In freshly harvested Aspergillus terreus cultures grown for the production of lovastatin (formerly called mevinolin), no monacolin L could be detected. However, during the isolation of lovastatin, significant quantities of monacolin L appeared. It has been discovered that a new metabolite structurally related to the members of the monacolin series is present. This metabolite is unstable and und...

Benzo[b]cyclohexa-2,4-dien-1-one (4) and benzo[b]cyclohexa-2,5-dien-1-one (5), the two most stable keto tautomers of 1-naphthol (1), were generated in aqueous solution by Norrish Type II fission of 4- and 2-phenacyl-1-tetralone, respectively, and the pH-rate profiles of their enolization were measured by flash photolysis. Several isotopic exchange rates of 1 were measured in aqueous acid to det...

The phenacyl-p-azide of 4-thiouridine in (E. coli) tRNA(1) (Val) was prepared for use as a photo-affinity probe of tRNA binding sites on ribosomes. The derivatized tRNA was 90-100% as active as control tRNA for aminoacylation, nonenzymatic binding to the ribosomal P site, elongation factor Tu(EFTu)-dependent binding to the A site, EFTu-GTP-aa-tRNA ternary complex formation, and transfer of vali...

A number of new chiral crown compounds and lariat ethers have been synthesized starting from phenyl-D-glucopyranoside, methyl-D-glucopyranoside and galactopyranoside, methyl-D-mannopyranoside and 1,2:5,6-di-O-isopropylidene-D-mannitol, but the main emphasis was laid on their application. Some of the sugar-based macrocycles showed significant asymmetric induction as phase transfer catalysts in l...

phenylazo and benzothiazolylazo derivatives of trifluoroacetylacetone andhexafluoroacetylacetone have been synthesized and characterized. analytical and spectral datarevealed the existence of phenylazo derivatives in the intramolecularly hydrogen-bonded ketohydrazoneform while the benzothiazolylazo derivatives in the azo-enol form. the monobasicbidentate coordination of the phenylazo derivative...

The desired fused ring system 3-(3-chlorophenyl)-6-aryl-5,6-dihydro[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 5a-j were synthesized by the reaction of 4-amino-5-(3-chlorophenyl)-4H-1,2,4-triazole-3-thiol and different aryl aldehydes in the presence of catalytic amount of p-TsOH in dry DMF, while 3-(3-chlorophenyl)-6-aryl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines 7a-j were synthesized by using...

A new series of novel bis[1, 2, 4]triazolo[3, 4-b][1, 3, 4]thiadiazines 7a-j has been synthesized by the reaction of [5, 5'-methylenebis(3-methylbenzofuran-7, 5-diyl)]bis[(4-amino-5-thioxo-4, 5-dihydro-1H-1, 2, 4-triazol-3-yl)methanone] (6) with a variety of phenacyl bromides in ethanol under reflux for 6 h. All the newly synthesized compounds were tested for in vitro activity against certain s...

The step-economical synthesis of lobelanine involving a ring closing double aza-Michael (RCDAM) reaction is revisited and successfully extended to the synthesis of various configurationally more stable analogues. Owing to the presence of a configurationally labile β-aminoketone subunit, lobelanine is prone to self-catalyze mutarotation in solution. Through the synthesis of original lobelanine a...

The "high-performance" liquid-chromatographic method we report for measuring palmitate derived from saturated phospholipids in amniotic fluid is sensitive and precise and possesses a wide dynamic range. Palmitate from nonsurfactant sources is largely excluded. The procedure involves oxidation of the chloroform/methanol-extracted lipids with osmium tetroxide, precipitation of the resulting phosp...