Synthesis and Antimicrobial Evaluation of Novel Pyrazolopyrimidines Incorporated with Mono- and Diphenylsulfonyl Groups
A novel series of pyrazolo[1,5-<i>a</i>]pyrimidine ring systems containing phenylsulfonyl moiety have been synthesized via the reaction of 2-(phenylsulfonyl)-1-(4-(phenylsulfonyl) phenyl)ethan-1-one, 2-benzenesulfonyl-1-(4-benzenesulfonyl-phenyl)-3-dimethylamino-propenone and 3-(dimethyl...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-11-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/24/21/4009 |
| _version_ | 1828392621994672128 |
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| author | Amani M. R. Alsaedi Thoraya. A. Farghaly Mohamed R. Shaaban |
| author_facet | Amani M. R. Alsaedi Thoraya. A. Farghaly Mohamed R. Shaaban |
| author_sort | Amani M. R. Alsaedi |
| collection | DOAJ |
| description | A novel series of pyrazolo[1,5-<i>a</i>]pyrimidine ring systems containing phenylsulfonyl moiety have been synthesized via the reaction of 2-(phenylsulfonyl)-1-(4-(phenylsulfonyl) phenyl)ethan-1-one, 2-benzenesulfonyl-1-(4-benzenesulfonyl-phenyl)-3-dimethylamino-propenone and 3-(dimethylamino)-1-(4-(phenylsulfonyl)phenyl)prop-2-en-1-one each with various substituted aminoazopyrazole derivatives in one pot reaction strategy. The proposed structure as well as the mechanism of their reactions were discussed and proved with all possible spectral data. The results of antimicrobial activities of the new sulfone derivatives revealed that several derivatives showed activity exceeding the activity of reference drug. Contrary to expectations, we found that derivatives containing one sulfone group are more effective against all bacteria and fungi used than those contain two sulfone groups. |
| first_indexed | 2024-12-10T07:24:24Z |
| format | Article |
| id | doaj.art-d20da1dc64d84b23abe4de9fbe3a2610 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-10T07:24:24Z |
| publishDate | 2019-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-d20da1dc64d84b23abe4de9fbe3a26102022-12-22T01:57:45ZengMDPI AGMolecules1420-30492019-11-012421400910.3390/molecules24214009molecules24214009Synthesis and Antimicrobial Evaluation of Novel Pyrazolopyrimidines Incorporated with Mono- and Diphenylsulfonyl GroupsAmani M. R. Alsaedi0Thoraya. A. Farghaly1Mohamed R. Shaaban2Department of Chemistry, Faculty of Applied Science, Umm Al-Qura University, Makkah Almukaramah 21514, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Cairo University, Giza 12613, EgyptDepartment of Chemistry, Faculty of Applied Science, Umm Al-Qura University, Makkah Almukaramah 21514, Saudi ArabiaA novel series of pyrazolo[1,5-<i>a</i>]pyrimidine ring systems containing phenylsulfonyl moiety have been synthesized via the reaction of 2-(phenylsulfonyl)-1-(4-(phenylsulfonyl) phenyl)ethan-1-one, 2-benzenesulfonyl-1-(4-benzenesulfonyl-phenyl)-3-dimethylamino-propenone and 3-(dimethylamino)-1-(4-(phenylsulfonyl)phenyl)prop-2-en-1-one each with various substituted aminoazopyrazole derivatives in one pot reaction strategy. The proposed structure as well as the mechanism of their reactions were discussed and proved with all possible spectral data. The results of antimicrobial activities of the new sulfone derivatives revealed that several derivatives showed activity exceeding the activity of reference drug. Contrary to expectations, we found that derivatives containing one sulfone group are more effective against all bacteria and fungi used than those contain two sulfone groups.https://www.mdpi.com/1420-3049/24/21/4009antimicrobial activitypyrazolopyrimidineaminopyrazolesmicrowavesstructure-activity relationship (sar) |
| spellingShingle | Amani M. R. Alsaedi Thoraya. A. Farghaly Mohamed R. Shaaban Synthesis and Antimicrobial Evaluation of Novel Pyrazolopyrimidines Incorporated with Mono- and Diphenylsulfonyl Groups Molecules antimicrobial activity pyrazolopyrimidine aminopyrazoles microwaves structure-activity relationship (sar) |
| title | Synthesis and Antimicrobial Evaluation of Novel Pyrazolopyrimidines Incorporated with Mono- and Diphenylsulfonyl Groups |
| title_full | Synthesis and Antimicrobial Evaluation of Novel Pyrazolopyrimidines Incorporated with Mono- and Diphenylsulfonyl Groups |
| title_fullStr | Synthesis and Antimicrobial Evaluation of Novel Pyrazolopyrimidines Incorporated with Mono- and Diphenylsulfonyl Groups |
| title_full_unstemmed | Synthesis and Antimicrobial Evaluation of Novel Pyrazolopyrimidines Incorporated with Mono- and Diphenylsulfonyl Groups |
| title_short | Synthesis and Antimicrobial Evaluation of Novel Pyrazolopyrimidines Incorporated with Mono- and Diphenylsulfonyl Groups |
| title_sort | synthesis and antimicrobial evaluation of novel pyrazolopyrimidines incorporated with mono and diphenylsulfonyl groups |
| topic | antimicrobial activity pyrazolopyrimidine aminopyrazoles microwaves structure-activity relationship (sar) |
| url | https://www.mdpi.com/1420-3049/24/21/4009 |
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