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...

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Veröffentlicht in:Journal of the Chinese Chemical Society (Taipei) 2021-07, Vol.68 (7), p.1291-1301
Hauptverfasser: Sayed, Asmaa M., Saleh, Nashwa M., El‐Gaby, Mohamed S. A., Abdel‐Samad, Mohammad R. K., Taher, Fatma A.
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container_issue 7
container_start_page 1291
container_title Journal of the Chinese Chemical Society (Taipei)
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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.
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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 &amp; Co. 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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. 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A.</creator><creator>Abdel‐Samad, Mohammad R. K.</creator><creator>Taher, Fatma A.</creator><general>Wiley‐VCH Verlag GmbH &amp; 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. 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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. 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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
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