Synthetic Studies and Antibacterial Activity of Nucleobases and their N- and S-Glucosidesfrom 2-Amino Benzoic Acid and its Benzamido Derivatives

Abstract

A series of S-glucosides 11a-14a and their benzamido derivatives 11b-14b have been synthesized by reacting D-glucose with thiol groups of 5-(2'-aminophenylene)-1,3,4-oxadiazole-2-thioles 7(a,b), 5-(2'-aminophenylene)-1,3,4-thiadiazole-2-thiols 8(a,b), 5-(2'-aminophenylene)-1,2,4-triazole-3-thiols 9(a,b) and 5-(2'-aminophenylene)-4-N-amino-1,2,4-triazole-3-thiols 10(a,b). The thiols 7(a,b)-10(a,b) have been synthesized from hydrazides 3(a,b) which already been synthesized from 2-aminobenzoic acid and its benzamido derivative. All synthesized compounds were characterized by IR, UV, 1 H-and 13 C-NMR. Nucleobases and a representative of S-glycoside were tested in vitro against the following microorganisms: two Gram-positive bacteria Staphylococcus aureus and Bacillus cereusand two Gram-negative bacteria Escherichia coli, Pseudomonas aeruginosa and they exhibited significant effects. Amykacine was used as positive standard.

A new series of Schiff base derivatives bearing 1,2,3‐triazole: Design, synthesis, molecular docking, and α‐glucosidase inhibition

“…After that, the reaction mixture was poured into crushed ice. The obtained white precipitate was filtered off and purified using recrystallization from ethanol to obtain pure 2‐benzamidobenzohydrazides 5 …”

“…After that, the reaction mixture was poured into crushed ice. The obtained white precipitate was filtered off and purified using recrystallization from ethanol to obtain pure 2-benzamidobenzohydrazides 5 [29]. General procedure for the synthesis of 3-methoxy-4-(prop-2-ynyloxy)benzaldehyde 8A suspension of 4-hydroxy-3-methoxybenzaldehyde 6 (1 mmol) and K 2 CO 3 (1 mmol) in DMF (5 ml) was stirred at room temperature for 1 hr.…”

1,2,4-Triazole Derivatives in Medicine and Pharmacy and Application Prospects

“…Inhibition of the control group was no more than 96.0% [11]. Scientists [12] paid great attention to the synthesis of 3-thio-1,2,4-triazoles with subsequent conversion to the corresponding S-glucosides. The compounds were created by combining D-glucose with thiogroups of 3-thio-4-R-5(2'-aminophenylen substituted)-1,2,4-triazoles (Fig.…”

“…The structure of the compounds was determined by IR, UV, and 1 H, 13 C)-NMR spectrometry. The initial compounds and the S-glycoside representative were tested in vitro for Gram-positive and Gram-negative bacteria [12]. They showed considerable activity.…”

A single probe to sense Al(iii) colorimetrically and Cd(ii) by turn-on fluorescence in physiological conditions and live cells, corroborated by X-ray crystallographic and theoretical studies

“…Picolinohydrazide was prepared following a previously reported method. 15 Picolinohydrazide (137 mg, 5 mmol) and 4-(dimethylamino)cinnamaldehyde (175 mg, 5 mmol) were dissolved in 5 mL of methanol. To this was added approximately 2 drops of acetic acid, and the resulting solution was stirred at room temperature for 10 h. A yellow precipitate was obtained, which was collected by filtration.…”