Epoxyquinol A, a highly functionalized pentaketide dimer with antiangiogenic activity isolated from fungal metabolites

A unique pentaketide dimer structure of a novel fungal metabolite with antiangiogenic activity, designated as epoxyquinol A (1), was determined on the basis of NMR spectral data as well as the X-ray crystallographic analysis. 1 inhibits the endothelial migration induced by vascular endothelial growth factor (ED100 = 3 mug/mL).     

Facile syntheses of substituted 2,3-dihydrofurans and benzofurans by palladium-catalyzed reactions of propargylic carbonates with nucleophiles

Substituted 2,3-dihydrofurans and benzofurans are synthesized by the palladium-catalyzed reaction of 5-methoxycarbonyloxy-3-pentyn-1-ols and 1-(2-hydroxyphenyl)-3-methoxycarbonyloxy-1-propyne with nucleophiles, respectively. Various substituted propargylic carbonates and nucleophiles are efficiently transformed to their corresponding products. Additionally, a reaction using substrates containing a nucleophilic phenoxy group within the same molecule also produces the corresponding dihydrofuran.     

Carbapenem and penem antibiotics. V. Synthesis and antibacterial activity of 2-functionalized-methyl 1-methylcarbapenems related to asparenomycins

The synthesis of 1 alpha- and/or 1 beta-methylcarbapenems, 2-unsubstituted and 2-(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl derivatives having a 1-(hydroxy)methylethylidene or cyclic carbonate side chain at the C-6 position, is described. The in vitro antibacterial activities of these compounds and their corresponding 1-unsubstituted carbapenems are compared.     

A brief study of the supercritical fluid chromatographic behavior of lanthanide β-diketonates

The chromatographic behaviors of lanthanide chelates of acetylacetone (ACAC), trifluoroacetylacetone (TFA), thenoyltrifluoroacetone (TTA), dipivaloylmethane (THD), 6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedione (FOD), and the thenoyltrifluoroacetonepyridine (TTA·Py) adduct were investigated using packed column supercritical fluid chromatography. Mobile phases consisting of neat and alcohol modified CO₂ were used with a phenyl packed stationary phase. Lanthanide complexes of ACAC, THD, and FOD were shown to have better chromatographic performance compared to the corresponding chelates with TFA, TTA, and TTA·Py. In particular, TTA complexes such as Eu(TTA)₃ showed characteristic thermal decomposition in the mobile phase at elevated temperature. In addition, retention behavior was found to be a temperature dependent function of volatility and solubility for all chelates studied.     

all-Z-Tetrabenzo

Crystal structures of the silver complexes derived from tetrabenzo[16]annulene with AgOTf and AgClO(4) are different, although these two complexes show similar (1)H NMR spectra reflecting a similar clathrate structure in solution. The silver complex of pentabenzo[20]annulene with AgClO(4) adopts a clathrate structure both in the solid state and in solution.     

Stereoselective synthesis of (Z)-2-fluoro-1-alkenyl(phenyl)iodonium tetrafluoroborates

[reaction: see text] (Z)-2-Fluoro-1-alkenyl(phenyl)iodonium salts were stereoselectively prepared by the reaction of alkynyl(phenyl)iodonium salts with aqueous HF in good yields. The method is applicable to the synthesis of fluoroalkenyliodonium salts having functional groups such as ketone, ester, and chloride. (Z)-2-Fluoro-1-alkene, (Z)-2-fluoro-2-alkenoate, and (Z)-beta-fluoroenyne could be stereoselectively prepared from the fluoroalkenyliodonium salt.     

Fabrication of polymer Langmuir-Blodgett films containing regioregular poly(3-hexylthiophene) for application to field-effect transistor

Semiconducting thin films consisting of regioregular poly(3-hexylthiophene) (RR-PHT) and poly(N-dodecylacrylamide) (pDDA) were constructed by the Langmuir-Blodgett (LB) technique. A mixture of RR-PHT and pDDA spread from a chloroform solution on a water surface forms a stable monolayer, which can be transferred onto solid substrates by the LB method, yielding a well-defined polymer LB film. Surface morphology studies of the LB film indicate that the RR-PHT is dispersed uniformly throughout the surface. The polymer thin film was chemically doped by contacting with FeCl3 acetonitrile solution, and a conductivity of 5.6 S/cm was achieved. Further, the LB film was utilized as the semiconducting film in the field-effect transistor (FET), and mobilities of 2.2 x 10(-4) and 4.4 x 10(-4) cm2 V(-1) s(-1) were obtained by analyzing the saturated and linear regions of the current-voltage characteristic, respectively.     

Phase morphology of hydrolysable polyurethanes derived from aqueous dispersions

Biodegradable polyurethanes are an interesting alternative to many applications that involve plastics since they can minimize environmental problems caused by the low rates of natural degradation of synthetic polymers. In addition, since waterborne polyurethanes are based on aqueous dispersions, they restrict the use of organic solvents during processing and application of the polymer, thus contributing furthermore to reduce environmental damage. In this work, aqueous anionic polyurethane dispersions (PUD) with tailorable susceptibility for hydrolysis were synthesized by progressively replacing polypropylene glycol (PPG) with a biodegradable polycaprolactone diol (PCL) as soft segments. The hard segments were formed by extending isophorone diisocyanate (IPDI) with hydrazine (HZ). Dimethylol propionic acid (DMPA) was used as ionic center and triethyl amine (TEA) as neutralizer. The degree of phase separation was evaluated mainly by infrared spectroscopy (FTIR) and small angle X-ray scattering (SAXS). The results indicated that phase separation between hard and soft segments of poly(ester-urethane) is more significant than that of poly(ether-urethane). Data obtained from SAXS experiments indicated that phase separation within soft domains can also be present in samples containing both polyester and polyether soft segments. Hydrolytic degradation of the polymers in buffer solution of pH 7.4 and alkaline solution was performed as an initial test. The results showed that the fraction of polyester soft segments in the polyurethanes can be used to tailor the susceptibility of the materials to hydrolytic attack. Polyurethanes having higher contents of polyester were more promptly hydrolytically degraded than polyurethanes containing only polyether segments.     

Peroxotungstate immobilized on ionic liquid-modified silica as a heterogeneous epoxidation catalyst with hydrogen peroxide

Peroxotungstate immobilized on ionic liquid-modified SiO2 is capable of heterogeneously epoxidizing a wide range of olefins with the maintenance of the catalytic activity of homogeneous analogue. The epoxidation was immediately stopped by the removal of the catalyst, and no tungsten species could be found in the filtrate after the removal of the catalyst. These results can rule out any contribution to the observed catalysis from the tungsten species that leached into the reaction solution, and the observed catalysis is truly heterogeneous in nature. Furthermore, the catalyst was reusable without the loss of the catalytic performance.     

Radical addition to "cation pool". Reverse process of radical cation fragmentation

The reaction of an N-acyliminium ion with an alkyl iodide and hexabutyldistannane took place to give the alkylation product. A mechanism involving the addition of an alkyl radical to an N-acyliminium ion to produce the corresponding radical cation has been suggested.