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New aurone epoxide, 2,10-oxy-10-methoxysulfuretin ( 14 ), and new auronolignan ( 15 ), named cotinignan A, were isolated by silica gel column and semipreparative HPLC chromatography from the methylene chloride/methanol extract of Cotinus coggygria Scop. heartwood. In addition, thirteen known secondary metabolites namely sulfuretin, 2,3- trans -fustin, fisetin, butin, butein, taxifolin, eriodictyol, 3',5,5',7-tetrahydroxyflavanone, 3',4',7-trihydroxyflavone, 3- O -methyl-2,3- trans -fustin, 3- O -galloyl-2,3- trans -fustin, β -resorcylic acid and 3- O - β -sitosterol glucoside were isolated as well. Their structures were elucidated by 1D and 2D NMR, HR-ESI-MS, IR and UV. Ten out of eleven isolated flavonoids possess 7, 3' and 4' hydroxy groups. These structural features could be considered as chemotaxonomic characteristic of flavonoids from C. coggygria . Cotinignan A ( 15 ) represents new subclass of secondary metabolites - auronolignans.

This work aimed to evaluate the content of selected phenolic natural products in the wine samples made of three new Serbian Cabernet Franc clones (Nos. 02, 010 and 012, respectively) and mother vine (used as the relevant standard) during the period 2008-2012. Compared with all other wine samples, the Cabernet Franc wine of the clone No. 010 was found to have the highest total content of polyphenolics (1.85 ± 0.02 g/L) and anthocyanins (178.55 ± 3.75 mg/L). In addition, its Folin-Ciocalteu index (36.86 ± 0.12) stood out among the examined samples. Finally, the same wine was enriched with ellagic and gallic acids (3.44 ± 0.29 and 27.46 ± 0.21 mg/L, respectively), catechin (135.16 ± 6.47 mg/L) and epicatechin (51.33 ± 2.33 mg/L), the natural products known to exert significant lipid-lowering effects. Taken all together, the clone No. 010 developed in Serbia may offer new Cabernet Franc wine with geographical indication.

This work aimed to evaluate the total contents of polyphenolics (the Ribereau-Gayon-Maurié procedure), anthocyanins (using pH differential method) and tannins (the Nègre procedure) as well as the content of phenolic acids (using UPLC/MS chromatography), respectively of the wines obtained from three new Merlot clone candidates in the perennial clonal selection. The aforementioned chemical parameters were determined in the samples covering the period 2009-2012. In comparison both with the standard Merlot wine (mother vine) and the wines obtained from other two clone candidates, the Merlot wine of the clone candidate No. 022 was found to have the highest total content of all three examined components 1.89 ± 0.05 g/L (polyphenolics), 185.59 ± 5.00 mg/L (anthocyanins) and 1.11 ± 0.03 g/L (tannins), as well as six phenolic acids including gallic acid (25.49 ± 0.27 mg/L). These findings are in good agreement with the observed trend for the viticultural parameters indicating the clone candidate No. 022 as more promising than mother.

Two volatile samples of the bryozoan Hyalinella punctata (seasonally collected from the same locality) were isolated (hydrodistillation, Clevenger apparatus), identified (GC and GC-MS) and screened in vitro (EPR) for anti-hydroxyl radical activity. The main components of sample 1 (2-ethyl-1-hexanol 37.00%, dodecanol 21.40% and hexanal 8.40%) and sample 2 (2-ethyl-1-hexanol 30.50%, 7-tridecanol 24.60% and 1-hexadecanol 11.80%) were relatively similar. However, more components were present in the sample 2 (17 and 25, respectively). EPR measurements indicated significant anti-hydroxyl radical activity of the both samples (75.00 ± 6.00% and 87.00 ± 8.00%, respectively) whereas the generation of other types of free radicals in reaction with hydroxyl radicals was not observed. According to the best of our knowledge, this is the first report of 31 organic compounds from the phylum Bryozoa. Alcohols, aldehydes, ketones, esters and ethers of lower molecular mass appear to be characteristic for the volatiles of these organisms commonly known as moss animals.

As part of our ongoing project of new acetylcholinesterase inhibitors from lower marine and terrestrial species, a phytochemical investigation was conducted on a foliose lichen, Lobaria pulmonaria (L.) Hoffm. (Lobariaceae), from Bosnia and Herzegovina. The study led to the isolation of a mixture of acetylated depsidones which showed a moderate activity (0.5 µg) in the acetylcholinesterase inhibition test on Thin-layer chromatography plate. Our results indicate for the first time the significance of depsidones, highly specific metabolites from lichen species, in searching for these inhibitors which still represent the best drugs currently available for the management of Alzheimer's disease.

The chemical composition of Rhodobryum ontariense (Kindb.) Kindb. has not been previously investigated. Fatty acids of this moss were analysed qualitatively and quantitatively with an aim to identify its corresponding pattern. A total of eight fatty acids were identified including two acetylenic ones: 9,12,15-octadecatrien-6-ynoic acid (42.26%), α-linolenic acid (20.32%), palmitic acid (14.31%), 9,12-octadecadienoic-6-ynoic acid (13.31%), linoleic acid (5.25%), oleic acid (2.47%), stearic acid (1.14%) and γ-linolenic acid (0.92%). To our knowledge, this is the first record of acetylenic fatty acids in the genus Rhodobryum. In general, acetylenic fatty acids vary considerably among different moss groups and have been used as a chemotaxonomic character in bryophyte classifications. Other species of Rhodobryum from Asia have been traditionally used in ethno medicine by indigenous cultures. Two fatty acids of those reported here, 9,12,15-octadecatrien-6-ynoic and α-linolenic acid, have known cardio protective activity, which supports respective claims of traditional herbal use of these mosses.

Although the second biggest terrestrial group of plants, bryophytes remain poorly known chemically compared to the angiosperms. In this article, the sugars of the moss Rhodobryum ontariense, an unstudied representative of the medicinally known genus, are reported. The chemical analysis revealed the usual plant sugar sucrose, and a new sugar, fructooligosaccharide 1-kestose, which is reported first not only for the genus Rhodobryum, but also for mosses. The trisaccharides have been scantily reported in bryophytes hitherto. This gives more significance to this study for further investigation of its role in the moss species. The health-promoting effect of 1-kestose is also briefly discussed.

A new allose-containing triterpenoid saponin (1), along with a known saponin (2), were isolated from the aerial parts of Cephalaria ambrosioides. Their structures were determined by spectroscopic (2D-NMR and ESI-MS) methods. The preferred conformation of 1 was determined by the NOESY spectrum.