Bollettino chimico farmaceutico最新文献

Condensation of 6-Formylfurochromone (4,9-dimethoxy-5-oxo-5H-furo[3,2-g][1]benzopyran-6-carbaldehyde) 5a and malononitrile without solvent afforded (2E)-2-cyano-3-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g]benzopyran-6-yl) acrylamide 8 at hydrolysis with dilute HCL. 2,6-Diamino-4-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g]benzopyran-6-yl)-1,4-dihydropyridine-3,5-dicarbonitrile 9 and 6-(2,6-diacetyl-3,5-dimethylcyclohexa-2,5-dien-1-yl)-4,9-dimethoxy-5H-furo[3,2-g][1]benzopyran-5-one 10a,b were synthesized by one-pot cyclocondensation reaction of formyl 5a, malononitrile and ammonium acetate/or ammonium hydroxide/or aniline. The reaction of formyl 5a, malononitrile/acetylacetone (Thio) urea/guanidine HCL to give 6-amino-4-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g][1]benzopyran-6-yl)-2-methylene-1,2,3,4-tetrahydropyrimidine-5-carbonitrile compounds 11a,b, 6-(2-amino-5,6-dimethyl-1,4-dihydropyrimidin-4-yl)-4,9-dimethoxy-5H-furo[3,2-g][1]benzopyran-5-one 12a,b. Condensation of formylfurochromone 5a with thiol compounds afforded 6-isopropyl-4-methoxy-9-(methoxy Ia or methyl Ib)-5H-furo[3,2-g][1]benzopyran-5-one 13a-f; 6-(1,3-dithiolan-2-yl)-4-methoxy-5H-furo[3,2-g]chromen-5-one 14a,b; 7-hydroxy-6-isopropyl-5-methoxy-2-methyl-4H-benzopyran-4-one 5a-c; 6 hydroxy-7-[mercapto(methylthio)methyl-8-methoxy-3-methylnaphthalen-1(4H)-one 16, respectively. Formylfurochromones 5a-c were reacted with different substituted of acetyl compounds (khellinone, 2-acetyl pyrrol, 3-acetyl coumarin, methyl-2-thienyl ketone and p-aminoacetophenone respectively) to proceed 4-methoxy-9-(methoxy Ia or methyl Ib)-6-(1E)-3-oxobut-1-enyl]-5H-furo[3,2-g][1]benzopyran-5-one 17, 5-methoxy-2-methyl-6[(1E)-3-oxobut-1-enyl]-4a,5,8,8a-tetrahydro-4H-benzopyran-4-one 18a-d, 4,9-dimethoxy-6-[(1E)-3-methoxyprop-1-enyl]-5H-furo[3,2-g][1]benzopyran-5-one-N-methylene-N-phenylamine-6-(iminomethyl)-4,9-dimethoxy-5H-furo[3,2-g][1]benzopyran-5-one 19.

The anti-inflammatory and antinociceptive effects of the benzylated cubebin derivative, obtained by reaction of (-)-cubebin with benzyl bromide, were investigated using different animal models. The (-)-o-benzyl cubebin showed a low anti-inflammatory effect (16.2%) in relation to cubebin (57%) and indomethacin (77%) in the carrageenin-induced paw edema in rats, but on the other hand it was more effective (80%) than (-)-cubebin (41%) in inhibiting acetic acid-induced writhing in mice, producing dose-response correlation with doses of 10, 20 and 40 mg/kg, respectively. Moreover, this derivative compound did not show activity in both the hot plate and the cell migration test in rats. Overall, the results showed that the benzylation of cubebin were efficient in enhancing only its analgesic activity.

The aim of study was to investigate the bioavailability of selenium after oral administration of selenium yeast. As a reference preparation was used sodium selenite. The preparations were investigated in rabbits, according to a randomized two way crossover design in the fasted state. Each animal was given selenium preparation in the form of the single oral dose 0.5 mg Se/kg body weight. A washout period of one week separated both treatment periods. The selenium concentration was determined in serum spectrofluorometry. The divalent equation of one-compartment model was the simplest formula describing the course of selenium changes in serum of rabbits and giving the pharmacokinetic parameters. Pharmacokinetic variables (mean maximum plasma concentration, mean time to reach maximum plasma concentration, and the mean area under the plasma concentration-time curve) were not statistically different for the two preparations. It can be concluded that the two selenium preparations are likely to be bioequivalent.

This paper describes the synthesis of four series of 4(3H)-quinazolinone derivatives. The first series was prepared by cyclization of the intermediate 3-aryl-2-substituted thiocarbamoylhydrazonomethyl-4(3H)-quinazolinones 2a,b with ethyl bromoacetate to afford the corresponding thiazolidinonyl derivatives 3a,b. The second series were prepared by the cyclization of the intermediate 2a,b with phenacyl bromide or 4-substituted phenacyl bromide giving rise to thiazolinyl derivatives 4a-f. Furthermore, the thiazolidinonyl derivatives 5a,b were obtained by reaction of the intermediate 2a,b with thioglycolic acid. On the other hand, heating the intermediate 2a,b with acetic anhydride afforded the corresponding thiadiazolinyl derivatives 6a,b. Some of the synthesized compounds showed promising anti-inflammatory-antimicrobial activities.