31 research outputs found
1,2,4-Triazol halkası taşıyan bazı üre ve tiyoüre türevleri ve anti-asetilkolinesteraz aktiviteleri
1,2,4-Triazol halkası taşıyan bazı üre ve tiyoüre
türevleri ve anti-asetilkolinesteraz aktiviteleri
Amaç: Yirmi adet farklı tiyoüre ve üre türevleri sentezlenmiş
ve asetilkolinesteraz enzimini (AChE) inhibe etme
yetenekleri Ellman’ın modifiye spektrofotometrik yöntemi ile
değerlendirilmiştir.
Yöntem: Anti-asetilkolinesteraz aktivite tayini Ellman’ın modifiye
edilmiş spektrofotometrik yöntemi kullanılarak yapılmıştır. Bu
spektrofotometrik yöntem bir kromojenik reaktif olan 5,5- dithiobis-(2-nitrobenzoik
asit) ile salınan tiyokolinin renkli bir ürün
vermesi esasına dayanır.
Bulgular: Sentezlenen bileşiklerin (1a-e, 2a-e, 3a-e ve 4a-4e)
anti-asetilkolinesteraz aktivite tayini Ellman’ın modifiye edilmiş
spektrofotometrik yöntemi kullanılarak yapılmıştır. Test edilen
bileşikler arasında, (4-{[(4-triflorometilfenil)karbamoil]amino}
fenil)asetik asit (1d), en yüksek aktivite gösteren bileşik olmuştur.
Bileşik 1d’nin 0.1mM konsantrasyonda inhibisyon oranı %48.55
olarak hesaplanmıştır.
Sonuç: Anti-asetilkolinesteraz aktivite tarama sonuçları
incelediğinde, fenil halkasının 4. konumunda triflorometil grubu
taşıyan bileşik 1d’nin kaydadeğer anti-asetilkolinesteraz aktivite
gösterdiği tespit edilmiştir. Aktivite sonuçları incelendiğinde, fenil
halkası üzerinde halojen taşıyan yapıların anti-asetilkolinesteraz
aktiviteyi arttırıcı yönde katkı sağladığı gözlenmektedir
Synthesis and biological evaluation of novel 1,3,4-thiadiazole derivatives as possible anticancer agents
The synthesis of new N-(5-substituted-1,3,4-thiadiazol-2-yl)-2-[(5-(substituted amino)-1,3,4-thiadiazol-2-yl)thio]acetamide derivatives and investigation of their anticancer activities were the aims of this work. All the new compounds’ structures were elucidated by elemental analyses, IR, 1H NMR, 13C NMR and MS spectral data. Anticancer activity studies of the compounds were evaluated against MCF-7 and A549 tumor cell lines. In addition, with the purpose of determining the selectivity of cytotoxic activities, the most active compound was screened against a healthy NIH3T3 cell line (mouse embryonic fibroblast cells). Among the tested compounds, compound 4y (N-(5-ethyl-1,3,4-thiadiazol-2-yl)-2-((5-(p-tolylamino)-1,3,4-thiadiazol-2-yl)thio)acetamide), showed promising cytotoxic activity against MCF7 cancer cell with an IC50 value of 0.084 ± 0.020 mmol L–1 and against A549 cancer cell with IC50 value of 0.034 ± 0.008 mmol L–1, compared with cisplatin. The aromatase inhibitory activity was evaluated for compound 4y on MCF-7 cell line showing promising activity with IC50 of 0.062 ± 0.004 mmol L–1
Synthesis of Some Oxadiazole Derivatives as New Anticandidal Agents
In this study, 5-[(pyrimidin-2-ylthio)methyl]-1,3,4-oxadiazole-2(3H)-thione (3) was synthesized via the ring closure reaction of 2-(pyrimidin-2-ylthio)acetohydrazide (2) with carbon disulphide. New oxadiazole derivatives 4a-f were obtained by the nucleophilic substitution reaction of compound 3 with various phenacyl bromides. The chemical structures of the compounds were elucidated by IR, 1H-NMR, 13C-NMR and FAB+-MS spectral data and elemental analyses. The newly synthesized derivatives 4a-f were tested in vitro by using a microbroth dilution method against C. albicans (clinical isolate, Osmangazi University, Faculty of Medicine, Eskişehir, Turkey), C. albicans (ATCC 90028), C. glabrata (clinical isolate, Osmangazi University, Faculty of Medicine, Eskişehir, Turkey), C. tropicalis (NRRL Y-12968), C. krusei (NRRL Y-7179), C. parapsilosis (NRRL Y- 12696), C. albicans (NRRL Y-12983), C. glabrata (clinical isolate, Anadolu University, Faculty of Science, Department of Biology, Eskişehir, Turkey). Among these compounds, compound 4a was found to be the most potent derivative (MIC = 0.007–0.06 versus ketoconazole: 0.001–0.007 mg/mL) against Candida species, except C. tropicalis and C. krusei when compared with the standard antifungal ketoconazole
Synthesis and Antimicrobial Activity Evaluation of New Benzimidazole—Thiazole Derivatives
Antibiotic resistance which was expedited by the use of antimicrobial drugs has been a significant global challenge for public health [1]. [...
Synthesis of some new hydrazone derivatives containing benzothiazole moiety
Hydrazones are important classes of compounds found in many synthetic products. Due to their importance in synthetic chemistry, the present article reports the synthesis of a new series of ten compounds based on the coupling of 2-[2(3H)-benzothiazolone-3-yl]acetylhydrazine and 2-(1,3- benzothiazol-2-yl)sulphanylacetylhydrazine with different aldehydes. The structures of the synthesized compounds were confirmed by elemental analyses, IR, 1H-NMR, 13C-NMR and FAB+-MS spectral data
Synthesis and antibacterial activity of some tert-butyl{&-aryl/alkyl-2-[4-aryl-2-thiazolyl)hydrazono)ethyl]carbamate derivatives
Novel 1-(2-pyrimidin-2-yl)piperazine derivatives as selective monoamine oxidase (MAO)-A inhibitors
In the present study, a new series of 2-[4-(pyrimidin-2-yl)piperazin-1-yl]-2-oxoethyl 4-substituted piperazine-1-carbodithioate derivatives (2a-n) were synthesized and screened for their monoamine oxidase A and B inhibitory activity. The structures of compounds were elucidated using spectroscopic methods and some physicochemical properties of new compounds were predicted using Molinspiration and MolSoft programs. Compounds 2-[4-(pyrimidin-2-yl)piperazin-1-yl]-2-oxoethyl 4-(4-nitrophenyl)piperazine-1-carbodithioate (2j) and 2-[4-(pyrimidin-2-yl)piperazin-1-yl]-2-oxoethyl 4-benzhydrylpiperazine-1-carbodithioate (2m) exhibited selective MAO-A inhibitory activity with IC50 = 23.10, 24.14 µM, respectively. Some of the biological results were found in accordance with the obtained in silico data based on Lipinski’s fule of five
Design, synthesis, molecular modeling, DFT, ADME and biological evaluation studies of some new 1,3,4-oxadiazole linked benzimidazoles as anticancer agents and aromatase inhibitors
Breast cancer is the most frequent female cancer and second cause of cancer-related deaths among women around the world. Two thirds of breast cancer patients have hormone-dependent tumors, which is very likely be treated with hormonal therapy. Aromatase is involved in the biosynthesis of estrogen thus a critical target for breast cancer. In this study, in order to identify new aromatase enzyme inhibitors, a series of benzimidazole-1,3,4-oxadiazole derivatives were synthesized and characterized by H-1 NMR, C-13 NMR, and MS spectra analyses. In the in vitro anticancer assay, all the compounds tested anticancer activities using MTT-based assay against five cancer cell lines (MCF-7, A549, HeLa, C6, and HepG2). Among them, compound 5a exhibited the most potent activity with IC50 values of 5.165 +/- 0.211 mu M and 5.995 +/- 0.264 mu M against MCF-7 and HepG2 cell lines. Compound 5a was included in the BrdU test to determine the DNA synthesis inhibition effects for both cell types. Furthermore, compound 5c was also found to be more effective than doxorubicin on the HeLa cell line. The selectivity of anticancer activity was evaluated in NIH3T3 cell line. In vitro, enzymatic inhibition assays of aromatase enzyme were performed for compound 5a acting on the MCF-7 cell line. For compound 5a, in silico molecular docking and dynamics simulations against aromatase enzyme was performed to determine possible protein-ligand interactions and stability. DFT study was performed to evaluate the quantum mechanical and electronic properties of compound 5a. Finally, the theoretical ADME properties of the potential aromatase inhibitor compound 5a were analyzed by calculations. Communicated by Ramaswamy H. Sarm