Antifungal Activity of Amphiphilic Perylene Bisimides
ABSTRACT: Perylene-based compounds, either naturally occurring or synthetic, have shown interesting biological activities. In this study, we report on the broad-spectrum antifungal properties of two lead amphiphilic perylene bisimides, compounds 4 and 5, which were synthesized from perylene-3,4,9,10...
- Autores:
-
Roa Linares, Vicky Constanza
Mesa Arango, Ana Cecilia
Zaragozá Cardells, Ramón José
González Cardenete, Miguel Ángel
- Tipo de recurso:
- Article of investigation
- Fecha de publicación:
- 2022
- Institución:
- Universidad de Antioquia
- Repositorio:
- Repositorio UdeA
- Idioma:
- eng
- OAI Identifier:
- oai:bibliotecadigital.udea.edu.co:10495/43336
- Acceso en línea:
- https://hdl.handle.net/10495/43336
- Palabra clave:
- Compuestos de Amonio
Ammonium Compounds
Antifúngicos
Antifungal Agents
Pruebas de Sensibilidad Microbiana
Microbial Sensitivity Tests
Perileno
Perylene
Espermina
Spermine
Ácido Trifluoroacético
Trifluoroacetic Acid
https://id.nlm.nih.gov/mesh/D064751
https://id.nlm.nih.gov/mesh/D000935
https://id.nlm.nih.gov/mesh/D008826
https://id.nlm.nih.gov/mesh/D010569
https://id.nlm.nih.gov/mesh/D013096
https://id.nlm.nih.gov/mesh/D014269
- Rights
- openAccess
- License
- https://creativecommons.org/licenses/by/4.0/
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| dc.title.spa.fl_str_mv |
Antifungal Activity of Amphiphilic Perylene Bisimides |
| title |
Antifungal Activity of Amphiphilic Perylene Bisimides |
| spellingShingle |
Antifungal Activity of Amphiphilic Perylene Bisimides Compuestos de Amonio Ammonium Compounds Antifúngicos Antifungal Agents Pruebas de Sensibilidad Microbiana Microbial Sensitivity Tests Perileno Perylene Espermina Spermine Ácido Trifluoroacético Trifluoroacetic Acid https://id.nlm.nih.gov/mesh/D064751 https://id.nlm.nih.gov/mesh/D000935 https://id.nlm.nih.gov/mesh/D008826 https://id.nlm.nih.gov/mesh/D010569 https://id.nlm.nih.gov/mesh/D013096 https://id.nlm.nih.gov/mesh/D014269 |
| title_short |
Antifungal Activity of Amphiphilic Perylene Bisimides |
| title_full |
Antifungal Activity of Amphiphilic Perylene Bisimides |
| title_fullStr |
Antifungal Activity of Amphiphilic Perylene Bisimides |
| title_full_unstemmed |
Antifungal Activity of Amphiphilic Perylene Bisimides |
| title_sort |
Antifungal Activity of Amphiphilic Perylene Bisimides |
| dc.creator.fl_str_mv |
Roa Linares, Vicky Constanza Mesa Arango, Ana Cecilia Zaragozá Cardells, Ramón José González Cardenete, Miguel Ángel |
| dc.contributor.author.none.fl_str_mv |
Roa Linares, Vicky Constanza Mesa Arango, Ana Cecilia Zaragozá Cardells, Ramón José González Cardenete, Miguel Ángel |
| dc.contributor.researchgroup.spa.fl_str_mv |
GRID - Grupo de Investigación Dermatológica Grupo Académico de Epidemiología Clínica |
| dc.subject.decs.none.fl_str_mv |
Compuestos de Amonio Ammonium Compounds Antifúngicos Antifungal Agents Pruebas de Sensibilidad Microbiana Microbial Sensitivity Tests Perileno Perylene Espermina Spermine Ácido Trifluoroacético Trifluoroacetic Acid |
| topic |
Compuestos de Amonio Ammonium Compounds Antifúngicos Antifungal Agents Pruebas de Sensibilidad Microbiana Microbial Sensitivity Tests Perileno Perylene Espermina Spermine Ácido Trifluoroacético Trifluoroacetic Acid https://id.nlm.nih.gov/mesh/D064751 https://id.nlm.nih.gov/mesh/D000935 https://id.nlm.nih.gov/mesh/D008826 https://id.nlm.nih.gov/mesh/D010569 https://id.nlm.nih.gov/mesh/D013096 https://id.nlm.nih.gov/mesh/D014269 |
| dc.subject.meshuri.none.fl_str_mv |
https://id.nlm.nih.gov/mesh/D064751 https://id.nlm.nih.gov/mesh/D000935 https://id.nlm.nih.gov/mesh/D008826 https://id.nlm.nih.gov/mesh/D010569 https://id.nlm.nih.gov/mesh/D013096 https://id.nlm.nih.gov/mesh/D014269 |
| description |
ABSTRACT: Perylene-based compounds, either naturally occurring or synthetic, have shown interesting biological activities. In this study, we report on the broad-spectrum antifungal properties of two lead amphiphilic perylene bisimides, compounds 4 and 5, which were synthesized from perylene-3,4,9,10-tetracarboxylic dianhydride by condensation with spermine and an ammonium salt formation. The antifungal activity was evaluated using a collection of fungal strains and clinical isolates from patients with onychomycosis or sporotrichosis. Both molecules displayed an interesting antifungal profile with MIC values in the range of 2-25 μM, being as active as several reference drugs, even more potent in some particular strains. The ammonium trifluoroacetate salt 5 showed the highest activity with a MIC value of 2.1 μM for all tested Candida spp., two Cryptococcus spp., two Fusarium spp., and one Neoscytalidium spp. strain. Therefore, these amphiphilic molecules with the perylene moiety and cationic ammonium side chains represent important structural features for the development of novel antifungals. |
| publishDate |
2022 |
| dc.date.issued.none.fl_str_mv |
2022 |
| dc.date.accessioned.none.fl_str_mv |
2024-11-10T13:50:25Z |
| dc.date.available.none.fl_str_mv |
2024-11-10T13:50:25Z |
| dc.type.spa.fl_str_mv |
Artículo de investigación |
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http://purl.org/coar/resource_type/c_2df8fbb1 |
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https://purl.org/redcol/resource_type/ART |
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http://purl.org/coar/version/c_970fb48d4fbd8a85 |
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info:eu-repo/semantics/article |
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info:eu-repo/semantics/publishedVersion |
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http://purl.org/coar/resource_type/c_2df8fbb1 |
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| dc.identifier.citation.spa.fl_str_mv |
Roa-Linares VC, Mesa-Arango AC, Zaragozá RJ, González-Cardenete MA. Antifungal Activity of Amphiphilic Perylene Bisimides. Molecules. 2022 Oct 14;27(20):6890. doi: 10.3390/molecules27206890. |
| dc.identifier.uri.none.fl_str_mv |
https://hdl.handle.net/10495/43336 |
| dc.identifier.doi.none.fl_str_mv |
10.3390/molecules27206890 |
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1420-3049 |
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Roa-Linares VC, Mesa-Arango AC, Zaragozá RJ, González-Cardenete MA. Antifungal Activity of Amphiphilic Perylene Bisimides. Molecules. 2022 Oct 14;27(20):6890. doi: 10.3390/molecules27206890. 10.3390/molecules27206890 1420-3049 |
| url |
https://hdl.handle.net/10495/43336 |
| dc.language.iso.spa.fl_str_mv |
eng |
| language |
eng |
| dc.relation.ispartofjournalabbrev.spa.fl_str_mv |
Molecules |
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13 |
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20 |
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1 |
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27 |
| dc.relation.ispartofjournal.spa.fl_str_mv |
Molecules |
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https://creativecommons.org/licenses/by/4.0/ |
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https://creativecommons.org/licenses/by/4.0/ An error occurred getting the license - uri. http://purl.org/coar/access_right/c_abf2 |
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openAccess |
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13 páginas |
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application/pdf |
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MDPI |
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Basilea, Suiza |
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Universidad de Antioquia |
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Roa Linares, Vicky ConstanzaMesa Arango, Ana CeciliaZaragozá Cardells, Ramón JoséGonzález Cardenete, Miguel ÁngelGRID - Grupo de Investigación DermatológicaGrupo Académico de Epidemiología Clínica2024-11-10T13:50:25Z2024-11-10T13:50:25Z2022Roa-Linares VC, Mesa-Arango AC, Zaragozá RJ, González-Cardenete MA. Antifungal Activity of Amphiphilic Perylene Bisimides. Molecules. 2022 Oct 14;27(20):6890. doi: 10.3390/molecules27206890.https://hdl.handle.net/10495/4333610.3390/molecules272068901420-3049ABSTRACT: Perylene-based compounds, either naturally occurring or synthetic, have shown interesting biological activities. In this study, we report on the broad-spectrum antifungal properties of two lead amphiphilic perylene bisimides, compounds 4 and 5, which were synthesized from perylene-3,4,9,10-tetracarboxylic dianhydride by condensation with spermine and an ammonium salt formation. The antifungal activity was evaluated using a collection of fungal strains and clinical isolates from patients with onychomycosis or sporotrichosis. Both molecules displayed an interesting antifungal profile with MIC values in the range of 2-25 μM, being as active as several reference drugs, even more potent in some particular strains. The ammonium trifluoroacetate salt 5 showed the highest activity with a MIC value of 2.1 μM for all tested Candida spp., two Cryptococcus spp., two Fusarium spp., and one Neoscytalidium spp. strain. 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