In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosis

Detalhes bibliográficos
Autor(a) principal: Caneschi,César Augusto
Data de Publicação: 2017
Outros Autores: Almeida,Angelina Maria de, Martins,Francislene Juliana, Hyaric,Mireille Le, Oliveira,Manoel Marques Evangelista, Macedo,Gilson Costa, Almeida,Mauro Vieira de, Raposo,Nádia Rezende Barbosa
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Brazilian Journal of Microbiology
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S1517-83822017000300476
Resumo: Abstract Onychomycosis is a fungal infection of the nail caused by high densities of filamentous fungi and yeasts. Treatment for this illness is long-term, and recurrences are frequently detected. This study evaluated in vitro antifungal activities of 12 organic compounds derived from amino alcohols against standard fungal strains, such as Trichophyton rubrum CCT 5507 URM 1666, Trichophyton mentagrophytes ATCC 11481, and Candida albicans ATCC 10231. The antifungal compounds were synthesized from p-hydroxybenzaldehyde (4a-4f) and p-hydroxybenzoic acid (9a-9f). Minimum inhibitory concentrations and minimum fungicidal concentrations were determined according to Clinical and Laboratory Standards Institute protocols M38-A2, M27-A3, and M27-S4. The amine series 4b-4e, mainly 4c and 4e compounds, were effective against filamentous fungi and yeast (MIC from 7.8 to 312 µg/mL). On the other hand, the amide series (9a-9f) did not present inhibitory effect against fungi, except amide 9c, which demonstrated activity only against C. albicans. This allowed us to infer that the presence of amine group and intermediate carbon number (8C-11C) in its aliphatic side chain seems to be important for antifungal activity. Although these compounds present cytotoxic activity on macrophages J774, our results suggest that these aromatic compounds might constitute potential as leader molecules in the development of more effective and less toxic analogs that could have considerable implications for future therapies of onychomycosis.
id SBM-1_a8fbe31f0e2176041dee5f7d458f27c8
oai_identifier_str oai:scielo:S1517-83822017000300476
network_acronym_str SBM-1
network_name_str Brazilian Journal of Microbiology
repository_id_str
spelling In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosisAmino alcoholsAmidesLipophilicityAntifungal activityOnychomycosisAbstract Onychomycosis is a fungal infection of the nail caused by high densities of filamentous fungi and yeasts. Treatment for this illness is long-term, and recurrences are frequently detected. This study evaluated in vitro antifungal activities of 12 organic compounds derived from amino alcohols against standard fungal strains, such as Trichophyton rubrum CCT 5507 URM 1666, Trichophyton mentagrophytes ATCC 11481, and Candida albicans ATCC 10231. The antifungal compounds were synthesized from p-hydroxybenzaldehyde (4a-4f) and p-hydroxybenzoic acid (9a-9f). Minimum inhibitory concentrations and minimum fungicidal concentrations were determined according to Clinical and Laboratory Standards Institute protocols M38-A2, M27-A3, and M27-S4. The amine series 4b-4e, mainly 4c and 4e compounds, were effective against filamentous fungi and yeast (MIC from 7.8 to 312 µg/mL). On the other hand, the amide series (9a-9f) did not present inhibitory effect against fungi, except amide 9c, which demonstrated activity only against C. albicans. This allowed us to infer that the presence of amine group and intermediate carbon number (8C-11C) in its aliphatic side chain seems to be important for antifungal activity. Although these compounds present cytotoxic activity on macrophages J774, our results suggest that these aromatic compounds might constitute potential as leader molecules in the development of more effective and less toxic analogs that could have considerable implications for future therapies of onychomycosis.Sociedade Brasileira de Microbiologia2017-07-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S1517-83822017000300476Brazilian Journal of Microbiology v.48 n.3 2017reponame:Brazilian Journal of Microbiologyinstname:Sociedade Brasileira de Microbiologia (SBM)instacron:SBM10.1016/j.bjm.2016.12.008info:eu-repo/semantics/openAccessCaneschi,César AugustoAlmeida,Angelina Maria deMartins,Francislene JulianaHyaric,Mireille LeOliveira,Manoel Marques EvangelistaMacedo,Gilson CostaAlmeida,Mauro Vieira deRaposo,Nádia Rezende Barbosaeng2017-07-31T00:00:00Zoai:scielo:S1517-83822017000300476Revistahttps://www.scielo.br/j/bjm/ONGhttps://old.scielo.br/oai/scielo-oai.phpbjm@sbmicrobiologia.org.br||mbmartin@usp.br1678-44051517-8382opendoar:2017-07-31T00:00Brazilian Journal of Microbiology - Sociedade Brasileira de Microbiologia (SBM)false
dc.title.none.fl_str_mv In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosis
title In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosis
spellingShingle In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosis
Caneschi,César Augusto
Amino alcohols
Amides
Lipophilicity
Antifungal activity
Onychomycosis
title_short In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosis
title_full In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosis
title_fullStr In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosis
title_full_unstemmed In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosis
title_sort In vitro antifungal activity of organic compounds derived from amino alcohols against onychomycosis
author Caneschi,César Augusto
author_facet Caneschi,César Augusto
Almeida,Angelina Maria de
Martins,Francislene Juliana
Hyaric,Mireille Le
Oliveira,Manoel Marques Evangelista
Macedo,Gilson Costa
Almeida,Mauro Vieira de
Raposo,Nádia Rezende Barbosa
author_role author
author2 Almeida,Angelina Maria de
Martins,Francislene Juliana
Hyaric,Mireille Le
Oliveira,Manoel Marques Evangelista
Macedo,Gilson Costa
Almeida,Mauro Vieira de
Raposo,Nádia Rezende Barbosa
author2_role author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Caneschi,César Augusto
Almeida,Angelina Maria de
Martins,Francislene Juliana
Hyaric,Mireille Le
Oliveira,Manoel Marques Evangelista
Macedo,Gilson Costa
Almeida,Mauro Vieira de
Raposo,Nádia Rezende Barbosa
dc.subject.por.fl_str_mv Amino alcohols
Amides
Lipophilicity
Antifungal activity
Onychomycosis
topic Amino alcohols
Amides
Lipophilicity
Antifungal activity
Onychomycosis
description Abstract Onychomycosis is a fungal infection of the nail caused by high densities of filamentous fungi and yeasts. Treatment for this illness is long-term, and recurrences are frequently detected. This study evaluated in vitro antifungal activities of 12 organic compounds derived from amino alcohols against standard fungal strains, such as Trichophyton rubrum CCT 5507 URM 1666, Trichophyton mentagrophytes ATCC 11481, and Candida albicans ATCC 10231. The antifungal compounds were synthesized from p-hydroxybenzaldehyde (4a-4f) and p-hydroxybenzoic acid (9a-9f). Minimum inhibitory concentrations and minimum fungicidal concentrations were determined according to Clinical and Laboratory Standards Institute protocols M38-A2, M27-A3, and M27-S4. The amine series 4b-4e, mainly 4c and 4e compounds, were effective against filamentous fungi and yeast (MIC from 7.8 to 312 µg/mL). On the other hand, the amide series (9a-9f) did not present inhibitory effect against fungi, except amide 9c, which demonstrated activity only against C. albicans. This allowed us to infer that the presence of amine group and intermediate carbon number (8C-11C) in its aliphatic side chain seems to be important for antifungal activity. Although these compounds present cytotoxic activity on macrophages J774, our results suggest that these aromatic compounds might constitute potential as leader molecules in the development of more effective and less toxic analogs that could have considerable implications for future therapies of onychomycosis.
publishDate 2017
dc.date.none.fl_str_mv 2017-07-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S1517-83822017000300476
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S1517-83822017000300476
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1016/j.bjm.2016.12.008
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Microbiologia
publisher.none.fl_str_mv Sociedade Brasileira de Microbiologia
dc.source.none.fl_str_mv Brazilian Journal of Microbiology v.48 n.3 2017
reponame:Brazilian Journal of Microbiology
instname:Sociedade Brasileira de Microbiologia (SBM)
instacron:SBM
instname_str Sociedade Brasileira de Microbiologia (SBM)
instacron_str SBM
institution SBM
reponame_str Brazilian Journal of Microbiology
collection Brazilian Journal of Microbiology
repository.name.fl_str_mv Brazilian Journal of Microbiology - Sociedade Brasileira de Microbiologia (SBM)
repository.mail.fl_str_mv bjm@sbmicrobiologia.org.br||mbmartin@usp.br
_version_ 1752122209185300480