novel oxadiazole thioglycosides as potential anti- acinetobacter agents
نویسندگان
چکیده
the glycosylation of 1,3,4-oxadiazole-2-thiones has been performed with peracetylated β-pyranosyl bromide in the presence of potassium carbonate. deprotection of acetylated thioglycosides was necessary for increasing their antibacterial effects. the structure of nucleosides were confirmed by 1h nmr, 13c nmr and hrms. the anomeric protons of nucleosides c1–4 were assigned to the doublet, confirming the β-configuration. the synthesized compounds were tested for their antimicrobial activity against acinetobacter calcoaceticus (gram-negetive) strain in vitro in comparison with ampicillin as reference drug which is normally used for treating such infections. the synthetic compounds showed different inhibition zones against tested bacterial strain. thioglycoside derivatives of 1,3,4-oxadiazole-2-thiones (c set) were more active against acinetobacter calcoaceticus atcc 23055 than “parent” 1,3,4-oxadiazole-2-thiones (a set), confirming the relation between glyco-conjugation and increasing of antiproliferative activity of antibiotic agents. the best result belonged to nucleoside bearing 2-furyl moiety in its heterocyclic nucleus (c4). . the existence of m-phno2 group as ar in structures of a set and their corresponding sugar derivatives decreased the antibacterial activity of them in comparison with the rest of synthetic compounds.
منابع مشابه
Novel Oxadiazole Thioglycosides as Potential Anti- Acinetobacter Agents
The glycosylation of 1,3,4-oxadiazole-2-thiones has been performed with peracetylated β-pyranosyl bromide in the presence of potassium carbonate. Deprotection of acetylated thioglycosides was necessary for increasing their antibacterial effects. The structure of nucleosides were confirmed by 1H NMR, 13C NMR and HRMS. The anomeric protons of nucleosides c1–4 were assigned to the doublet, confirm...
متن کاملNovel Oxadiazole Thioglycosides as Potential Anti- Acinetobacter Agents
The glycosylation of 1,3,4-oxadiazole-2-thiones has been performed with peracetylated β-pyranosyl bromide in the presence of potassium carbonate. Deprotection of acetylated thioglycosides was necessary for increasing their antibacterial effects. The structure of nucleosides were confirmed by 1H NMR, 13C NMR and HRMS. The anomeric protons of nucleosides c1–4 were assigned to the doublet, confirm...
متن کاملNovel Oxadiazole Thioglycosides as Potential Anti-Acinetobacter Agents
The glycosylation of 1,3,4-oxadiazole-2-thiones has been performed with peracetylated β-pyranosyl bromide in the presence of potassium carbonate. Deprotection of acetylated thioglycosides was necessary for increasing their antibacterial effects. The structures of nucleosides were confirmed by 1H NMR, 13C NMR and HRMS. The anomeric protons of nucleosides c1-4 were assigned to the doublet, confir...
متن کاملSynthesis of novel 1,3,4-oxadiazole derivatives as potential antimicrobial agents.
Some new 3-acetyl-5-(3-chloro-1-benzo[b]thiophen-2-yl)-2-substituted phenyl-2,3-dihydro-1,3,4-oxadiazoles and 2-(3-chloro-1-benzo[b]thiophen-2-yl)-5-substituted phenyl-1,3,4-oxadiazoles have been synthesized and evaluated for antimicrobial activity. Initially, 3-chloro-1-benzo[b]thiophene-2-carbonyl chloride (1) was prepared from cinnamic acid in the presence of chlorobenzene and thionyl chlori...
متن کاملSynthesis of some 1,3,4-oxadiazole derivatives as potential anti-inflammatory agents
The synthesis of some new 1,3,4-oxadiazole derivatives and 1,2,4-triazine-5-one has been described. IR, H NMR and mass spectral data support the structures of newly synthesized compounds. All the compounds have been tested in vivo for their anti-inflammatory activity by carrageenin-induced rat paw edema method. The compounds, which show good antiinflammatory activity, have been screened for the...
متن کاملمنابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
the iranian journal of pharmaceutical researchجلد ۱۵، شماره ۴، صفحات ۷۷۷-۷۸۲
میزبانی شده توسط پلتفرم ابری doprax.com
copyright © 2015-2023