scholarly journals Synthesis and Bioevaluation of 5-Chloro-4-(1,3-Oxazol-5-yl)-1Н-Pyrrole-3-Carboxyamides as Antimicrobial Agents

2020 ◽  
Vol 11 (3) ◽  
pp. 10595-10606
Keyword(s):  
Antimicrobial Agents ◽  
Ester Group ◽  
Alkyl Aryl ◽  
Design And Synthesis ◽  
Consecutive Reactions ◽  
Efficient Construction ◽  
Further Development ◽  
Hydrolysis Of ◽  
Derivatives Of ◽  
High Antifungal Activity

This investigation deals with the design and synthesis of new derivatives of pyrrole consisting of modifying atoms of chlorine, amide, and 1,3-oxazole fragments. These compounds can be interesting in the context of research of new antimicrobial agents. Ethyl 5-chloro-4-formyl-1H-pyrrole-3-carboxylates were used as a key substrate for further transformation into target compounds. This process was realized as a direct transformation of an aldehyde fragment into a 1,3-oxazole cycle by van Leusen’s reaction followed by hydrolysis of an ester group, which finally converted a reactant into the corresponding pyrrole-3-carboxylic acid. This acid has been found to be an efficient construction block for the further development of antimicrobial agents. The preparative potential of these compounds has been verified by way of their transformation into a series of carbamides through consecutive reactions with thionyl chloride and alkyl-, aryl, and heterylamines under mild reaction conditions. According to bio screening results, the following two compounds have been chosen as those exhibiting a high anti-staphylococcus activity: 1-butyl-5-chloro-2-methyl-4-(1,3-oxazol-5-yl)-N-[(1,3-thiazol-2-yl]-1H-pyrrole-3-carboxamide and 1-butyl-5-chloro-N-[(3-dimethylaminosulfonyl)phenyl]-2-methyl-4-(1,3-oxazol-5-yl)-1H-pyrrole-3-carboxamide (МІС=7.8 µg/ml), while another one – 5-сhloro-N-(4-chlorophenyl)-4-(1,3-oxazol-5-yl)-2-phenyl-1-propyl-1H-pyrrole-3-carboxamide was selected as a compound exhibiting high antifungal activity (МІС=7.8 µg/ml) against the reference strains Candida albiсans АТСС 885/653 and Aspergillus niger K9.

Design and synthesis of some thiazolyl and thiadiazolyl derivatives of antipyrine as potential non-acidic anti-inflammatory, analgesic and antimicrobial agents

2009 ◽  
Vol 17 (2) ◽  
pp. 882-895 ◽  
Author(s):  
Sherif A.F. Rostom ◽  
Ibrahim M. El-Ashmawy ◽  
Heba A. Abd El Razik ◽  
Mona H. Badr ◽  
Hayam M.A. Ashour
Keyword(s):  
Antimicrobial Agents ◽  
Design And Synthesis ◽  
Anti Inflammatory ◽  
Derivatives Of

scholarly journals Investigation of the activity of new derivatives of 1,3-diazinone-4 and their acyclic precursors with respect to bacteria of the genus Proteus

2018 ◽  
Vol 4 (1) ◽  
pp. 11-17
Author(s):  
Svetlana Luzhnova ◽  
Andrey Voronkov ◽  
Narmina Gabitova ◽  
Souda Billel
Keyword(s):  
Antimicrobial Agents ◽  
Dilution Method ◽  
Species Identity ◽  
Safety Requirements ◽  
Highly Active ◽  
Serial Dilution Method ◽  
The Moment ◽  
New Compounds ◽  
Further Development ◽  
Derivatives Of

Introduction: The present paper provides a study of the activity of the new 1,3-diazinon-4 derivatives and their acyclic precursors under the laboratory cipher PYaTd1, PYaTs2, PYaTs3 and PYaTs4 against microorganisms of the genus Proteus, which is of high importance at the moment as the growing resistance of the Proteus to previously highly active antibiotics dictates the need to search for effective antimicrobial agents that meet modern safety requirements. Materials and Methods: The study of the activity of the compounds was carried out on collection and freshly isolated strains from patients with different pathologies. The strains were identified using the BIOMIC V3 apparatus (Giles Scientific, USA) to verify genus and species identity. The strains used in the study were previously examined for susceptibility to antibacterial drugs by the Disc Method to assess the presence or absence of resistance. The activity of the new compounds was studied by the serial dilution method. Results: The results of the study showed that the compounds PYaTd1, PYaTs2, PYaTs3 and PYaTs4 show a different activity against bacteria of the genus Proteus. The substance PYaTs2 is ineffective. With respect to strains P.mirabilis and P.rettgeri, the minimum inhibitory concentration of the compounds PYaTs3, PYaTs4 and PYaTd1 ranges from 4 μg/ml to 16 μg/ml. Conclusion: Thus, by the average aggregate indices, regardless of the species and strain of bacteria, the most effective compound is PYaTd1, the MIC50 of which is within 10 μg/ml, which proves it to be promising and makes further development worthwhile.

Immobilisierung von Adenosinacetalen mit variablem Alkylidenrest — die Funktion des Spacers bei enzymatischer Desaminierung / Immobilization of Adenosine-Acetals with Variable Alkylidene Residues — the Function of the Spacer during Enzymatic Deamination —

1979 ◽  
Vol 34 (5-6) ◽  
pp. 350-358 ◽  
Author(s):  
Frank Seela ◽  
Johann Ott ◽  
Helmut Rosemeyer
Keyword(s):  
Alkaline Hydrolysis ◽  
Hydrocarbon Chain ◽  
Ester Group ◽  
Spacer Length ◽  
Methylene Groups ◽  
Chain Lengths ◽  
Hydrolysis Of ◽  
Derivatives Of ◽  
Deamination Reaction

Abstract Acetalation of the cis-diol moiety of adenosine or inosine with aliphatic ketoesters of different chain lengths leads to alkylidene derivatives of the nucleosides, which differ in the number of methylene groups in the hydrocarbon chain. By alkaline hydrolysis of the ester group in 1a - c or 3a - c the corresponding acids 2a - c and 4a - c have been prepared.The configuration of the new chiral centres has been determined as R.Enzymatic deamination of the alkylidene derivatives of adenosine leads to the inosine compounds. The rate of deamination reaction is raised by an increasing number of methylene groups in the alkylidene residues or by use of the esters instead of the acids.The alkylidene derivatives of adenosine were coupled with 6-aminohexylagarose yielding polymers with adenosine as ligands.No enzymatic deamination of the polymer with the shortest spacer was observed. The polymers with the longer spacers were converted to the corresponding inosine derivatives. The velocity of the deamination reaction was raised by an increasing spacer length.

Partial hydrolysis of acyl 1,6-anhydro-β-D-glucopyranose

1984 ◽  
Vol 49 (8) ◽  
pp. 1780-1787 ◽  
Author(s):  
Štefan Kučár ◽  
Juraj Zámocký ◽  
Juraj Zemek ◽  
Dušan Anderle ◽  
Mária Matulová
Keyword(s):  
Acid Hydrolysis ◽  
Hydrazine Hydrate ◽  
Hydrogen Chloride ◽  
Ester Group ◽  
The Other ◽  
Hydroxyl Group ◽  
Partial Hydrolysis ◽  
Substantial Influence ◽  
Hydrolysis Of ◽  
Derivatives Of

Partial hydrolysis of per-O-acetyl- and per-O-benzoyl derivatives of 1,6-anhydro-β-D-glucopyranose with methanolic hydrogen chloride and hydrazine hydrate was investigated. The acyl group at C(3) is of substantial influence on the course of hydrolysis. The esterified hydroxyl group at C(3) was found to be most stable on acid hydrolysis with methanolic hydrogen chloride when compared with that at C(2), or C(4); on the other hand, this ester group is the most labile upon hydrolysis with hydrazine hydrate. Selectivity of the respective ester groups towards hydrolysis made it possible to prepare all variations of acetyl and benzoyl derivatives of 1,6-anhydro-β-D-glucopyranose.

Kinetics of a monomolecular reaction between n components

1980 ◽  
Vol 45 (4) ◽  
pp. 1197-1220 ◽  
Author(s):  
Jaromír Jakeš
Keyword(s):  
Reaction Kinetics ◽  
Difficult Case ◽  
System A ◽  
Monomolecular Reaction ◽  
Consecutive Reactions ◽  
Multiple Eigenvalues ◽  
The Individual ◽  
Kinetics Of ◽  
Hydrolysis Of ◽  
Derivatives Of

The reaction kinetics has been investigated of a general monomolecular reaction between n components, where reactions between some components are reversible and between others irreversible. The reacting components may be divided into groups so that all the components inside one group may change reversibly into each other, while reactions between components of different groups are irreversible. The reaction kinetics for each reversible group may be found similarly to the case where all the reactions are reversible; solutions for the individual reversible groups may be used to obtain solution for the whole system. A solution was also found to a difficult case in which matrices have multiple eigenvalues for irreversible consecutive reactions, namely, for a general case of degeneracy. Formulas are given for the calculation of derivatives of concentrations of the individual components with respect to parameters. The equations thus derived were applied to the reaction kinetics of a polymeranalogous reaction (e.g., hydrolysis of polyacrylonitrile).

Synthesis, characterization, and antimicrobial evaluation of novel spiropiperidones

2015 ◽  
Vol 21 (4) ◽  
pp. 239-243
Author(s):  
Anil K. Tiwari ◽  
Abha Bishnoi ◽  
Anil Kumar Verma ◽  
Shaheen Fatma ◽  
Krishna Srivastava ◽  
...  
Keyword(s):  
Antimicrobial Agents ◽  
Fungal Strains ◽  
Spiro Derivatives ◽  
Antimicrobial Evaluation ◽  
Further Development ◽  
Derivatives Of

AbstractNovel spiro derivatives of piperidone 4a–f were synthesized, characterized, and screened against a panel of different bacterial and fungal strains. The study revealed the potential of these molecules for further development as antimicrobial agents.

scholarly journals The design and synthesis of a pyrrole-carbaldehyde hit family as HIV-1 integrase inhibitors

2011 ◽  
Vol 30 (1) ◽  
Author(s):  
Telisha Traut ◽  
Raymond Hewer ◽  
Judy Coates ◽  
D. Bradley G. Williams
Keyword(s):  
Water Soluble ◽  
Integrase Inhibitors ◽  
Compound Library ◽  
One Pot ◽  
Design And Synthesis ◽  
Chemical Structures ◽  
In Silico Predictions ◽  
Further Development ◽  
Derivatives Of ◽  
Hiv 1

Screening of an HIV-1 IN model against database-derived chemical structures identified pyrrole-carbaldehydes as targets for further development. Chemical synthesis using a facile one-pot reaction resulted in the generation of a compound library. Preliminary toxicity and efficacy assays of the water-soluble HCl-salt derivatives of each compound support the in silico predictions.

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