Oxygenated bisabolane fucosides from Carthamus lanatus L.

The aerial parts of Carthamus lanatus (Asteraceae) afforded four new oxygenated bisabolane fucosides, 10-hydroperoxy-bisabola-2,11-diene 7-O-β-D-fucopyranoside, 11-hydroperoxy-bisabola-2,9-diene 7-O-β-D-fucopyranoside, 10-hydroxy-bisabola-2,11-diene 7-O-β-D- fucopyranoside and 11-hydroxy-bisabola-2,9-diene 7-O-β-D-fucopyranoside together with the known compounds α-bisabolol β-D-fucopyranoside, asperuloside, sitosterol 3-O-β-D-glucoside and stigmasterol 3-O-β-D-glucoside. Asperuloside appears to be the second representative of the iridoid monoterpene group found in the plant family Asteraceae, which until recently was considered to lack iridoids. The main constituent α-bisabolol fucoside exhibited noticeable antibacterial and cytotoxic activities

GC-MS studies of the chemical composition of two inedible mushrooms of the genus Agaricus

<p>Abstract</p> <p>Background</p> <p>Mushrooms in the genus <it>Agaricus </it>have worldwide distribution and include the economically important species <it>A. bisporus</it>. Some <it>Agaricus </it>species are inedible, including <it>A. placomyces </it>and <it>A. pseudopratensis</it>, which are similar in appearance to certain edible species, yet are known to possess unpleasant odours and induce gastrointestinal problems if consumed. We have studied the chemical composition of these mushrooms using GC-MS.</p> <p>Results</p> <p>Our GC-MS studies on the volatile fractions and butanol extracts resulted in the identification of 44 and 34 compounds for <it>A. placomyces </it>and <it>A. pseudopratensis</it>, respectively, including fatty acids and their esters, amino acids, and sugar alcohols. The most abundant constituent in the volatiles and butanol were phenol and urea respectively. We also identified the presence of ergosterol and two Δ⁷-sterols. In addition, 5α,8α-Epidioxi-24(ξ)-methylcholesta-6,22-diene-3β-ol was isolated for the first time from both mushrooms. Our study is therefore the first report on the chemical composition of these two species.</p> <p>Conclusion</p> <p>The results obtained contribute to the knowledge of the chemical composition of mushrooms belonging to the <it>Agaricus </it>genus, and provide some explanation for the reported mild toxicity of <it>A. placomyces </it>and <it>A. pseudopratensis</it>, a phenonomenon that can be explained by a high phenol content, similar to that found in other <it>Xanthodermatei </it>species.</p

In vivo spectroscopy and NMR metabolite fingerprinting approaches to connect the dynamics of photosynthetic and metabolic phenotypes in resurrection plant Haberlea rhodopensis during desiccation and recovery.

International audienceThe resurrection plant Haberlea rhodopensis was used to study dynamics of drought response of photosynthetic machinery parallel with changes in primary metabolism. A relation between leaf water content and photosynthetic performance was established, enabling us to perform a non-destructive evaluation of the plant water status during stress. Spectroscopic analysis of photosynthesis indicated that, at variance with linear electron flow (LEF) involving photosystem (PS) I and II, cyclic electron flow around PSI remains active till almost full dry state at the expense of the LEF, due to the changed protein organization of photosynthetic apparatus. We suggest that, this activity could have a photoprotective role and prevent a complete drop in adenosine triphosphate (ATP), in the absence of LEF, to fuel specific energy-dependent processes necessary for the survival of the plant, during the late states of desiccation. The NMR fingerprint shows the significant metabolic changes in several pathways. Due to the declining of LEF accompanied by biosynthetic reactions during desiccation, a reduction of the ATP pool during drought was observed, which was fully and quickly recovered after plants rehydration. We found a decline of valine accompanied by lipid degradation during stress, likely to provide alternative carbon sources for sucrose accumulation at late stages of desiccation. This accumulation, as well as the increased levels of glycerophosphodiesters during drought stress could provide osmoprotection to the cells

Određivanje aglikona flavonoida iz vrsta roda Sideritis (Lamiaceae) iz Makedonije pomoću HPLC UV DAD

Flavonoids obtained from Sideritis species (Lamiaceae), S. raeseri and S. scardica, grown in Macedonia were studied. Qualitative and quantitative analyses of the flavonoid aglycones were performed using high-performance liquid chromatography (HPLC) with a UV diode array detector. Extracts were prepared by acid hydrolysis in acetone, reextraction in ethyl acetate and evaporation to dryness; the residue dissolved in methanol was subjected to HPLC analysis. Isoscutellarein, chryseriol and apigenin were identified in the extracts. Also, a 4’-methyl ether derivative of isoscutellarein was found, together with hypolaetin and its methyl ether derivative, which were identified according to previously isolated glycosides and literature data. Quantitation was performed using calibration with apigenin. According to this screening analysis, the samples of the genus Sideritis from Macedonia are rich in polyhydroxy flavones and analogous with the previously studied Mediterranean Sideritis species from the Ibero-North African and Greek Sideritis species with respect to the presence of 8-OH flavones and their derivatives.U radu su proučavani flavonoidi dobiveni iz Sideritis vrsta (Lamiaceae), S. raeseri i S. scardica, porijeklom iz Makedonije. Kvalitativna i kvantitativna analiza aglikona flavonoida provedena je pomoću tekućinske kromatografije visoke učinkovitosti (HPLC) s UV detektorom. Ekstrakti su pripravljeni kiselom hidrolizom u acetonu, te ponovnom ekstrakcijom etil-acetatom. Ostatak nakon uparavanja je otopljen u metanolu i analiziran pomoću HPLC. Usporedbom s ranije izoliranim glikozidima i s literaturnim podacima u ekstraktima su identifirani izoskutelarein, krizeriol, apigenin, 4\u27-metil eterski derivat izoskutelareina, hipolaetin te njegov metil eter. Kvantifikacija je provedena pomoću kalibracijske krivulje za apigenin. Rezultati ukazuju da su uzorci Sideritis roda iz Makedonije bogati polihidroksiflavonima kao i ranije proučavane mediteranske Sideritis vrste iz sjeverne Afrike i Grčke Sideri

Isofraxisecoside, a new coumarin-secoiridoid from the stem bark of <i>Fraxinus xanthoxyloides</i>

<p>A new coumarin-secoiridoid diglucoside, named Isofraxisecoside, was isolated from the stem bark of <i>Fraxinus xanthoxyloides</i> (G. Don) Wall. ex A. DC. along with nine known compounds. The structure of new compound has been determined on the basis of ¹H, ¹³C, 2D NMR and HRMS methods.</p

Iridoid Glucosides from Phlomis tuberosa L. and Phlomis herba-ventis L.

Abstract A new iridoid glucoside, 5-desoxysesamoside, was isolated from Phlomis tuberosa L. (Lamiaceae) together with three known iridoid glucosides sesamoside, shanziside methyl ester and lamalbid. Lamiide was found in P. herba-ventis ssp. pungens in high concentrations.</jats:p

Biotechnologically-Produced Myconoside and Calceolarioside E Induce Nrf2 Expression in Neutrophils

The pathological manifestation of various diseases can be suppressed by the activation of nuclear factor erythroid 2 p45-related factor 2 (Nrf2), a transcriptional regulator of the cellular redox balance. Haberlea rhodopensis Friv. is a resurrection plant species endemic for Bulgaria, containing biologically active phenylethanoid glycosides that might possess antioxidant or redox activity. This study aimed to analyze the metabolic profile of in vitro cultured H. rhodopensis and to identify molecules that increase Nrf2 expression in bone marrow neutrophils. Fractions B, D, and E containing myconoside, or myconoside and calceolarioside E in ratios 1:0.6 and 0.25:1 were found to be the most active ones. Fraction B (200 μg/mL) improved neutrophil survival and strongly increased the Nrf2 intracellular level, while D and E, as well as, myconoside and calceolarioside E at the same ratios had a superior effect. Calceolarioside E (32 μg/mL) had stronger activity than myconoside, the effect of which was very similar to that of 2-cyano-3,12-dioxo-oleana-1,9(11)-dien-28-oic acid methyl ester (CDDO-Me), used as a positive control. These data indicate that both molecules, used alone or in combination have stimulatory activity on the endogenous Nrf2 level, indicating their therapeutic potential to regulate the cellular redox homeostasis oxidative stress-associated pathologies