Synthesis and Biological Evaluation of Novel Carbazole Hybrids as Promising Antimicrobial Agents
Two series of carbazole analogs of 8‐methoxy‐N‐substituted‐9H‐carbazole‐3‐carboxamides (series 1) and carbazolyl substituted rhodanines (series 2) were synthesized through facile synthetic routes. All the final compounds from these two series were evaluated for their preliminary in vitro antifungal...
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| Veröffentlicht in: | Chemistry & biodiversity 2020-05, Vol.17 (5), p.e1900550-n/a |
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| creator | Shaikh, Mahamadhanif S. Chandrasekaran, Balakumar Palkar, Mahesh B. Kanhed, Ashish M. Kajee, Afsana Mlisana, Koleka P. Singh, Parvesh Ghai, Meenu Cleopus Mahlalela, Mavela Karpoormath, Rajshekhar |
| description | Two series of carbazole analogs of 8‐methoxy‐N‐substituted‐9H‐carbazole‐3‐carboxamides (series 1) and carbazolyl substituted rhodanines (series 2) were synthesized through facile synthetic routes. All the final compounds from these two series were evaluated for their preliminary in vitro antifungal and antibacterial activity against four fungal (Candida albicans, Cryptococcus neoformans, Cryptococcus tropicalis and Aspergillus niger) and four bacterial (Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Pseudomonas aeruginosa) strains, respectively. Among the tested compounds, three compounds of series 1 displayed promising antifungal and antibacterial activity, especially against C. neoformans and S. aureus. In addition, one compound of series 1 displayed notable antimicrobial activity (MIC: 6.25 μg/mL) against clinical isolates of C. albicans and C. neoformans (MIC: 12.5 μg/mL). From the second series, four compounds exhibited significant antifungal and antibacterial activity, especially against C. neoformans and S. aureus. The most active compound of series 2 displayed a prominent antimicrobial activity against C. neoformans (MIC: 3.125 μg/mL) and S. aureus (MIC: 1.56 μg/mL), respectively. |
| doi_str_mv | 10.1002/cbdv.201900550 |
| format | Article |
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All the final compounds from these two series were evaluated for their preliminary in vitro antifungal and antibacterial activity against four fungal (Candida albicans, Cryptococcus neoformans, Cryptococcus tropicalis and Aspergillus niger) and four bacterial (Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Pseudomonas aeruginosa) strains, respectively. Among the tested compounds, three compounds of series 1 displayed promising antifungal and antibacterial activity, especially against C. neoformans and S. aureus. In addition, one compound of series 1 displayed notable antimicrobial activity (MIC: 6.25 μg/mL) against clinical isolates of C. albicans and C. neoformans (MIC: 12.5 μg/mL). From the second series, four compounds exhibited significant antifungal and antibacterial activity, especially against C. neoformans and S. aureus. The most active compound of series 2 displayed a prominent antimicrobial activity against C. neoformans (MIC: 3.125 μg/mL) and S. aureus (MIC: 1.56 μg/mL), respectively.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.201900550</identifier><identifier>PMID: 32149467</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Antibacterial activity ; antifungal activity ; Antifungal Agents - chemical synthesis ; Antifungal Agents - chemistry ; Antifungal Agents - pharmacology ; Antimicrobial activity ; Antimicrobial agents ; Aspergillus niger - drug effects ; Bacillus subtilis - drug effects ; Candida albicans - drug effects ; Carbazole ; Carbazoles ; Carbazoles - chemical synthesis ; Carbazoles - chemistry ; Carbazoles - pharmacology ; clinical isolate of Staphylococcus aureus ; Clinical isolates ; Cryptococcus - drug effects ; Cryptococcus neoformans ; Dose-Response Relationship, Drug ; E coli ; Escherichia coli - drug effects ; Fungi ; Fungicides ; Hybrids ; Microbial Sensitivity Tests ; Minimum inhibitory concentration ; Molecular Structure ; Penicillin ; Pseudomonas aeruginosa ; Pseudomonas aeruginosa - drug effects ; Staphylococcus aureus - drug effects ; Structure-Activity Relationship ; Substitutes</subject><ispartof>Chemistry & biodiversity, 2020-05, Vol.17 (5), p.e1900550-n/a</ispartof><rights>2020 Wiley‐VHCA AG, Zurich, Switzerland</rights><rights>2020 Wiley-VHCA AG, Zurich, Switzerland.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3730-2bb09cdfc77370b330fa302ed39d8a17a81068bb3665ec75d6ceff7bfb4a71403</citedby><cites>FETCH-LOGICAL-c3730-2bb09cdfc77370b330fa302ed39d8a17a81068bb3665ec75d6ceff7bfb4a71403</cites><orcidid>0000-0002-1247-5754</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcbdv.201900550$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.201900550$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32149467$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Shaikh, Mahamadhanif S.</creatorcontrib><creatorcontrib>Chandrasekaran, Balakumar</creatorcontrib><creatorcontrib>Palkar, Mahesh B.</creatorcontrib><creatorcontrib>Kanhed, Ashish M.</creatorcontrib><creatorcontrib>Kajee, Afsana</creatorcontrib><creatorcontrib>Mlisana, Koleka P.</creatorcontrib><creatorcontrib>Singh, Parvesh</creatorcontrib><creatorcontrib>Ghai, Meenu</creatorcontrib><creatorcontrib>Cleopus Mahlalela, Mavela</creatorcontrib><creatorcontrib>Karpoormath, Rajshekhar</creatorcontrib><title>Synthesis and Biological Evaluation of Novel Carbazole Hybrids as Promising Antimicrobial Agents</title><title>Chemistry & biodiversity</title><addtitle>Chem Biodivers</addtitle><description>Two series of carbazole analogs of 8‐methoxy‐N‐substituted‐9H‐carbazole‐3‐carboxamides (series 1) and carbazolyl substituted rhodanines (series 2) were synthesized through facile synthetic routes. 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Chandrasekaran, Balakumar ; Palkar, Mahesh B. ; Kanhed, Ashish M. ; Kajee, Afsana ; Mlisana, Koleka P. ; Singh, Parvesh ; Ghai, Meenu ; Cleopus Mahlalela, Mavela ; Karpoormath, Rajshekhar</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3730-2bb09cdfc77370b330fa302ed39d8a17a81068bb3665ec75d6ceff7bfb4a71403</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antibacterial activity</topic><topic>antifungal activity</topic><topic>Antifungal Agents - chemical synthesis</topic><topic>Antifungal Agents - chemistry</topic><topic>Antifungal Agents - pharmacology</topic><topic>Antimicrobial activity</topic><topic>Antimicrobial agents</topic><topic>Aspergillus niger - drug effects</topic><topic>Bacillus subtilis - drug effects</topic><topic>Candida albicans - drug effects</topic><topic>Carbazole</topic><topic>Carbazoles</topic><topic>Carbazoles - chemical synthesis</topic><topic>Carbazoles - chemistry</topic><topic>Carbazoles - pharmacology</topic><topic>clinical isolate of Staphylococcus aureus</topic><topic>Clinical isolates</topic><topic>Cryptococcus - drug effects</topic><topic>Cryptococcus neoformans</topic><topic>Dose-Response Relationship, Drug</topic><topic>E coli</topic><topic>Escherichia coli - drug effects</topic><topic>Fungi</topic><topic>Fungicides</topic><topic>Hybrids</topic><topic>Microbial Sensitivity Tests</topic><topic>Minimum inhibitory concentration</topic><topic>Molecular Structure</topic><topic>Penicillin</topic><topic>Pseudomonas aeruginosa</topic><topic>Pseudomonas aeruginosa - drug effects</topic><topic>Staphylococcus aureus - drug effects</topic><topic>Structure-Activity Relationship</topic><topic>Substitutes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shaikh, Mahamadhanif S.</creatorcontrib><creatorcontrib>Chandrasekaran, Balakumar</creatorcontrib><creatorcontrib>Palkar, Mahesh B.</creatorcontrib><creatorcontrib>Kanhed, Ashish M.</creatorcontrib><creatorcontrib>Kajee, Afsana</creatorcontrib><creatorcontrib>Mlisana, Koleka P.</creatorcontrib><creatorcontrib>Singh, Parvesh</creatorcontrib><creatorcontrib>Ghai, Meenu</creatorcontrib><creatorcontrib>Cleopus Mahlalela, Mavela</creatorcontrib><creatorcontrib>Karpoormath, Rajshekhar</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Chemistry & biodiversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shaikh, Mahamadhanif S.</au><au>Chandrasekaran, Balakumar</au><au>Palkar, Mahesh B.</au><au>Kanhed, Ashish M.</au><au>Kajee, Afsana</au><au>Mlisana, Koleka P.</au><au>Singh, Parvesh</au><au>Ghai, Meenu</au><au>Cleopus Mahlalela, Mavela</au><au>Karpoormath, Rajshekhar</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Biological Evaluation of Novel Carbazole Hybrids as Promising Antimicrobial Agents</atitle><jtitle>Chemistry & biodiversity</jtitle><addtitle>Chem Biodivers</addtitle><date>2020-05</date><risdate>2020</risdate><volume>17</volume><issue>5</issue><spage>e1900550</spage><epage>n/a</epage><pages>e1900550-n/a</pages><issn>1612-1872</issn><eissn>1612-1880</eissn><abstract>Two series of carbazole analogs of 8‐methoxy‐N‐substituted‐9H‐carbazole‐3‐carboxamides (series 1) and carbazolyl substituted rhodanines (series 2) were synthesized through facile synthetic routes. All the final compounds from these two series were evaluated for their preliminary in vitro antifungal and antibacterial activity against four fungal (Candida albicans, Cryptococcus neoformans, Cryptococcus tropicalis and Aspergillus niger) and four bacterial (Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Pseudomonas aeruginosa) strains, respectively. Among the tested compounds, three compounds of series 1 displayed promising antifungal and antibacterial activity, especially against C. neoformans and S. aureus. In addition, one compound of series 1 displayed notable antimicrobial activity (MIC: 6.25 μg/mL) against clinical isolates of C. albicans and C. neoformans (MIC: 12.5 μg/mL). From the second series, four compounds exhibited significant antifungal and antibacterial activity, especially against C. neoformans and S. aureus. The most active compound of series 2 displayed a prominent antimicrobial activity against C. neoformans (MIC: 3.125 μg/mL) and S. aureus (MIC: 1.56 μg/mL), respectively.</abstract><cop>Switzerland</cop><pub>Wiley Subscription Services, Inc</pub><pmid>32149467</pmid><doi>10.1002/cbdv.201900550</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0002-1247-5754</orcidid></addata></record> |
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| subjects | Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antibacterial activity antifungal activity Antifungal Agents - chemical synthesis Antifungal Agents - chemistry Antifungal Agents - pharmacology Antimicrobial activity Antimicrobial agents Aspergillus niger - drug effects Bacillus subtilis - drug effects Candida albicans - drug effects Carbazole Carbazoles Carbazoles - chemical synthesis Carbazoles - chemistry Carbazoles - pharmacology clinical isolate of Staphylococcus aureus Clinical isolates Cryptococcus - drug effects Cryptococcus neoformans Dose-Response Relationship, Drug E coli Escherichia coli - drug effects Fungi Fungicides Hybrids Microbial Sensitivity Tests Minimum inhibitory concentration Molecular Structure Penicillin Pseudomonas aeruginosa Pseudomonas aeruginosa - drug effects Staphylococcus aureus - drug effects Structure-Activity Relationship Substitutes |
| title | Synthesis and Biological Evaluation of Novel Carbazole Hybrids as Promising Antimicrobial Agents |
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