Synthesis and in vivo evaluation of novel benzimidazole‐sulfonamide hybrids and Lucilia cuprina maggots' excretion/secretion topical gels for wound healing
A novel series of benzimidazole‐sulfonamide hybrids (6a–g) was designed, synthesized, and their structures were characterized by 1H NMR and 13C NMR spectral data. Further, all compounds were evaluated for their antibacterial effects. The synthesized benzimidazole‐sulfonamide hybrid (6d) showed the h...
Gespeichert in:
Veröffentlicht in: | Journal of the Chinese Chemical Society (Taipei) 2021-07, Vol.68 (7), p.1291-1301 |
---|---|
Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1301 |
---|---|
container_issue | 7 |
container_start_page | 1291 |
container_title | Journal of the Chinese Chemical Society (Taipei) |
container_volume | 68 |
creator | Sayed, Asmaa M. Saleh, Nashwa M. El‐Gaby, Mohamed S. A. Abdel‐Samad, Mohammad R. K. Taher, Fatma A. |
description | A novel series of benzimidazole‐sulfonamide hybrids (6a–g) was designed, synthesized, and their structures were characterized by 1H NMR and 13C NMR spectral data. Further, all compounds were evaluated for their antibacterial effects. The synthesized benzimidazole‐sulfonamide hybrid (6d) showed the highest antibacterial activity against Staphylococcus aureus, Staphylococcus epidermis, Escherichia coli, and Klebsiella pneumonia. Different gel formulations for 6d were prepared and physically investigated. After in vivo evaluation for wound healing, the 6d gel formulation delayed the wound healing in animal model. But interestingly, a combination of 6d and Lucilia cuprina maggots' excretion/secretion showed remarkable enhancement in wound healing compared with 6d only. This combination opens up promising prospects for wound healing formulations.
N‐(4‐substituted sulfamoylphenyl)‐1H‐benzo[d]imidazole‐2‐carbohydrazonoyl‐cyanide series were synthesized by coupling of diazotized 4‐aminobenzenesulfonamides with 2‐cyanomethylbenzimidazole in the presence of sodium acetate. This series wes tested against some bacterial strains, and the compound 6d derivative showed the best antibacterial activity. In vivo, the sulfonamide 6d gel derivative delayed the wound contraction, while its activity was enhanced by combination with excretion/secretion of Lucilia cuprina maggots. |
doi_str_mv | 10.1002/jccs.202000418 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1002_jccs_202000418</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2555917544</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3178-be928f68da95b4a3ffdcc2d05f805a51cfb7b4e0c9bf44bcecd95dfa8ddfcd4f3</originalsourceid><addsrcrecordid>eNqFkT1OAzEQhS0EEuGnpbZEQbXB67WTdYkifhWJIlCvvPY4ceTYwd5NCBVH4AJcjpOwURCUVDN6-t4bjR5CZznp54TQy7lSqU8JJYSwvNxDPZoLmg04E_uo14kiY7wYHKKjlOYdUlAueuhzsvHNDJJNWHqNrccruwoYVtK1srHB42CwDytwuAb_ZhdWy7fg4Ov9I7XOBC87BfBsU0erdxnjVllnJVbtMlov8UJOp6FJFxheVYRt5mWCnw03YWmVdHgKLmETIl6HtsuYgXTWT0_QgZEuwenPPEbPN9dPo7ts_Hh7P7oaZ6rIh2VWg6ClGZRaCl4zWRijlaKacFMSLnmuTD2sGRAlasNYrUBpwbWRpdZGaWaKY3S-y13G8NJCaqp5aKPvTlaUcy7yIWeso_o7SsWQUgRTdQ8uZNxUOam2FVTbCqrfCjqD2BnW1sHmH7p6GI0mf95vY-6SRw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2555917544</pqid></control><display><type>article</type><title>Synthesis and in vivo evaluation of novel benzimidazole‐sulfonamide hybrids and Lucilia cuprina maggots' excretion/secretion topical gels for wound healing</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Sayed, Asmaa M. ; Saleh, Nashwa M. ; El‐Gaby, Mohamed S. A. ; Abdel‐Samad, Mohammad R. K. ; Taher, Fatma A.</creator><creatorcontrib>Sayed, Asmaa M. ; Saleh, Nashwa M. ; El‐Gaby, Mohamed S. A. ; Abdel‐Samad, Mohammad R. K. ; Taher, Fatma A.</creatorcontrib><description>A novel series of benzimidazole‐sulfonamide hybrids (6a–g) was designed, synthesized, and their structures were characterized by 1H NMR and 13C NMR spectral data. Further, all compounds were evaluated for their antibacterial effects. The synthesized benzimidazole‐sulfonamide hybrid (6d) showed the highest antibacterial activity against Staphylococcus aureus, Staphylococcus epidermis, Escherichia coli, and Klebsiella pneumonia. Different gel formulations for 6d were prepared and physically investigated. After in vivo evaluation for wound healing, the 6d gel formulation delayed the wound healing in animal model. But interestingly, a combination of 6d and Lucilia cuprina maggots' excretion/secretion showed remarkable enhancement in wound healing compared with 6d only. This combination opens up promising prospects for wound healing formulations.
N‐(4‐substituted sulfamoylphenyl)‐1H‐benzo[d]imidazole‐2‐carbohydrazonoyl‐cyanide series were synthesized by coupling of diazotized 4‐aminobenzenesulfonamides with 2‐cyanomethylbenzimidazole in the presence of sodium acetate. This series wes tested against some bacterial strains, and the compound 6d derivative showed the best antibacterial activity. In vivo, the sulfonamide 6d gel derivative delayed the wound contraction, while its activity was enhanced by combination with excretion/secretion of Lucilia cuprina maggots.</description><identifier>ISSN: 0009-4536</identifier><identifier>EISSN: 2192-6549</identifier><identifier>DOI: 10.1002/jccs.202000418</identifier><language>eng</language><publisher>Weinheim: Wiley‐VCH Verlag GmbH & Co. KGaA</publisher><subject>antibacterial ; benzimidazole ; E coli ; Epidermis ; Excretion ; excretion/secretion ; Formulations ; gel formulations ; Gels ; In vivo methods and tests ; Klebsiella ; Lucilia cuprina ; Maggots ; NMR ; Nuclear magnetic resonance ; sulfonamide ; Sulfonamides ; Synthesis ; Wound healing</subject><ispartof>Journal of the Chinese Chemical Society (Taipei), 2021-07, Vol.68 (7), p.1291-1301</ispartof><rights>2021 The Chemical Society Located in Taipei & Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3178-be928f68da95b4a3ffdcc2d05f805a51cfb7b4e0c9bf44bcecd95dfa8ddfcd4f3</citedby><cites>FETCH-LOGICAL-c3178-be928f68da95b4a3ffdcc2d05f805a51cfb7b4e0c9bf44bcecd95dfa8ddfcd4f3</cites><orcidid>0000-0003-4847-7986 ; 0000-0002-4902-5546 ; 0000-0003-1654-3184</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%2Fjccs.202000418$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjccs.202000418$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids></links><search><creatorcontrib>Sayed, Asmaa M.</creatorcontrib><creatorcontrib>Saleh, Nashwa M.</creatorcontrib><creatorcontrib>El‐Gaby, Mohamed S. A.</creatorcontrib><creatorcontrib>Abdel‐Samad, Mohammad R. K.</creatorcontrib><creatorcontrib>Taher, Fatma A.</creatorcontrib><title>Synthesis and in vivo evaluation of novel benzimidazole‐sulfonamide hybrids and Lucilia cuprina maggots' excretion/secretion topical gels for wound healing</title><title>Journal of the Chinese Chemical Society (Taipei)</title><description>A novel series of benzimidazole‐sulfonamide hybrids (6a–g) was designed, synthesized, and their structures were characterized by 1H NMR and 13C NMR spectral data. Further, all compounds were evaluated for their antibacterial effects. The synthesized benzimidazole‐sulfonamide hybrid (6d) showed the highest antibacterial activity against Staphylococcus aureus, Staphylococcus epidermis, Escherichia coli, and Klebsiella pneumonia. Different gel formulations for 6d were prepared and physically investigated. After in vivo evaluation for wound healing, the 6d gel formulation delayed the wound healing in animal model. But interestingly, a combination of 6d and Lucilia cuprina maggots' excretion/secretion showed remarkable enhancement in wound healing compared with 6d only. This combination opens up promising prospects for wound healing formulations.
N‐(4‐substituted sulfamoylphenyl)‐1H‐benzo[d]imidazole‐2‐carbohydrazonoyl‐cyanide series were synthesized by coupling of diazotized 4‐aminobenzenesulfonamides with 2‐cyanomethylbenzimidazole in the presence of sodium acetate. This series wes tested against some bacterial strains, and the compound 6d derivative showed the best antibacterial activity. In vivo, the sulfonamide 6d gel derivative delayed the wound contraction, while its activity was enhanced by combination with excretion/secretion of Lucilia cuprina maggots.</description><subject>antibacterial</subject><subject>benzimidazole</subject><subject>E coli</subject><subject>Epidermis</subject><subject>Excretion</subject><subject>excretion/secretion</subject><subject>Formulations</subject><subject>gel formulations</subject><subject>Gels</subject><subject>In vivo methods and tests</subject><subject>Klebsiella</subject><subject>Lucilia cuprina</subject><subject>Maggots</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>sulfonamide</subject><subject>Sulfonamides</subject><subject>Synthesis</subject><subject>Wound healing</subject><issn>0009-4536</issn><issn>2192-6549</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNqFkT1OAzEQhS0EEuGnpbZEQbXB67WTdYkifhWJIlCvvPY4ceTYwd5NCBVH4AJcjpOwURCUVDN6-t4bjR5CZznp54TQy7lSqU8JJYSwvNxDPZoLmg04E_uo14kiY7wYHKKjlOYdUlAueuhzsvHNDJJNWHqNrccruwoYVtK1srHB42CwDytwuAb_ZhdWy7fg4Ov9I7XOBC87BfBsU0erdxnjVllnJVbtMlov8UJOp6FJFxheVYRt5mWCnw03YWmVdHgKLmETIl6HtsuYgXTWT0_QgZEuwenPPEbPN9dPo7ts_Hh7P7oaZ6rIh2VWg6ClGZRaCl4zWRijlaKacFMSLnmuTD2sGRAlasNYrUBpwbWRpdZGaWaKY3S-y13G8NJCaqp5aKPvTlaUcy7yIWeso_o7SsWQUgRTdQ8uZNxUOam2FVTbCqrfCjqD2BnW1sHmH7p6GI0mf95vY-6SRw</recordid><startdate>202107</startdate><enddate>202107</enddate><creator>Sayed, Asmaa M.</creator><creator>Saleh, Nashwa M.</creator><creator>El‐Gaby, Mohamed S. A.</creator><creator>Abdel‐Samad, Mohammad R. K.</creator><creator>Taher, Fatma A.</creator><general>Wiley‐VCH Verlag GmbH & Co. KGaA</general><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-4847-7986</orcidid><orcidid>https://orcid.org/0000-0002-4902-5546</orcidid><orcidid>https://orcid.org/0000-0003-1654-3184</orcidid></search><sort><creationdate>202107</creationdate><title>Synthesis and in vivo evaluation of novel benzimidazole‐sulfonamide hybrids and Lucilia cuprina maggots' excretion/secretion topical gels for wound healing</title><author>Sayed, Asmaa M. ; Saleh, Nashwa M. ; El‐Gaby, Mohamed S. A. ; Abdel‐Samad, Mohammad R. K. ; Taher, Fatma A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3178-be928f68da95b4a3ffdcc2d05f805a51cfb7b4e0c9bf44bcecd95dfa8ddfcd4f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>antibacterial</topic><topic>benzimidazole</topic><topic>E coli</topic><topic>Epidermis</topic><topic>Excretion</topic><topic>excretion/secretion</topic><topic>Formulations</topic><topic>gel formulations</topic><topic>Gels</topic><topic>In vivo methods and tests</topic><topic>Klebsiella</topic><topic>Lucilia cuprina</topic><topic>Maggots</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>sulfonamide</topic><topic>Sulfonamides</topic><topic>Synthesis</topic><topic>Wound healing</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sayed, Asmaa M.</creatorcontrib><creatorcontrib>Saleh, Nashwa M.</creatorcontrib><creatorcontrib>El‐Gaby, Mohamed S. A.</creatorcontrib><creatorcontrib>Abdel‐Samad, Mohammad R. K.</creatorcontrib><creatorcontrib>Taher, Fatma A.</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of the Chinese Chemical Society (Taipei)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sayed, Asmaa M.</au><au>Saleh, Nashwa M.</au><au>El‐Gaby, Mohamed S. A.</au><au>Abdel‐Samad, Mohammad R. K.</au><au>Taher, Fatma A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and in vivo evaluation of novel benzimidazole‐sulfonamide hybrids and Lucilia cuprina maggots' excretion/secretion topical gels for wound healing</atitle><jtitle>Journal of the Chinese Chemical Society (Taipei)</jtitle><date>2021-07</date><risdate>2021</risdate><volume>68</volume><issue>7</issue><spage>1291</spage><epage>1301</epage><pages>1291-1301</pages><issn>0009-4536</issn><eissn>2192-6549</eissn><abstract>A novel series of benzimidazole‐sulfonamide hybrids (6a–g) was designed, synthesized, and their structures were characterized by 1H NMR and 13C NMR spectral data. Further, all compounds were evaluated for their antibacterial effects. The synthesized benzimidazole‐sulfonamide hybrid (6d) showed the highest antibacterial activity against Staphylococcus aureus, Staphylococcus epidermis, Escherichia coli, and Klebsiella pneumonia. Different gel formulations for 6d were prepared and physically investigated. After in vivo evaluation for wound healing, the 6d gel formulation delayed the wound healing in animal model. But interestingly, a combination of 6d and Lucilia cuprina maggots' excretion/secretion showed remarkable enhancement in wound healing compared with 6d only. This combination opens up promising prospects for wound healing formulations.
N‐(4‐substituted sulfamoylphenyl)‐1H‐benzo[d]imidazole‐2‐carbohydrazonoyl‐cyanide series were synthesized by coupling of diazotized 4‐aminobenzenesulfonamides with 2‐cyanomethylbenzimidazole in the presence of sodium acetate. This series wes tested against some bacterial strains, and the compound 6d derivative showed the best antibacterial activity. In vivo, the sulfonamide 6d gel derivative delayed the wound contraction, while its activity was enhanced by combination with excretion/secretion of Lucilia cuprina maggots.</abstract><cop>Weinheim</cop><pub>Wiley‐VCH Verlag GmbH & Co. KGaA</pub><doi>10.1002/jccs.202000418</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0003-4847-7986</orcidid><orcidid>https://orcid.org/0000-0002-4902-5546</orcidid><orcidid>https://orcid.org/0000-0003-1654-3184</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0009-4536 |
ispartof | Journal of the Chinese Chemical Society (Taipei), 2021-07, Vol.68 (7), p.1291-1301 |
issn | 0009-4536 2192-6549 |
language | eng |
recordid | cdi_crossref_primary_10_1002_jccs_202000418 |
source | Wiley Online Library Journals Frontfile Complete |
subjects | antibacterial benzimidazole E coli Epidermis Excretion excretion/secretion Formulations gel formulations Gels In vivo methods and tests Klebsiella Lucilia cuprina Maggots NMR Nuclear magnetic resonance sulfonamide Sulfonamides Synthesis Wound healing |
title | Synthesis and in vivo evaluation of novel benzimidazole‐sulfonamide hybrids and Lucilia cuprina maggots' excretion/secretion topical gels for wound healing |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-19T01%3A53%3A04IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20and%20in%20vivo%20evaluation%20of%20novel%20benzimidazole%E2%80%90sulfonamide%20hybrids%20and%20Lucilia%20cuprina%20maggots'%20excretion/secretion%20topical%20gels%20for%20wound%20healing&rft.jtitle=Journal%20of%20the%20Chinese%20Chemical%20Society%20(Taipei)&rft.au=Sayed,%20Asmaa%20M.&rft.date=2021-07&rft.volume=68&rft.issue=7&rft.spage=1291&rft.epage=1301&rft.pages=1291-1301&rft.issn=0009-4536&rft.eissn=2192-6549&rft_id=info:doi/10.1002/jccs.202000418&rft_dat=%3Cproquest_cross%3E2555917544%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2555917544&rft_id=info:pmid/&rfr_iscdi=true |