Analysis of Mycosporine-Like Amino Acids in Selected Algae and Cyanobacteria by Hydrophilic Interaction Liquid Chromatography and a Novel MAA from the Red Alga Catenella repens

Mycosporine-like amino acids (MAAs), a group of small secondary metabolites found in algae, cyanobacteria, lichens and fungi, have become ecologically and pharmacologically relevant because of their pronounced UV-absorbing and photo-protective potential. Their analytical characterization is generally achieved by reversed phase HPLC and the compounds are often quantified based on molar extinction coefficients. As an alternative approach, in our study a fully validated hydrophilic interaction liquid chromatography (HILIC) method is presented. It enables the precise quantification of several analytes with adequate retention times in a single run, and can be coupled directly to MS. Excellent linear correlation coefficients (R² > 0.9991) were obtained, with limit of detection (LOD) values ranging from 0.16 to 0.43 µg/mL. Furthermore, the assay was found to be accurate (recovery rates from 89.8% to 104.1%) and precise (intra-day precision: 5.6%, inter-day precision ≤6.6%). Several algae were assayed for their content of known MAAs like porphyra-334, shinorine, and palythine. Liquid chromatography-mass spectrometry (LC-MS) data indicated a novel compound in some of them, which could be isolated from the marine species Catenella repens and structurally elucidated by nuclear magnetic resonance spectroscopy (NMR) as (E)-3-hydroxy-2-((5-hydroxy-5-(hydroxymethyl)-2-methoxy-3-((2-sulfoethyl)amino)cyclohex-2-en-1-ylidene)amino) propanoic acid, a novel MAA called catenelline.     

Detection of DNA of the finch polyomavirus in diseases of various types of birds in the order Passeriformes

Between 2000 and 2004 a disease occurred in an aviary in Germany affecting various bird species belonging to the order Passeriformes including Collared Grosbeaks (Mycerobas affinis), Eurasian Bullfinches (Pyrrhula pyrrhula griseiventris), Brown Bullfinches (Pyrrhula nipalensis), Grey-headed bullfinches (Pyrrhula erythaca) and Yellow-bellied Tits (Periparus venustulus).The major clinical signs included increased mortality of fledglings and young birds, as well as feather disorders and feather loss in adult birds. In addition, adult Eurasian Bullfinches showed in one year a disease course, in which the major symptom was inflammation of the skin beginning on the basis of the beak and spreading over the head occurring a few days before death. Bacteriological and parasitological investigations did not reveal any consistent findings. Using a newly developed polymerase chain reaction protocol, DNA of the recently discovered finch polyomavirus (FPyV) was demonstrated in several affected birds. Because of the consistent detection of FPyV-DNA and the similarity of the symptoms with those observed during infection with the closely related avian polyomavirus in other bird species, an etiological role of FPyV in the observed disease is assumed.     

Resin canal traits relevant for constitutive resistance of Norway spruce against bark beetles: environmental and genetic variability

The influence of genetic determination and environment on the variability of secondary resin canal traits was investigated on 15–19-year-old Norway spruce (Picea abies (L.) Karst.) clones grown in Lower Austria (Pressbaum and Ulmerfeld) and southern Sweden (Knutstorp and Hermanstorp). Eleven and 20 clones were present on the two Austrian and the two Swedish sites, respectively. The sites differed in their water availability, as indicated by different annual precipitation and soil type. Resin canal traits measured were the number of epithelial cells per canal, the number of resin canals per unit tangential wood surface area, the mean resin canal area and the total resin canal area per unit tangential wood surface area. The latter three traits are known to be related to the constitutive resin flow of Norway spruce.

Environment had an influence on the variability of resin canal traits but the most important factor for the variability was the tree’s genetic disposition. Within countries, clones from the drier sites (Pressbaum and Hermanstorp) showed significantly smaller resin canals. Trees from Pressbaum also had smaller total resin canal areas than trees from Ulmerfeld. The number of epithelial cells and the number of canals did not differ between sites.

Resin canal traits had wide genetic variation and high broad sense heritabilities (H²), with values between 0.28 and 0.82. Highest heritability values were reached for the number of epithelial cells and the number of canals (H² > 0.8). Genotypic correlations across trials were high for the resin canal traits and approached 1 in both the Austrian and the Swedish trials, indicating that there was little genotype by environment interaction for these traits and thus the ranking of clones was very similar in the different environments.

The number of epithelial cells, the mean area and the total resin canal area showed either moderately significant positive genotypic correlations with tree growth traits or none at all.

In a breeding context, our results are encouraging and indicate that high constitutive defence potential against bark beetles, such as Ips typographus, is not aligned with low volume growth. But it should be taken into consideration that environment and forestry practices can also have an impact on the resin reservoir provided by the radial resin canals.     

Digital image analysis of radial shrinkage of fresh spruce (Picea abies L.) wood

Contact-free digital image analysis was performed of the radial shrinkage of fresh, fully saturated small spruce wood beams. An experimental test set-up was developed to ensure constant distance from the charge-coupled device camera to the sample surface as well as constant climate and light conditions during the whole experiment. Dimensional changes were observed immediately after the drying process began. An unexpected distinct effect could be observed which could not be explained by drying surface layers only. After a fast initial radial shrinkage a slowing down of the dimensional changes occurred at high mean moisture contents. A complete interruption of any dimensional changes followed. Finally, a recovery from shrinkage was even observed. It is assumed that strong negative pressure occurred in the fully saturated capillaries owing to dehydration which led to additional dimensional changes. As a consequence, the break of the water column and aeration in these capillaries finally resulted in a recovery period in the shrinkage rate due to the pressure release. After this effect, the dehydration was characterized by a phase of fast and almost linear shrinkage due to drying surface layers. Finally, the shrinkage slowed down to zero when reaching equilibrium moisture content.     

Role of histone H3 lysine 27 methylation in X inactivation

The Polycomb group (PcG) protein Eed is implicated in regulation of imprinted X-chromosome inactivation in extraembryonic cells but not of random X inactivation in embryonic cells. The Drosophila homolog of the Eed-Ezh2 PcG protein complex achieves gene silencing through methylation of histone H3 on lysine 27 (H3-K27), which suggests a role for H3-K27 methylation in imprinted X inactivation. Here we demonstrate that transient recruitment of the Eed-Ezh2 complex to the inactive X chromosome (Xi) occurs during initiation of X inactivation in both extraembryonic and embryonic cells and is accompanied by H3-K27 methylation. Recruitment of the complex and methylation on the Xi depend on Xist RNA but are independent of its silencing function. Together, our results suggest a role for Eed-Ezh2-mediated H3-K27 methylation during initiation of both imprinted and random X inactivation and demonstrate that H3-K27 methylation is not sufficient for silencing of the Xi.     

Impact of arbuscular mycorrhiza on the St. John’s wort (Hypericum perforatum) wilt disease induced by Colletotrichum cf. gloeosporioides

Journal of Plant Diseases and Protection - The importance of herbal plants is evident in the prevalent use as flavoring ingredients in food. However, meeting the growing demand for organic grown...     

Constituents in evening primrose oil with radical scavenging,cyclooxygenase, and neutrophil elastase inhibitory activities

Cold-pressed, non-raffinated evening primrose oil was found to contain lipophilic radical scavengers. A highly enriched fraction of these compounds could be obtained from the oil by extraction with aqueous ethanol and subsequent liquid-liquid partitioning with petroleum. LC-DAD-MS analysis revealed that the fraction contained three aromatic compounds with identical UV and ESI-MS spectra. The compounds were isolated by RP-HPLC and their structures established by chemical and spectroscopic means as 3-O-trans-caffeoyl derivatives of betulinic, morolic, and oleanolic acid. The morolic acid derivative was a new compound. The three esters exhibited pronounced radical scavenging activity against the stable 2,2-diphenyl-1-picrylhydrazyl radical and were potent inhibitors of neutrophil elastase and cyclooxygenase-1 and -2 in vitro. Commercial samples of evening primrose oils contained only traces of these lipophilic antioxidants.