Yükleniyor…
Yükleniyor…
In this study 18 new 3(2H)-pyridazinone derivatives which are expected toshow anticholinesterase and antimicrobial activities have been synthesized. Compounds have been synthesized starting from 3,6-dichloropyridazine. 6- [4-(3,4-Dichlorophenyl)piperazine-1-yl]-3(2H)-pyridazinone was obtained from hydrolysis of 3-chloro-6-[4-(3,4-dichlorophenyl)piperazine-1-yl]pyridazine which was synthesized by the reaction of 3,6-dichloropiridazine and 3,4- dichlorophenylpiperazine. Ester derivative was obtained from the reaction of the resulting lactam compound with ethyl bromoacetate. After that acetohydrazide derivative was contituted by reaxion of this ester derivative compound with hydrazinehydrat and the acetohydrazide were changed to title compounds which have benzalhydrazone structure by using substituted/nonsubstituted benzaldehydes. Yields, melting points, physical properties, values in thin-layer chromatography were determined. Their structures have been confirmed by IR, 1H-NMR, 13C-NMR and Mass spectral data. Anticholinesterase activity of the compounds was determined according to the Ellman’s method in Gazi University Faculty of Pharmacy Department of Pharmacognosy. Compound 5f which is 3-methylbenzalhydrazone derivative and compound 5i which is 3-metoxibenzalhydrazone derivative were shown best AChE inhibitor affect in 100 µg/ml dose, % 75.52 inhibition of AChE and % 71.72 inhibition of AChE, respectively. Compound 5h which is 2-metoxibenzalhydrazone derivative and 5f were also best BChE inhibitor affect in 100 µg/ml dose, % 67.16 inhibition of BChE and % 62.03 inhibition of BChE, respectively. Antimicrobial activities of the compounds were also determined All of the synthesized compounds showed moderate antimicrobial activity. Antifungal activity of compounds were found more active than antibacterial activity. 5e (4- fluorobenzalhydrazone derivative) was choosen as best antibacterial (8-32 µg/ml) and antifungal (8 µg/ml) compound.
In this study, 12 new oxime ether derivatives were synthesized and evaluated their anticonvulsant and antimicrobial activities. Oxime ether derivatives were synthesized by the rection of the various alkyl halides with 1-(naphtalene-2-yl)-2-(1H-pyrazole-1-yl)ethanone oxime. Some physical and UV spectral properties of the compounds and their Rf values in thinlayer chromatography were determined. Their structures were confirmed by IR, 1 H-NMR, Mass spectral and the elemental analysis data. Anticonvulsant activity of the compounds was determined according to the Antiepileptic Drug Development (ADD) program of National Institutes of Health (NIH) by maximal electroshock seizure (MES) and subcutaneous metrazol seizure (ScMet) tests. Rotorod test in mice was applied for neurological deficits. Methyl, allyl and isobutyl oxime ethers (1, 6 and 7) were shown anticonvulsant activity at 4 h at 300 mg/kg dose. Methyl and allyl derivatives (1 and 7) were also shown toxicity at 0.5 h at 300 mg/kg dose. Antimicrobial activities of the compounds were also determined by microdilution method due to the structural similarities of these compounds with 1-subtituted-1H-azole antifungal compounds. The compounds were shown antifungal activity at 12.5-50 µg/ml concentration and they were shown antibacterial activity at 100-800 µg/ml concentration. The methyl and isopropyl oxime ethers (1 and 5) were the most active antifungal compounds.