scholarly journals SYNTHESIS OF SOME NEW HETEROCYCLIC COMPOUNDS DERIVED FROM N-(Ñ-PHENYL GLYCYL) SACCHARIN AND STUDY THEIR BIOLOGICAL ACTIVITY

2018 ◽  
Vol 11 (10) ◽  
pp. 555
Author(s):  
Esraa M Ali ◽  
Ahmed W. Naser ◽  
Muthanna S. Farhan
Keyword(s):  
Acetic Acid ◽  
Schiff Bases ◽  
Heterocyclic Compounds ◽  
Glacial Acetic Acid ◽  
Cycloaddition Reaction ◽  
Aromatic Aldehydes ◽  
Positive Bacterium ◽  
Thiazole Derivatives ◽  
Gram Positive ◽  
Cyclic Imides

Objective: In the present work, a variety of new heterocyclic compounds namely aza-β- lactam, cyclicimides, 1,3-thiazole, and 1,2,4-triazole.Methods: Procedure includes the synthesis of aza-β- lactam, cyclic imides, 1,3-thiazole, and 1,2,4-triazole. The synthesis was carried out in eleven steps using N-(Ñ-substituted phenylglycyl) saccharin derivatives (1a,b) as a starting material and converted to benzoic acid derivatives (2a,b) and then to ester derivatives (3a,b), which finally convers to benzohydrazide derivatives (4a,b). The cyclization of (4a,b) with carbon disulfide and hydrazine hydrate (80%) in the presence of potassium hydroxide gives 1,2,4-triazole compounds (5a,b), and subsequently (5a,b) derivatives reacted with different aromatic aldehydes in the presence of few drops of glacial acetic acid to give Schiff bases (6a-f). Compounds (7a-b) was prepared by the reaction of compounds (4a,b) with chloroacetyl chloride. 1,3-thiazole derivatives (8a,b) were synthesized through the cyclization of compounds (7a,b) with thiourea. Schiff bases (9a-f) were obtained by condensation of (4a,b) with different aromatic aldehydes in the presence of few drops of glacial acetic acid. Aza-β-lactam compounds (10a-f) were prepared by the cycloaddition of Schiff-bases (9a-f) with phenyl isocyanate through [2+2] cycloaddition reaction. Reaction (4a,b) with various acid anhydrides in presence of acetic acid gave the corresponding cyclic imide (11a-f). The newly prepared.Results: The results showed that compounds (5a) and (10e) have a good activity against Gram-positive bacterium and no activity against Gram-negative bacterium, compared to standard drugs (ciprofloxacin and amoxicillin), while compounds (8a) and (6b) have a high activity against fungi, compared to standard drugs (metronidazole benzoate), and the other tested compounds have low-to-moderate activity.Conclusion: 1,2,4-triazole is a most potent assemblage of Gram-positive bacterium retardants and cyclic imides are a most potent assemblage of fungi retardants.

scholarly journals Synthesis, Identification and Biological Activity of New Heterocyclic Compounds from Reaction of New Schiff-Bases with Phathalic Anhydride

2020 ◽  
Vol 8 (1) ◽  
pp. 12-18
Author(s):  
Alya A. Dawood ◽  
Shireen R. Mmohammed ◽  
Mohammed Mahmoud
Keyword(s):  
Acetic Acid ◽  
Schiff Bases ◽  
Heterocyclic Compounds ◽  
Mass Spectra ◽  
Glacial Acetic Acid ◽  
Biological Activities ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
Heterocyclic Ring ◽  
Second Step

Series of new Schiff bases and their derivatives (Oxazepine) have been synthesized during two steps. The first step synthesis of imines derivatives (1-10) by the condensation reaction of 1, 7-diaminohepatane and 1,8-diaminooctane with different substituted aromatic aldehydes by using glacial acetic acid as catalyst. The second step includes reaction of the prepared Schiff bases derivatives with phathalic anhydride in dry benzene to obtain   seven-membered heterocyclic ring derivatives (11-15).  The biological activities of some prepared compounds were also studied against different kinds of bacteria. The new derivatives were confirmed by suing a range of experimental techniques including 1HNMR, 13C NMR, IR and Mass spectra.

scholarly journals Synthesis and biological activity of 4-thiazolidinone derivatives of phenothiazine

2012 ◽  
Vol 77 (1) ◽  
pp. 17-26 ◽  
Author(s):  
Ritu Sharma ◽  
Pushkal Samadhiya ◽  
Savitri Srivastava ◽  
Santosh Srivastava
Keyword(s):  
Antimicrobial Activity ◽  
Heterocyclic Compounds ◽  
Thioglycolic Acid ◽  
Cycloaddition Reaction ◽  
Aromatic Aldehydes ◽  
Knoevenagel Reaction ◽  
Antituberculosis Activity ◽  
Bacteria And Fungi ◽  
Derivatives Of ◽  
Anhydrous Zncl2

A new series of N-[3-(10H-phenothiazinyl)-propyl]-2-(substituted phenyl)-4-oxo-5-( substituted benzylidene)-1,3-thiazolidine-carboxamide, 5(as) have been synthesized. The cycloaddition reaction of thioglycolic acid with N-[3-(10H-phenothiazinyl)-propyl]-N?-[(substituted phenyl)-methylidene]- urea, 3(a-s) in the presence of anhydrous ZnCl2 afforded new heterocyclic compounds N-[3-(10H-phenothiazinyl)-propyl]-2-(substituted phenyl)-4-oxo- 1,3-thiazolidine-carboxamide, 4(a-s). The later product on treatment with several selected substituted aromatic aldehydes in the presence of C2H5ONa undergoes Knoevenagel reaction to yield 5(a-s). The structure of compounds 1, 2, 3(a-s), 4(a-s) and 5(a-s) were confirmed by IR, 1H NMR, 13C NMR, Fmass and chemical analysis. All above compounds were screened for their antimicrobial activity against some selected bacteria and fungi and for antituberculosis activity compounds have been screened against the bacterium M. tuberculosis.

scholarly journals Synthesis and Antimicrobial Activities of Some New Synthesized Imide and Schiff's Base Derivatives

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Nermien M. Sabry ◽  
Eman M. Flefel ◽  
Mohamed A. Al-Omar ◽  
Abd El-Galil E. Amr
Keyword(s):  
Acetic Acid ◽  
Fusidic Acid ◽  
Spectroscopic Data ◽  
Glacial Acetic Acid ◽  
Aromatic Aldehydes ◽  
Antimicrobial Activities ◽  
Schiff’S Bases ◽  
Schiff’S Base ◽  
Antimicrobial Screening ◽  
Positive Controls

A series of 2,6-bis(substituted thiazolopyrimi-dinyl) pyridine(2a,b)and corresponding Schiff's bases(3a–j)were synthesized from 2,6-bis-(3-amino-2-methyl-4-oxo-9-substituted-3,4-dihydropyrido-[30,20 : 4,5]-thieno[3,2-d]pyrimidin-7-yl)pyridines(1a,b)as starting materials. The compounds1a,bwere reacted with 2,3,4,5-tetrachlorophthalic anhydride in glacial acetic acid to give the corresponding bis-imides(2a,b). But they are treated with aromatic aldehydes in refluxing ethanol to afford the Schiff’s base derivatives(3a–j). The antimicrobial screening showed that many of these newly synthesized compounds had good antimicrobial activities comparable to streptomycin and fusidic acid as positive controls. The detailed synthesis, spectroscopic data, and antimicrobial activities of the synthesized compounds were reported.

Condensation of Schiff bases with 2-oxazolin-5-ones: simultaneous introduction of arylidene and amino moieties

1982 ◽  
Vol 60 (3) ◽  
pp. 317-322 ◽  
Author(s):  
Arya K. Mukerjee ◽  
Pradeep Kumar
Keyword(s):  
Acetic Acid ◽  
Schiff Bases ◽  
Sodium Acetate ◽  
Glacial Acetic Acid ◽  
Methyl Group

Schiff bases condense with 2-oxazolin-5-ones having a C-4 methylene and/or C-2 methyl group, and the reaction in glacial acetic acid, containing freshly fused sodium acetate, produces 4-arylidene- and/or 2-styryl-2-imidazoline-5-ones as a result of simultaneous introduction of arylidene and amino moieties.

Reactions with 2-Carboxyindole-3-acetic Acid Imides, Preparation of Some Imides, their Condensations with Aromatic Aldehydes and Nitroso Compounds and their Coupling with Diazonium Salts

1976 ◽  
Vol 31 (5) ◽  
pp. 589-593 ◽  
Author(s):  
M. I. Ali ◽  
A. A. El-Sayed ◽  
A. M. Abdel-Fattah ◽  
A. M. El-Reedy
Keyword(s):  
Acetic Acid ◽  
Aromatic Aldehydes ◽  
Acid Anhydride ◽  
Nitroso Compounds ◽  
Primary Amines ◽  
Acid Mixture ◽  
Diazonium Salts ◽  
Condensation Products ◽  
Cyclic Imides

Heating 2-carboxyindole-3-acetic acid anhydride (1) with primary amines, the cyclic imides 1,2,3,4-tetrahydro-9 H-2-arylpyrido[3,4-b]indole-1,3-diones (2) were obtained. Compounds 2 coupled with diazonium salts to give 4-arylazo derivatives (3), condensed with aromatic aldehydes afforded 4-arylmethylene derivatives (4). Benzylation of 2 yielded the 4,4-dibenzyl derivative (6). 2 reacted also with p-nitrosodimethylaniline to yield the azomethine derivatives (7) which were hydrolysed by hydrochloric/acetic acid mixture to give the triketo compounds (8). The structure assigned to the condensation products have been supported by NMR and IR data.

scholarly journals Synthesis and Characterization of 3 - Substituted Coumarin

2016 ◽  
Vol 13 (1) ◽  
pp. 89-96
Author(s):  
Baghdad Science Journal
Keyword(s):  
Acetic Acid ◽  
Schiff Bases ◽  
1H Nmr ◽  
Acetyl Chloride ◽  
Aromatic Aldehydes ◽  
Synthesis And Characterization ◽  
Carbonyl Chloride ◽  
Ft Ir

The reaction of(2-oxo-2H-chromen-3-Carbonyl chloride)(k1) with hydrazine in boiling ethanol gives the hydrazide(K2).When compound (k2) reacts with various aromatic aldehydes ,the corres ponding Schiff bases(k3–k4) achieve new series of thiazotidines (k5–k6) and azetidinones (k7–k8) obtained from the reactions of appropriate Schiff bases with mercapto acetic acid and chloro acetyl chloride respectively. All the compounds are characterized by FT-IR,1H-NMR and GC-Ms.

scholarly journals Synthesis and Evaluation of Antimicrobial Activity of New Imides and Schiff Bases Derived from Ethyl -4-Amino Benzoate

2018 ◽  
Vol 34 (5) ◽  
pp. 2477-2486
Author(s):  
Wurood S. Ahmed ◽  
Ammar A. Razzak Mahmood ◽  
Redha I. Al-Bayati
Keyword(s):  
Schiff Bases ◽  
Micrococcus Luteus ◽  
Aromatic Aldehydes ◽  
Fungal Species ◽  
Gram Negative Bacteria ◽  
Gram Positive ◽  
Gram Negative ◽  
Gram Positive Bacteria ◽  
Oxadiazole Derivatives ◽  
Acid Anhydrides

A series of disubstituted 1,3,4-oxadiazole derivatives, including imides and Schiff bases, was achieved from the starting material, ethyl-4-aminobenzoate, which was converted to the corresponding 4-aminobenzohydrazide (1), by its reaction with hydrazine hydrate in absolute ethanol. Two oxadiazole parent nuclei had been synthesized from (1), the first nucleus 5-(4-aminophenyl)-1,3,4-oxadiazol-2-amine(2), and the second is 5-(4-aminophenyl)-1,3,4-oxadiazole-2-thione (3). Compound (2) Obtained from stirring methanolic solution of (1) with cyanogen bromide (CNBr) and sodium bicarbonate (NaHCO3) at RT. While compound (3) was synthesized by refluxing of (1) with CS2 in the presence of (KOH), the produced potassium salt of hydrazide underwent cyclization by acidification with 10% HCl. Meanwhile, the cyclic imides derivatives (4-6) and (10-12) were synthesized by thermal fusion of (2) or (3) with acid anhydrides, While Schiffʼs bases derivatives (7-9) and (13-15) were synthesized by a conventional method involved refluxing of (2) or (3) with different aromatic aldehydes, in acidic medium (using glacial acetic acid). The new derivatives had been tested against three Gram-positive bacteria (Staphylococcus aureus, Micrococcus luteus, and Bacillus pumilus), and two Gram-negative bacteria (Pseudomonas aeruginosa and Escherichia coli),and two fungal species: (Saccharomyces cerevisiae and Candida albicans). Among the synthesized derivatives, compound (15) displayed a moderate to potent antibacterial activity, against different (Gram- positive and Gram- negative) bacteria, and also showed a slight to moderate antifungal activity.

scholarly journals As Antimicrobial Agents: Synthesis, Structural Characterization and Molecular Docking study of Barbituric Acid Derivatives from Phenobarbital

2021 ◽  
Author(s):  
Mahmood M. Fahad ◽  
Nusrat Shafiq ◽  
Uzma Arshad ◽  
Ali Jabbar Radh
Keyword(s):  
Molecular Docking ◽  
Schiff Bases ◽  
Barbituric Acid ◽  
Antimicrobial Agents ◽  
Cycloaddition Reaction ◽  
Aromatic Aldehydes ◽  
Docking Study ◽  
Molecular Docking Study ◽  
Molegro Virtual Docker ◽  
Barbituric Acid Derivatives

Abstract In spite of phenobarbital has been used in various medical fields as hypnotics, anxiolytics, and anticonvulsants, it also contains active functional groups that can be reacted to form other products as dyes, polymers, antimicrobial and anti-antioxidants agents. A series of barbituric acid derivatives containing 1,2,3,4-Tetrazoline moiety were synthesized from phenobarbital. Phenobarbital 1 as raw starting material was reacted with acrylonitrile compound to give diacetonitrile derivative 2, this compound was treated in two ways, urea and thiourea to form barbituric acid derivatives containing oxadiazole and thiadiazole ring 3, 4 respectively. The Schiff bases derivatives 5, 6 (a-c) were synthesized from reacting the latter compounds with three aromatic aldehydes. In the final step, the barbituric acid derivatives containing 1,2,3,4Tetrazoline moiety 7, 8 (a-c) were prepared by cycloaddition reaction between different Schiff bases derivatives and sodium azide. The compounds were characterized by Melting point, 13 C-NMR, 1 H-NMR and FTIR techniques. Also, the result compounds were tested against two kinds of bacteria and two kinds of fungi. Most of the prepared derivatives were showed a high and clear effect against different types of bacteria and fungi. Molecular docking of final barbituric acid derivatives 7, 8 (a, b) were investigated with Molegro Virtual Docker (MVD).

Influence of Cell Wall Composition on the Fossilisation of Bacteria and the Implications for the Search for Early Life Forms

1997 ◽  
Vol 161 ◽  
pp. 491-504 ◽  
Author(s):  
Frances Westall
Keyword(s):  
Cell Wall ◽  
Life Forms ◽  
Cation Binding ◽  
Positive Bacterium ◽  
Gram Positive ◽  
Gram Positive Bacteria ◽  
Transmission Electron ◽  
Hydrothermal Sediments ◽  
Identification Of Bacteria ◽  
The Difference

AbstractThe oldest cell-like structures on Earth are preserved in silicified lagoonal, shallow sea or hydrothermal sediments, such as some Archean formations in Western Australia and South Africa. Previous studies concentrated on the search for organic fossils in Archean rocks. Observations of silicified bacteria (as silica minerals) are scarce for both the Precambrian and the Phanerozoic, but reports of mineral bacteria finds, in general, are increasing. The problems associated with the identification of authentic fossil bacteria and, if possible, closer identification of bacteria type can, in part, be overcome by experimental fossilisation studies. These have shown that not all bacteria fossilise in the same way and, indeed, some seem to be very resistent to fossilisation. This paper deals with a transmission electron microscope investigation of the silicification of four species of bacteria commonly found in the environment. The Gram positiveBacillus laterosporusand its spore produced a robust, durable crust upon silicification, whereas the Gram negativePseudomonas fluorescens, Ps. vesicularis, andPs. acidovoranspresented delicately preserved walls. The greater amount of peptidoglycan, containing abundant metal cation binding sites, in the cell wall of the Gram positive bacterium, probably accounts for the difference in the mode of fossilisation. The Gram positive bacteria are, therefore, probably most likely to be preserved in the terrestrial and extraterrestrial rock record.

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