedures. The Apiaceae supra-generic classification was utilized to test the proposed methodology. In specific, 44 Greek indigenous Apiaceae taxa, representing all 10 tribes of Apioideae subfamily were collected, distilled and analyzed. The herein applied approach was focused in tribal rank and revealed 10 biochemical entities established on the diversification of their fundamental metabolic routes and biosynthetic pathways activation. The generated biochemical profiles were proven compatible with phenotypic and phylogenetic approaches, but also separated all tribes of Apioideae. Therefore, the proposed methodology can be considered as a promising new systematic tool, which is able to exploit the vast availability of EOs composition data.     

Bioactive Secondary Metabolites from Schizogyne sericea (Asteraceae) Endemic to Canary Islands

Schizogyne sericea (Asteraceae) is a halophytic shrub endemic to the Canary Islands and traditionally employed as analgesic, astringent, anti‐inflammatory, and vulnerary. A comprehensive phytochemical investigation was conducted on the flowering aerial parts by analyzing both essential oil constituents and polar compounds. The essential oil was dominated by p‐cymene, with the noteworthy occurrence of β‐pinene and thymol esters. From the EtOH extract, eight compounds were isolated and structurally elucidated. Essential oil, polar fractions, and isolates ( 2 ), ( 4 ), and ( 5 ) were separately in vitro assayed for antiproliferative activity on human tumor cell lines (A375, MDA‐MB 231, and HCT116) by MTT assay, for antioxidant potential by DPPH, ABTS, and FRAP assays, and for antimicrobial activity by the agar disk diffusion method. Results revealed that essential oil and compounds 1 and 2 exert a strong inhibition on tumor cells, and in some cases, higher than that of cisplatin. Fractions containing thymol derivatives ( 1 and 2 ) and caffeoylquinic acid derivatives 4 and 5 displayed antioxidant activity comparable to that of Trolox, making S. sericea extract an interesting natural product with potential applications as preservative or in the treatment of diseases in which oxidative stress plays an important role.     

Chemical Profiles and Cytotoxic Activities of Essential Oils from Six Species of Baccharis Subgenus Coridifoliae (Asteraceae)

Several Baccharis species are popularly known in traditional medicine as “carquejas”, “vassouras”, “ervas-santas” and “mio-mios”, and are used as anti-inflammatories, digestives, and diuretics. This study aimed to investigate the chemical compositions and cytotoxic activities of essential oils (EOs) of six Baccharis species belonging to subgenus Coridifoliae, namely B. albilanosa, B. coridifolia, B. erigeroides, B. napaea, B. ochracea, and B. pluricapitulata. GC/MS analyses of the EOs showed that the oxygenated sesquiterpenes spathulenol (7.32–38.22 %) and caryophyllene oxide (10.83–16.75 %) were the major components for all the species. The EOs of almost all species were cytotoxic against cancer (BT-549, KB, SK-MEL and SK-OV-3) and normal kidney (VERO and LLC-PK1) cell lines, whereas B. erigeroides EO showed cytotoxicity only against LLC-PK1. This article augments the current knowledge about the chemical-biological properties of Baccharis subgenus Coridifoliae and discusses the therapeutic potentials of these economically unexploited plants.     

Insecticidal effects of Flourensia oolepis Blake (Asteraceae) essential oil

Flourensia oolepis Blake (Asteraceae) essential oil had a complex chemical composition with τ-muurolene (6.14%), santolinetriene (6.22%), 2-methylene-4,8,8-trimethyl-4-vinyl-bicyclo[5.2.0]nonane (10.15%), δ-cadinene (10.27%) and γ-gurjunene (20.69%) comprising more than 50% of the oil. This oil had repellent and toxic effects on Tribolium castaneum Herbst (Coleoptera: Tenebrionidae) adults, acting as a contact toxin. Myzus persicae (Sulzer) (Homoptera: Aphididae) and Leptinotarsa decemlineata Say (Coleoptera: Chrysomelidae) adults showed behavioral sensibility to this oil.     

Development of microsatellite markers for the endangered medicinal plant Launaea arborescens (Asteraceae)

• Premise of the study: Microsatellite loci were developed in Launaea arborescens, an endangered and medicinal Asteraceae species in North Africa, for further investigation of its conservation genetics. • Methods and Results: We isolated and characterized 10 polymorphic and nine monomorphic microsatellite loci from L. arborescens using the protocol of Fast Isolation by AFLP of Sequences COntaining repeats (FIASCO). For the 10 polymorphic loci, the number of alleles detected per locus varied from two to six, and the observed and expected heterozygosities ranged from 0.000 to 0.833 and 0.059 to 0.713, respectively. • Conclusions: The polymorphic markers provide a useful tool for conservation genetics studies of L. arborescens, including analysis of mating system, estimating gene flow, and identifying discrete genetic units within the species.     

Essential oil composition of five Artemisia (Compositae) species in regards to chemophenetics

In this work we analysed the essential oils (EO) obtained by hydrodistillation from the aerial parts of five Artemisia species (A. arborescens L., A. campestris L., A. lobelii All., A. annua L. and A. absinthium L.) originated from Serbia, Montenegro, and Libya, by gas chromatography coupled with mass spectrometry. In total, 126 compounds were detected, and 120 were identified. Even though a high number of compounds were detected, each individual sample had only 25 to 50, attesting to a great diversity of compounds between taxa. Depending on the species and the locality (geographical origin), EO was dominated by either monoterpenes or sesquiterpenes, with β-pinene, chamazulene, germacrene D, camphor, pinocarvone and thuja-2,4(10)-diene being the dominant compounds. The chemophenetic value of the EO compositions was discussed in relation to the results of the multivariate statistical test, including the detailed survey of the available literature data.     

Glandular hairs of Sigesbeckia jorullensis Kunth (Asteraceae): morphology,histochemistry and composition of essential oil

Long-stalked glandular hairs of outer and inner involucral bracts of Sigesbeckia jorullensis, which are important for epizoic fruit propagation, were investigated using light and scanning electron microscopy. The essential oil secreted by the hairs was analysed by chromatographic methods including gas chromatography/mass spectrometry and with a laser microprobe mass analyser. The glandular hairs consisted of a large multicellular stalk and a multicellular secreting head. The apical layer of glandular head cells was characterized by leucoplasts and calcium oxalate crystals. Below the apical cells there were up to six layers of cells containing many chloroplasts around the nucleus and surrounded by vacuoles filled with flavonoids and tannins. The essential oil originating in the head cells was secreted into the subcuticular space and may be liberated by rupture of the cuticle. It was mainly composed of sesqui- and diterpenes, with the sesquiterpene hydrocarbon germacrene-D as the main component. Monoterpenes, n-alkanes and their derivatives as well as flavonoid aglycones were also detected. The stickiness of the essential oil is probably associated with the high content of oxygenated sesqui- and diterpenes. In addition to long-stalked trichomes, small biseriate trichomes occurred, secreting small quantities of essential oil into a subcuticular space.     

A new diploid species of Hieracium sect. Pannosa (Asteraceae) from Bulgaria

Hieracium petrovae Vladimirov & Szeląg sp. nov. , a new diploid (2 n  = 18) species in H. sect. Pannosa Zahn, is described and illustrated from the Rhodope Mountains, South Bulgaria, and compared with related taxa. It grows in relict habitats in crevices of limestone rock together with many Balkan endemics. H. petrovae is morphologically similar to taxa from the H. pannosum , H. pilosissimum and H. heldreichii groups (collective species sensu Zahn) to some of which it is a presumed ancestral species.  © 2006 The Linnean Society of London, Botanical Journal of the Linnean Society , 2006, 150 , 261–265.     

A new species of Chiliotrichiopsis (Asteraceae: Astereae) from Peru

Chiliotrichiopsis peruviana Nesom, H. Rob. & Granda, a new species from Dept. Ayacucho in southwestern Peru, is described and illustrated. It is the only rayless species of the genus, now expanded to four species, and the only one that occurs outside of Argentina.Chiliotrichiopsis is one of six shrubby South American genera of Astereae (subtribe Hinterhuberinae) with paleate receptacles. Observations on morphology and a key to these genera provide perspective for the generic placement of the new species.     

Hieracium busambarense,a new species of the sect. Grovesiana (Asteraceae) from Sicily (Italy)

Hieracium busambarense (Asteraceae), a new species from calcareous-dolomite cliffs of Rocca Busambra (western Sicily, Italy) is described and illustrated here.     

Centaurea amanosensis (Asteraceae), a new species from Turkey

Centaurea amanosensis M. Bona, a new species of Asteraceae from Hatay province of Turkey is described and illustrated. It is morphologically similar to C. cheirolopha (Fenzl) Wagenitz, C. lycopifolia Boiss. & Kotschy ex Boiss. & Kotschy, and C. stevenii Bieb. (Section Pseudoseridia), but it differs mainly in life form, general habit, leaves and achene characters. The IUCN conservation status of Critically Endangered (CR) should be applied to C. amanosensis.