- Synthesis and bioactivity of phenyl substituted furan and oxazole carboxylic acid derivatives as potential PDE4 inhibitors
-
In this present study, a series of 5-phenyl-2-furan and 4-phenyl-2-oxazole derivatives were designed and synthesized as phosphodiesterase type 4 (PDE4) inhibitors. In vitro results showed that the synthesized compounds exhibited considerable inhibitory ac
- Lin, Yinuo,Ahmed, Wasim,He, Min,Xiang, Xuwen,Tang, Riyuan,Cui, Zi-Ning
-
-
- Selective oxidations of activated alcohols in water at room temperature
-
Allylic and benzylic alcohols can be selectively oxidized to their corresponding aldehydes or ketones in water containing nanoreactors composed of the designer surfactant TPGS-750-M. The oxidation relies on catalytic amounts of CuBr, bpy, and TEMPO, with N-methyl-imidazole; air is the stoichiometric oxidant. the Partner Organisations 2014.
- Lipshutz,Hageman,Fennewald,Linstadt,Slack,Voigtritter
-
supporting information
p. 11378 - 11381
(2014/11/08)
-
- 2-amino-3-(5-phenylfuran-2-yl)propionic acids and 5-phenylfuran-2-ylacrylic acids are novel substrates of phenylalanine ammonia-lyase
-
Both racemic 2-amino-3-(5-phenylfuran-2-yl)propionic acids and 5-phenylfuran-2-ylacrylic acids were synthesized and spectroscopically characterized (UV, EI-MS, 1H-NMR and 13C-NMR). The phenyl group of the 5-phenylfuranyl residue carried no (rac-la) para-Br (rac-lb) or Cl para or ortho (rac-lc, d) substituents. The novel furanylalanines were used as substrates of recombinant phenylalanine ammonia-lyase (PAL). When 50% of the racemic 5-phenylfuranylalanines were converted into the corresponding acrylates, the D-enantiomers of the substrates could be isolated. The L-enantiomers could be prepared from the substituted acrylates when the PAL reaction was reversed in the presence of 6 M ammonia at pH 10. The Japan Institute of Heterocyclic Chemistry.
- Paizs, Csaba,Tosa, Monica Ioana,Bencze, Laszlo Csaba,Brem, Juergen,Irimie, Florin Dan,Retey, Janos
-
experimental part
p. 1217 - 1228
(2011/05/05)
-
- Synthesis and fungicidal activity of aryl carbamic acid-5-aryl-2- furanmethyl ester
-
Chitin, a major structural component of insect cuticle and fungus cell wall but absent in plants and vertebrates, is regarded as a safe and selective target for pest control agents. Chitin synthesis inhibitors (CSIs) have been well-known as insect growth regulators (IGRs) but rarely found as fungicides in agriculture. To find novel CSIs with good activity, benzoylphenylurea, a typical kind of CSIs, was chosen as the lead compound and 26 novel aryl carbamic acid-5-aryl-2-furanmethyl esters were designed by converting the urea linkages of benzoylphenylureas to carbamic acid esters and changing the aniline parts into furanmethyl groups. The title compounds were synthesized and their structures confirmed by IR, 1H NMR, and elemental analysis. Preliminary insecticidal and fungicidal bioassays were carried out. The results indicated that the title compounds had no insecticidal effect on Culex pipiens pallens and Plutella xylostella Linnaeus, but most compounds exhibited good fungicidal activities against Corynespora cassiicola, Thanatephorus cucumeris, Botrytis cinerea, and Fusarium oxysporum. In particular, compounds V-4, V-6, V-7, and V-8 showed better activities against the four strains than those of the commercialized fungicides. The morphologic result suggested that compound V-21 had disturbed the cell wall formation of C. cassiicola. The results indicated that modification on the urea linkage of benzoylphenylurea was an effective way to discover new candidates for fungicides.
- Ying,Bao-Ju,Ling,Miao, Hong-Jian,Yan-Xia,Yang, Xin-Ling
-
p. 3037 - 3042
(2011/07/31)
-
- Gold catalysis: Dihydroisobenzofurans and isochromanes by the intramolecular furan/alkyne reaction
-
A series of furyl alcohols and homofuryl alcohols was synthesized by reduction of furfurals or reaction of furyllithium compounds with epoxides and subsequent propargylation. The gold-catalyzed cycloisomerization of these products furnished dihydroisobenzofurans and isochromanes. Crystal structure analyses proved the sequence of the substituents for both classes of products. Unsaturated dicarbonyl compounds as side-products show the mechanistic relationship to the analogous platinum-catalyzed reactions. Neither ester groups, even on the 4-position of the furan ring, nor aryl bromides hinder the catalysis by gold. In the case of a substrate with an allyl ether in the side chain, a side-product, which provides evidence for a reaction of the alkyne with an inverse regioselectivity, was observed.
- Stephen,Hashmi,Woelfle,Ata, Filiz,Hamzic, Melissa,Salathe, Ralph,Frey, Wolfgang
-
p. 2501 - 2508
(2007/10/03)
-
- Synthesis of 5-aryl-2-furaldehyde arylsulfonylhydrazones and their transformations in the Bamford-Stevens reaction
-
Reactions of arenesulfonohydrazides with 5-aryl-2-furaldehydes in anhydrous ethanol or dioxane afforded a series of the corresponding arylsulfonylhydrazones which reacted with alcoholic sodium alkoxides with liberation of nitrogen and formation of 2-alkoxymethyl-5-arylfurans. Thermolysis of 5-aryl-2-furaldehyde tosylhydrazones in aqueous sodium hydroxide, diethylamine, or morpholine is accompanied by evolution of ~50% of the theoretical amount of nitrogen. The major thermolysis products (yield 70-82%) are 5-aryl-2-furaldehyde N-(5-aryl-2-furylmethyl)tosylhydrazones; also, small amounts (2-3%) of 5-arylfurfuryl alcohols and bis(5-arylfurfuryl) ethers are formed.
- Dzikovskaya,Ganushchak
-
p. 1346 - 1352
(2007/10/03)
-