Search for bioactive compounds from Cantharellus cibarius

Ground fruit bodies of Cantharellus cibarius (chanterelle) were extracted with dichloromethane and subjected to CC followed by preparative HPLC, which led to the isolation of glycerol 1,2- and 1,3-dilinoleates and glycerol tridehydrocrepenynate. Extraction of C. cibarius fruit bodies with ethanol or methanol afforded fatty acid ethyl or methyl esters as a result of esterification/transesterification reactions. Insecticidal activity of the isolated glycerides and esters was much lower than that of the crude extracts and chromatographic fractions suggesting a synergistic effect of some of the compounds present in the mixture.     

Similarity searching using reduced graphs

Reduced graphs provide summary representations of chemical structures. In this work, the effectiveness of reduced graphs for similarity searching is investigated. Different types of reduced graphs are introduced that aim to summarize features of structures that have the potential to form interactions with receptors while retaining the topology between the features. Similarity searches have been carried out across a variety of different activity classes. The effectiveness of the reduced graphs at retrieving compounds with the same activity as known target compounds is compared with searching using Daylight fingerprints. The reduced graphs are shown to be effective for similarity searching and to retrieve more diverse active compounds than those found using Daylight fingerprints; they thus represent a complementary similarity searching tool.     

Optimization of CZE for analysis of phytochemical bioactive compounds

Advantages of CZE such as high efficiency, low cost, short analysis time, and easy implementation result in its wide applications for analysis of phytochemical bioactive compounds (e.g. flavonoids, alkaloids, terpenoids, phenolic acid, saponins, anthraquinones and coumarins). However, several aspects, including sample preparation, separation, and detection have significant effects on CZE analysis. Therefore, optimization of these procedures is necessary for development of the method. In this review, sample preparation such as extraction method and preconcentration, separation factors including buffer type, concentration and pH, additives, voltage and temperature, as well as detection, e.g. direct and indirect UV detection, LIF and MS were discussed for optimization of CZE analysis on phytochemical bioactive compounds. The optimized strategies were also reviewed.     

Further development in the high-precision volumetric method for the determination of uranium in nuclear-grade uranium compounds

The high-precision uranium determination by reduction with ferrous sulfate in phosphoric acid and titration with dichromate, which is applicable to nuclear-grade uranium compounds in which the uranium exists nearly exclusively as U(IV), has been modified. The modification enlarges the range of applicability of the original method to include the analysis of uranium compounds in which the uranium exists as U(VI) or as a mixture of U(IV) and U(VI), such as U₃O₈. The modified method has the same precision, relative freedom from interferences and applicability for routine use as the original method.     

Electrochemistry of organic,bioactive compounds and biopolymers

Monatshefte für Chemie - Chemical Monthly -     

Green analytical methodologies for the discovery of bioactive compounds from marine sources

The application of green analytical chemistry in search of bioactive compounds is of paramount importance, leading to the development of environmentally friendly methodologies for their isolation. This work provides an up-to-date overview of the analytical methodologies based on a green perspective for the discovery of bioactive compounds from marine sources, namely to their extraction and structural characterization. Both the characteristics of marine bioactive compounds and the sustainable evaluation of their bioactivity are also addressed.     

Thermoresponsive polymer brush on monolithic-silica-rod for the high-speed separation of bioactive compounds

Poly(N-isopropylacrylamide), one of the most utilized thermoresponsive polymers, brush-grafted monolithic-silica columns were prepared through surface-initiated atom transfer radical polymerization (ATRP) for effective thermoresponsive-chromatography matrices. ATRP initiator was grafted on monolithic silica-rod surfaces by flowing a toluene solution containing ATRP initiator into monolithic silica-rod columns. N-Isopropylacrylamide (IPAAm) monomer and CuCl/CuCl(2)/Me(6)TREN, an ATRP catalytic system, were dissolved in 2-propanol, and the reaction solution was pumped into the preprepared initiator-modified columns at 25 °C for 16 h. The constructed PIPAAm-brush structure on the monolithic silica-rod surface was confirmed by XPS, elemental analysis, SEM observation, and GPC measurement of grafted PIPAAm. The prepared monolithic silica-rod columns were also characterized by chromatographic analysis. PIPAAm-brush-modified monolithic silica-rod columns were able to separate hydrophobic steroids with a short analysis time (10 min), compared to PIPAAm-brush-modified silica-beads-packed columns, because of the horizontally limited diffusion path length of monolithic supporting materials. Additionally, diluted PIPAAm-brush monolithic silica-rod column gave a further shorting analysis time (5 min). These results indicated (1) surface-initiated ATRP constructed PIPAAm-brush structures on monolithic silica-rod surfaces and (2) PIPAAm-brush grafted monolithic silica-rod column prepared by ATRP was a promising tool for analyzing hydrophobic-bioactive compounds with a short analysis time.     

Configurations,regular graphs and chemical compounds

The mathematical structures of a configuration and a regular graph and certain chemical compounds are compared. Some recursive construction methods for these structures are described. A short survey on results about configurations concludes the paper.     

New bioactive compounds from aquatic endophyte Chaetomium globosum

Two new oxidation products-related aureonitol and cytochalasan were isolated from Chaetomium globosum fermented in Chinese yam (Dioscorea opposita) and determined as 10,11-dihydroxyl- aureonitol (1) and yamchaetoglobosin A (2). Compound 2 indicated significant inhibitory effect on nitric oxide production in LPS-activated macrophages, anti-acetylcholinesterase activity with the inhibition ratios of 92.5, 38.2% at 50 μM, and cytotoxicity to HL-60, A-549, SMMC-7721, MCF-7 and SW480 with the range of inhibition ratio at 51–96% for a concentration of 40 μM. Compounds 1, 2 showed weak anticoagulant activity with PT at 16.8 s. Few work was reported on the anti-acetylcholinesterase, and anticoagulant activities of aureonitol, and cytochalasan derivatives. The preliminary structure–activity relationship stated that the oxidation ring-opening in yamchaetoglobosin A can retain the inhibitory effect against NO production and tumor cell.     

Scaffold hopping using clique detection applied to reduced graphs

Similarity-based methods for virtual screening are widely used. However, conventional searching using 2D chemical fingerprints or 2D graphs may retrieve only compounds which are structurally very similar to the original target molecule. Of particular current interest then is scaffold hopping, that is, the ability to identify molecules that belong to different chemical series but which could form the same interactions with a receptor. Reduced graphs provide summary representations of chemical structures and, therefore, offer the potential to retrieve compounds that are similar in terms of their gross features rather than at the atom-bond level. Using only a fingerprint representation of such graphs, we have previously shown that actives retrieved were more diverse than those found using Daylight fingerprints. Maximum common substructures give an intuitively reasonable view of the similarity between two molecules. However, their calculation using graph-matching techniques is too time-consuming for use in practical similarity searching in larger data sets. In this work, we exploit the low cardinality of the reduced graph in graph-based similarity searching. We reinterpret the reduced graph as a fully connected graph using the bond-distance information of the original graph. We describe searches, using both the maximum common induced subgraph and maximum common edge subgraph formulations, on the fully connected reduced graphs and compare the results with those obtained using both conventional chemical and reduced graph fingerprints. We show that graph matching using fully connected reduced graphs is an effective retrieval method and that the actives retrieved are likely to be topologically different from those retrieved using conventional 2D methods.     

Use of titaniumetc. Species for the immobilization of bioactive compounds — Enzymes

Conclusions From the results reported in this review on immobilization of enzymes and biomolecules by metal-link/chelation processes several general conclusions can be drawn.The original metal-link process is a very simple immobilization procedure which led to very high active preparations, but with relatively low operational stabilities, mainly with macromolecular substrates (starch, casein).Difficult chemical types of carriers can be activated for enzyme immobilization, the organic supports being more easily activated than the inorganic ones. With these last type of support thetransition metal salt activation is formed by the hydrophilicity (free hydroxyl groups) of the support surface. Nevertheless, when free hydroxyl groups are not available on the support surface, the immobilization matrix can be activated byin situ precipitation of hydrous metal oxide on its surface.The use of hydrous metal oxidesper se as internal supports in the easiest route to immobilize biomolecules. However, its major drawback is that they do not possess physical structure to be used successfully in continuous reactions, thus it might be combined with an inert material.Author to whom all correspondence should be directed.     

Proton NMR studies of reduced porphyrin compounds

Detailed ¹H NMR studies of ms tetraphenylchlorins (H₂TPC), new amino- and hydroxypyrroline substituted ms tetraphenylchlorins and ms tetraphenylisobacteriochlorins (H₂TPisoB) are presented and discussed. The results obtained are consistent with the general aspects of the ring current models as applied to the parent porphyrins. According to proton chemical shifts a gradual reduction in the magnitude of the ring current is observed in the order ms tetraphenylporphyrin (H₂TPP) > H₂TPC> ms tetraphenylbacteriochlorin (H₂TPB) > H₂TPisoB. The ¹H NMR spectra show chemical non-equivalence of the pyrroline ring protons due to adjacent substituents, and effects of steric constraints on the aminoalkyl substituents due to the close vicinity to the meso phenyl rings. The non-equivalence of the methylene protons of the pyrroline ring produces geminal coupling between the two methylene protons and vicinal coupling with the adjacent pyrroline proton, more pronounced in H₂TPC? OH and in . Restricted configuration of the methylene groups in the ethyl groups of H₂TPC? C(H)(CH₃)N(CH₂CH₃)₂ produces observable geminal coupling between the methylene protons. ¹H NMR reveals the difference between two types of meso phenyls in the chlorins, and three types of meso phenyls in isobacteriochlorins, as reflected in the chemical shifts of the o-phenyl protons.     

Application of CE in hydrodynamically closed systems for analysis of bioactive compounds in food

CE is a family of electrokinetic separation techniques that separate compounds based upon differences in electrophoretic mobilities, phase partitioning, pI, molecular size, or a combination of one or several of these properties. CE has been used in several modes to analyze and characterize a wide variety of analytes from simple inorganic ions, small organic molecules, peptides, proteins, nucleic acids to virus, microbes and particles. Food consists of a complex mixture of a variety of components, many of which are biologically active. Components classified as "nutrients" are essential for growth, maintenance, and repair of the body. Other food constituents, typically occurring in small quantities, are classified as "biologically active substances" and they have beneficial or harmful effects on human health. There are two types of biologically active substances in food - naturally occurring and food additives. The bioactive compounds of food that will be mentioned in this review are inorganic and organic acids, amino acids, vitamins, phenolic compounds, biogenic amines, antinutrients, toxins, etc. This review is focused on the application of CE with hydrodynamically closed system (suppression of EOF) for the analysis of the above-mentioned compounds. CE can be an alternative method to HPLC or other methods for analysis of bioactive compounds in food. The main advantages of CE are low running cost (at least ten times than HPLC) and consideration to environment (hundreds of microliters of diluted water based electrolyte per analysis).     

SFE kinetics of bioactive compounds from Helianthus annuus L.

The kinetics of the supercritical fluid extraction of bioactive compounds from sunflower using CO₂ as solvent were studied in order to establish an efficient method for this extraction. The influence of time of extraction at different solvent flow rates was investigated. The extraction pressure and temperature were optimized in previous studies and these values used were 400 bar and 50°C. The extraction yields and the bioactivity levels of the extracts were also analysed. The results indicate that the most appropriate extraction time is between 120 and 180 min depending on the solvent flow and the pretreatment of the sample. The dried sample extracted at 40 g/min, the congealed sample extracted at the same flow and 180 min, and the dried sample extracted at 25 g/min for 120 min showed the best activity profiles. The extractions were carried out in a pilot plant with an extraction vessel with a capacity of 2 L.     

Toward the development of new photolabile protecting groups that can rapidly release bioactive compounds upon photolysis with visible light

The synthesis and characterization of a new photolabile protecting group (caging group) for carboxylic acids, the 2-(dimethylamino)-5-nitrophenyl (DANP) group, is described. This compound has a major absorption band in the visible wavelength region with a maximum near 400 nm (epsilon400 = 9077 M(-1) cm(-1) at pH 7.4 and 21 degrees C). The caging group is attached through an ester linkage to the carboxyl functionality of beta-alanine, which activates the inhibitory glycine receptor in the mammalian central nervous system. Such caged compounds play an important role in transient kinetic investigations of fast cellular processes. Upon photolysis of DANP-caged beta-alanine, the caging group is released within 5 micros. Quantum yields of 0.03 and 0.002 were obtained in the UV region (308 and 360 nm) and the visible region (450 nm), respectively. Laser-pulse photolysis experiments, using 337 or 360 nm light, were performed with the caged compound equilibrated with HEK 293 cells transiently transfected with cDNA encoding the alpha1 homomeric, wild-type glycine receptor. The experiments demonstrated that neither DANP-caged beta-alanine nor its byproducts inhibit or activate the glycine receptors on the cell surface. Under physiological conditions, the DANP-caged beta-alanine is water-soluble and stable and can be used for transient kinetic measurements.