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EN
Some new 2-azetidinone derivatives possessing benzimidazole nucleus were synthesized and characterized by IR, NMR and mass spectral analysis. All synthesized compounds were screened for antimicrobial activity using cup plate method. All the compounds showed moderate to good antimicrobial activity and anti fungal activity.
EN
In this study some new o-benzimidazol-2'-yl-benzamido-p'-benzamido-2-phenyl-4-substituted phenyl-5-oxo-Imidazolines 3a-3j were synthesized. To synthesized target molecules we used various substituted oxazolone derivatives, synthesized from substituted benzaldehyde with hippuric acid. Substituted oxazolones 2a-2j were reacted with carbohydrazide derivative of benzimidazole 1 in presence of pyridine as base to obtained substituted imidazolinone derivatives. All synthesized compounds were characterized by IR, 1H NMR, elemental analysis and further supported by mass spectroscopy. All synthesized compounds were screened for their antimicrobial activity against gram positive and gram negative bacteria which showed moderate to good activity. All compounds showing good to moderate active against fungal strain as compare to standard drug.
EN
Obtained benzimidazole derivatives, our next synthesized heterocyclic compounds, belong to a new group of chemical bondings with potential anticancer properties (Błaszczak-Świątkiewicz & Mikiciuk-Olasik, 2006, J Liguid Chrom Rel Tech 29: 2367-2385; Błaszczak-Świątkiewicz & Mikiciuk-Olasik, 2008, Wiad Chem 62: 11-12, in Polish; Błaszczak-Świątkiewicz & Mikiciuk-Olasik, 2011, J Liguid Chrom Rel Tech 34: 1901-1912). We used HPLC analysis to determine stability of these compounds in 0.2% DMSO (dimethyl sulfoxide). Optimisation of the chromatographic system and validation of the established analytical method were performed. Reversed phases (RP-18) and a 1:1 mixture of acetate buffer (pH 4.5) and acetonitrile as a mobile phase were used for all the analysed compounds at a flow rate 1.0 mL/min. The eluted compounds were monitored using a UV detector, the wavelength was specific for compounds 6 and 9 and compounds 7 and 10. The retention time was specific for all four compounds. The used method was found to have linearity in the concentration range of (0.1 mg/mL-0.1 μg/mL) with a correlation coefficient not less than r2=0.9995. Statistical validation of the method proved it to be a simple, highly precise and accurate way to determine the stability of benzimidazole derivatives in 0.2% DMSO. The recoveries of all four compounds examined were in the range 99.24-100.00%. The developed HPLC analysis revealed that the compounds studied remain homogeneous in 0.2% DMSO for up to 96 h and that the analysed N-oxide benzimidazole derivatives do not disintegrate into their analogues - benzimidazole derivatives. Compounds 8, 6 and 9 exhibit the best cytotoxic properties under normoxic conditions when tested against cells of human malignant melanoma WM 115.
EN
Two series of benzimidazole derivatives were sythesised. The first one was based on 5,6-dinitrobenzimidazole, the second one comprises 2-thioalkyl- and thioaryl-sub- stituted modified benzimidazoles. Antibacterial and antiprotozoal activity of the newly obtained compounds was studied. Some thioalkyl derivatives showed remark­able activity against nosocomial strains of Stenotrophomonas malthophilia, and an ac­tivity comparable to that of metronidazole against Gram-positive and Gram-negative bacteria. Of the tested compounds, 5,6-dichloro-2-(4-nitrobenzylthio)-benzimidazole showed the most distinct antiprotozoal activity.
EN
A series of new benzimidazole derivatives were synthesized and tested in vitro for possible anticancer activity. Their effect of proliferation into selected tumor cell lines at normoxia and hypoxia conditions was determined by WST-1 test. Additionally, apoptosis test (caspase 3/7 assay) was used to check the mode caused by the agents of cell death. Four of the examined compounds (7, 8, 13, 11) showed a very good antiproliferative effect and three of them were specific for hypoxia conditions (8, 14, 11). Compound 8 was the most cytotoxic against human lung adenocarcinoma A549 cells at hypoxic conditions. Hypoxia/ normoxia cytotoxic coefficient of compound 14 (4.75) is close to hypoxia/normoxia cytotoxic coefficient of tirapazamine (5.59) - a reference compound in our experiments and this parameter locates it between mitomycin C and 2-nitroimidazole (misonidazole). Screening test of caspase-dependent apoptosis proved that exposure to A549 cells of compounds 7-8 and 13-14 for 48 h promote apoptotic cell death. These results supplement our earlier study of the activity of new potentialy cytotoxic heterocyclic compounds against selected tumor cells.
EN
In muscle mitochondria of mice infected by Trichinella spiralis larvae and treated by following benzimidazoles: mebendazole (MBZ), oxfendazole (OXF) and thiabendazole (TBZ) their differential influence on uncoupling of host mitochondria was observed. Both MBZ and OXF (in doses of 80 mg/kg of body weight and 60 mg/kg of body weight, respectively) improved the bioenergetic properties of host muscles mitochondria i.e. increase the respiratory control index (RCI) in the muscular phase of this infection. The experiments with the use of OXF in Trichinella pseudospiralis infection have proved that this drug normalizes also in this infection the activity of two mitochondrial inner membrane-located enzymes: mtATPase and SDH in the muscular phase of the infection. A similar effectiveness of OXF in the latter infection was reached using a single and a double dose of the drug (200 mg/kg of body weight, divided into two parts).
EN
Reaction of six winter wheat culti vars and lines (Vlasta, Šárka, Charger, 00ST022, SG-U8044C a SG-U2113B) to Mycosphaerella graminicola isolate BR-331 and UH-05 on leaf segments of the detached second seedling leaf of cultivars placed on water agar with bezimidazole in clear plastic box were tested. The isolate BR-331 produced high occurrence of the disease in the cultivar Šárka, middle occurrence (the percentage covered by lesions bearing pycnidia) in the cultivar Vlasta and SG-U8044C and low occurrence in the line 00ST0022. The isolate UH-105 produced high occurrence in the cultivar 00ST022 and middle occurrence in the cultivar Vlasta. The cultivar Charger was resistant. The cultivar Šárka was attacked at least. Results show on different virulence of M. graminicola isolates to wheat cultivars.
PL
Badano reakcje 6. odmian i linii pszenicy ozimej (Vlasta, Šárka, Charger, 00ST022, SG-US8044C, i SG-U2113B) na porażenie przez izolaty RB - 331 i UH - 105 grzyba Mycosphaerella graminicola. Doświadczenia przeprowadzono na fragmentach drugich liści siewek pszenicy umieszczonych w czystych, plastikowych pudelkach z wodnym agarem zawierającym benzimidazol. Stopień porażenia izolatem BR - 331 był najwyższy na liściach odmiany Šárka, średni na odmianie Vlasta i linii SG - U8044C oraz niski na roślinach linii 00ST022. W przypadku izolatu UH -105 najsilniejsze objawy odnotowano na liściach linii OOST022, średnie porażenie stwierdzono na roślinach Vlasta. Na liściach odmiany Charger brak było objawów choroby. Wyniki doświadczenia wskazują na zróżnicowaną wirulencję izolatów Mycosphaerella graminicola względem testowanych genotypów pszenicy.
EN
A multiresidue method (LC-MS/MS) for determination of wide range of anthelmintics was developed. The method covered benzimidazoles: albendazole (and metabolites), cambendazole, fenbendazol (and metabolites), flubendazole (and metabolites), mebendazole (and metabolites), oxibendazole, thiabendazole (and metabolites), triclabendazole (and metabolites); macrocyclic lactones: abamectin, doramectin, emamectin, eprinomectin, ivermectin, moxidectin; salicylanilides: closantel, ioxynil, nitroxynil, oxyclosamide, niclosamide, rafoxanid and others: clorsulon, derquantel, imidocarb, monepantel (and metabolites), morantel, praziquantel, and pyrantel. The method was used to examine the potential presence of anthelmintics in goat and sheep milk and dairy products from the Polish market. A total of 120 samples of milk, yoghurt, cottage cheese, cream cheese, and curd were analysed. None of the samples were found positive above CCa (1-10 µg/kg) except for one cottage cheese in which traces of albendazole sulfone were detected (5.2 µg/kg) and confirmed. The results of the study showed negligible anthelmintic residues in the goat and sheep milk and dairy products and confirm their good quality.
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