Synthesis and Antimicrobial Activity Evaluation of Ammonium Acylhydrazones Based on 4,6-Di-tert-butyl-2,3-dihydroxybenzaldehyde
The condensation reaction of 4,6-di- tert -butyl-2,3-dihydroxybenzaldehyde with some ammonium acetohydrazides yielded water-soluble acylhydrazones with different structures of the cationic center. It was shown that in relation to Staphylococcus aureus , Bacillus cereus and Enterococcus faecalis , tr...
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| Veröffentlicht in: | Russian journal of general chemistry 2022-10, Vol.92 (10), p.1875-1886 |
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| container_issue | 10 |
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| container_title | Russian journal of general chemistry |
| container_volume | 92 |
| creator | Bogdanov, A. V. Bukharov, S. V. Garifullina, R. A. Voloshina, A. D. Lyubina, A. P. Amerkhanova, S. K. Bezsonova, M. S. Khaptsev, Z. Yu Tsivileva, O. M. |
| description | The condensation reaction of 4,6-di-
tert
-butyl-2,3-dihydroxybenzaldehyde with some ammonium acetohydrazides yielded water-soluble acylhydrazones with different structures of the cationic center. It was shown that in relation to
Staphylococcus aureus
,
Bacillus cereus
and
Enterococcus faecalis
, trimethylammonium chloride derivative exhibits activity at or above the level of comparison drugs, norfloxacin and chloramphenicol, respectively. The resulting compounds do not have a toxic effect on erythrocytes and normal human liver cells. The high activity of diethylmethylammonium acylhydrazone against the formation of biofilms formed by clinical staphylococci strains was shown for the first time. The high efficiency of new compounds in inhibiting the growth of phytopathogens of bacterial and fungal origin was established. |
| doi_str_mv | 10.1134/S1070363222100012 |
| format | Article |
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tert
-butyl-2,3-dihydroxybenzaldehyde with some ammonium acetohydrazides yielded water-soluble acylhydrazones with different structures of the cationic center. It was shown that in relation to
Staphylococcus aureus
,
Bacillus cereus
and
Enterococcus faecalis
, trimethylammonium chloride derivative exhibits activity at or above the level of comparison drugs, norfloxacin and chloramphenicol, respectively. The resulting compounds do not have a toxic effect on erythrocytes and normal human liver cells. The high activity of diethylmethylammonium acylhydrazone against the formation of biofilms formed by clinical staphylococci strains was shown for the first time. The high efficiency of new compounds in inhibiting the growth of phytopathogens of bacterial and fungal origin was established.</description><identifier>ISSN: 1070-3632</identifier><identifier>EISSN: 1608-3350</identifier><identifier>DOI: 10.1134/S1070363222100012</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Antiinfectives and antibacterials ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Chloromycetin ; Erythrocytes ; Norfloxacin</subject><ispartof>Russian journal of general chemistry, 2022-10, Vol.92 (10), p.1875-1886</ispartof><rights>Pleiades Publishing, Ltd. 2022</rights><rights>COPYRIGHT 2022 Springer</rights><rights>Pleiades Publishing, Ltd. 2022.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c355t-b4f9c7cca6a94c570c44f35da5d9f068dd9c039c6ac15bce49ebd5a4db97bd4f3</citedby><cites>FETCH-LOGICAL-c355t-b4f9c7cca6a94c570c44f35da5d9f068dd9c039c6ac15bce49ebd5a4db97bd4f3</cites><orcidid>0000-0002-5385-4742 ; 0000-0002-3540-8554 ; 0000-0002-6301-7307 ; 0000-0002-5130-9441 ; 0000-0002-2483-4742 ; 0000-0002-5269-349X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070363222100012$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070363222100012$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27923,27924,41487,42556,51318</link.rule.ids></links><search><creatorcontrib>Bogdanov, A. V.</creatorcontrib><creatorcontrib>Bukharov, S. V.</creatorcontrib><creatorcontrib>Garifullina, R. A.</creatorcontrib><creatorcontrib>Voloshina, A. D.</creatorcontrib><creatorcontrib>Lyubina, A. P.</creatorcontrib><creatorcontrib>Amerkhanova, S. K.</creatorcontrib><creatorcontrib>Bezsonova, M. S.</creatorcontrib><creatorcontrib>Khaptsev, Z. Yu</creatorcontrib><creatorcontrib>Tsivileva, O. M.</creatorcontrib><title>Synthesis and Antimicrobial Activity Evaluation of Ammonium Acylhydrazones Based on 4,6-Di-tert-butyl-2,3-dihydroxybenzaldehyde</title><title>Russian journal of general chemistry</title><addtitle>Russ J Gen Chem</addtitle><description>The condensation reaction of 4,6-di-
tert
-butyl-2,3-dihydroxybenzaldehyde with some ammonium acetohydrazides yielded water-soluble acylhydrazones with different structures of the cationic center. It was shown that in relation to
Staphylococcus aureus
,
Bacillus cereus
and
Enterococcus faecalis
, trimethylammonium chloride derivative exhibits activity at or above the level of comparison drugs, norfloxacin and chloramphenicol, respectively. The resulting compounds do not have a toxic effect on erythrocytes and normal human liver cells. The high activity of diethylmethylammonium acylhydrazone against the formation of biofilms formed by clinical staphylococci strains was shown for the first time. The high efficiency of new compounds in inhibiting the growth of phytopathogens of bacterial and fungal origin was established.</description><subject>Antiinfectives and antibacterials</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Chloromycetin</subject><subject>Erythrocytes</subject><subject>Norfloxacin</subject><issn>1070-3632</issn><issn>1608-3350</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp1kctOxSAQhhujidcHcNfErSjX9rCserwkJi7UdUOBKqYFBWqsG1_dOTkmLoxhAcz__cMwUxSHBJ8QwvjpPcE1ZhWjlBKMMaEbxQ6p8AIxJvAmnEFGK3272E3pBQiMK7pTfN3PPj_b5FKpvCkbn93odAydU0PZ6OzeXZ7L5bsaJpVd8GXoy2Ycg3fTCPo8PM8mqs_gbSrPVLKmBIYfV-jCoWxjRt2U5wHRY4aMW7HhY-6s_1SDsXC1-8VWr4ZkD372veLxcvlwfo1u765uzptbpJkQkIX3Utdaq0pJrkWNNec9E0YJI3tcLYyRGjOpK6WJ6LTl0nZGKG46WXcG0L3iaJ33NYa3yabcvoQpeniypTXjlBNJCVAna-pJDbZ1vg85Kg3LWOgKfLJ3EG9qKhZ8QbAEA1kboGUpRdu3r9GNKs4twe1qMO2fwYCHrj0JWP9k428p_5u-AXeikS4</recordid><startdate>20221001</startdate><enddate>20221001</enddate><creator>Bogdanov, A. V.</creator><creator>Bukharov, S. V.</creator><creator>Garifullina, R. A.</creator><creator>Voloshina, A. D.</creator><creator>Lyubina, A. P.</creator><creator>Amerkhanova, S. K.</creator><creator>Bezsonova, M. S.</creator><creator>Khaptsev, Z. Yu</creator><creator>Tsivileva, O. M.</creator><general>Pleiades Publishing</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-5385-4742</orcidid><orcidid>https://orcid.org/0000-0002-3540-8554</orcidid><orcidid>https://orcid.org/0000-0002-6301-7307</orcidid><orcidid>https://orcid.org/0000-0002-5130-9441</orcidid><orcidid>https://orcid.org/0000-0002-2483-4742</orcidid><orcidid>https://orcid.org/0000-0002-5269-349X</orcidid></search><sort><creationdate>20221001</creationdate><title>Synthesis and Antimicrobial Activity Evaluation of Ammonium Acylhydrazones Based on 4,6-Di-tert-butyl-2,3-dihydroxybenzaldehyde</title><author>Bogdanov, A. V. ; Bukharov, S. V. ; Garifullina, R. A. ; Voloshina, A. D. ; Lyubina, A. P. ; Amerkhanova, S. K. ; Bezsonova, M. S. ; Khaptsev, Z. Yu ; Tsivileva, O. M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c355t-b4f9c7cca6a94c570c44f35da5d9f068dd9c039c6ac15bce49ebd5a4db97bd4f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Antiinfectives and antibacterials</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Chloromycetin</topic><topic>Erythrocytes</topic><topic>Norfloxacin</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bogdanov, A. V.</creatorcontrib><creatorcontrib>Bukharov, S. V.</creatorcontrib><creatorcontrib>Garifullina, R. A.</creatorcontrib><creatorcontrib>Voloshina, A. D.</creatorcontrib><creatorcontrib>Lyubina, A. P.</creatorcontrib><creatorcontrib>Amerkhanova, S. K.</creatorcontrib><creatorcontrib>Bezsonova, M. S.</creatorcontrib><creatorcontrib>Khaptsev, Z. Yu</creatorcontrib><creatorcontrib>Tsivileva, O. M.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of general chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bogdanov, A. V.</au><au>Bukharov, S. V.</au><au>Garifullina, R. A.</au><au>Voloshina, A. D.</au><au>Lyubina, A. P.</au><au>Amerkhanova, S. K.</au><au>Bezsonova, M. S.</au><au>Khaptsev, Z. Yu</au><au>Tsivileva, O. M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Antimicrobial Activity Evaluation of Ammonium Acylhydrazones Based on 4,6-Di-tert-butyl-2,3-dihydroxybenzaldehyde</atitle><jtitle>Russian journal of general chemistry</jtitle><stitle>Russ J Gen Chem</stitle><date>2022-10-01</date><risdate>2022</risdate><volume>92</volume><issue>10</issue><spage>1875</spage><epage>1886</epage><pages>1875-1886</pages><issn>1070-3632</issn><eissn>1608-3350</eissn><abstract>The condensation reaction of 4,6-di-
tert
-butyl-2,3-dihydroxybenzaldehyde with some ammonium acetohydrazides yielded water-soluble acylhydrazones with different structures of the cationic center. It was shown that in relation to
Staphylococcus aureus
,
Bacillus cereus
and
Enterococcus faecalis
, trimethylammonium chloride derivative exhibits activity at or above the level of comparison drugs, norfloxacin and chloramphenicol, respectively. The resulting compounds do not have a toxic effect on erythrocytes and normal human liver cells. The high activity of diethylmethylammonium acylhydrazone against the formation of biofilms formed by clinical staphylococci strains was shown for the first time. The high efficiency of new compounds in inhibiting the growth of phytopathogens of bacterial and fungal origin was established.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070363222100012</doi><tpages>12</tpages><orcidid>https://orcid.org/0000-0002-5385-4742</orcidid><orcidid>https://orcid.org/0000-0002-3540-8554</orcidid><orcidid>https://orcid.org/0000-0002-6301-7307</orcidid><orcidid>https://orcid.org/0000-0002-5130-9441</orcidid><orcidid>https://orcid.org/0000-0002-2483-4742</orcidid><orcidid>https://orcid.org/0000-0002-5269-349X</orcidid></addata></record> |
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| subjects | Antiinfectives and antibacterials Chemistry Chemistry and Materials Science Chemistry/Food Science Chloromycetin Erythrocytes Norfloxacin |
| title | Synthesis and Antimicrobial Activity Evaluation of Ammonium Acylhydrazones Based on 4,6-Di-tert-butyl-2,3-dihydroxybenzaldehyde |
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