Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazines

Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazines

A series of 34 new pyrimido[2,1-<i>c</i>][1,2,4]triazine-3,4-diones were synthesized and fully characterized using IR, NMR, MS, and microanalytical analysis. In vitro investigation of 12 compounds of this series revealed promising antimicrobial activity of the conjugates <b>15a<...

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Main Authors: Islam H. El Azab, Nadia A.A. Elkanzi
Format: Article
Language:English
Published: MDPI AG 2020-03-01
Series:Molecules
Subjects:
mannich reaction
1,2,4-triazine
pyrimidine
1,2,4-triazole
<i>n</i>-heterocycles
antimicrobial activity
Online Access:https://www.mdpi.com/1420-3049/25/6/1339
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spelling doaj-db89474eeeee444999ace833e48098202020-11-25T02:04:21ZengMDPI AGMolecules1420-30492020-03-01256133910.3390/molecules25061339molecules25061339Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazinesIslam H. El Azab0Nadia A.A. Elkanzi1Chemistry Department, Faculty of Science, Taif University, Al-Haweiah, P.O. Box 888, Taif 21974, Saudi ArabiaOn leave from Chemistry Department, Faculty of Science, Aswan University, Aswan P.O. Box 81528, EgyptA series of 34 new pyrimido[2,1-<i>c</i>][1,2,4]triazine-3,4-diones were synthesized and fully characterized using IR, NMR, MS, and microanalytical analysis. In vitro investigation of 12 compounds of this series revealed promising antimicrobial activity of the conjugates <b>15a</b> and <b>15f</b>&#8722;<b>j</b> that were tagged with electron-withdrawing groups, with sensitivities ranging from 77% to as high as 100% of the positive control. The investigation of antimicrobial activity included <i>Bacillus subtilis</i> ATCC 6633, <i>Staphylococcus aureus</i> ATCC 6535, <i>Pseudomonas aeruginosa</i> ATCC 27853, and <i>Escherichia coli</i> ATCC 8739 (EC), and fungal strains <i>Candida albicans</i> ATCC 10231 and <i>Aspergillus brasiliensis</i> ATCC 16404.https://www.mdpi.com/1420-3049/25/6/1339mannich reaction1,2,4-triazinepyrimidine1,2,4-triazole<i>n</i>-heterocyclesantimicrobial activity
collection DOAJ
language English
format Article
sources DOAJ
author Islam H. El Azab
Nadia A.A. Elkanzi
spellingShingle Islam H. El Azab
Nadia A.A. Elkanzi
Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazines
Molecules
mannich reaction
1,2,4-triazine
pyrimidine
1,2,4-triazole
<i>n</i>-heterocycles
antimicrobial activity
author_facet Islam H. El Azab
Nadia A.A. Elkanzi
author_sort Islam H. El Azab
title Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazines
title_short Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazines
title_full Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazines
title_fullStr Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazines
title_full_unstemmed Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazines
title_sort design, synthesis, and antimicrobial evaluation of new annelated pyrimido[2,1-<i>c</i>][1,2,4]triazolo[3,4-<i>f</i>][1,2,4]triazines
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2020-03-01
description A series of 34 new pyrimido[2,1-<i>c</i>][1,2,4]triazine-3,4-diones were synthesized and fully characterized using IR, NMR, MS, and microanalytical analysis. In vitro investigation of 12 compounds of this series revealed promising antimicrobial activity of the conjugates <b>15a</b> and <b>15f</b>&#8722;<b>j</b> that were tagged with electron-withdrawing groups, with sensitivities ranging from 77% to as high as 100% of the positive control. The investigation of antimicrobial activity included <i>Bacillus subtilis</i> ATCC 6633, <i>Staphylococcus aureus</i> ATCC 6535, <i>Pseudomonas aeruginosa</i> ATCC 27853, and <i>Escherichia coli</i> ATCC 8739 (EC), and fungal strains <i>Candida albicans</i> ATCC 10231 and <i>Aspergillus brasiliensis</i> ATCC 16404.
topic mannich reaction
1,2,4-triazine
pyrimidine
1,2,4-triazole
<i>n</i>-heterocycles
antimicrobial activity
url https://www.mdpi.com/1420-3049/25/6/1339
work_keys_str_mv AT islamhelazab designsynthesisandantimicrobialevaluationofnewannelatedpyrimido21ici124triazolo34ifi124triazines
AT nadiaaaelkanzi designsynthesisandantimicrobialevaluationofnewannelatedpyrimido21ici124triazolo34ifi124triazines
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