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Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems

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Resumo:A therapeutic deep eutectic system (THEDES) is here defined as a deep eutectic solvent (DES) having an active pharmaceutical ingredient (API) as one of the components. In this work, THEDESs are proposed as enhanced transporters and delivery vehicles for bioactive molecules. THEDESs based on choline chloride (ChCl) or menthol conjugated with three different APIs, namely acetylsalicylic acid (AA), benzoic acid (BA) and phenylacetic acid (PA), were synthesized and characterized for thermal behaviour, structural features, dissolution rate and antibacterial activity. Differential scanning calorimetry and polarized optical microscopy showed that ChCl:PA (1:1), ChCl:AA (1:1), menthol:AA (3:1), menthol:BA (3:1), menthol:PA (2:1) and menthol:PA (3:1) were liquid at room temperature. Dissolution studies in PBS led to increased dissolution rates for the APIs when in the form of THEDES, compared to the API alone. The increase in dissolution rate was particularly noticeable for menthol-based THEDES. Antibacterial activity was assessed using both Gram-positive and Gram-negative model organisms. The results show that all the THEDESs retain the antibacterial activity of the API. Overall, our results highlight the great potential of THEDES as dissolution enhancers in the development of novel and more effective drug delivery systems.
Autores principais:Aroso, Ivo Manuel Ascensão
Outros Autores:Silva, João C.; Mano, Francisca; Ferreira, Ana S. D.; Dionísio, Madalena; Nogueira, Isabel Sá; Barreiros, Susana; Reis, R. L.; Paiva, Alexandre; Duarte, Ana Rita C.
Assunto:Therapeutic deep eutectic systems Drug solubility Green technologies Pharmaceutical and biomedical applications
Ano:2016
País:Portugal
Tipo de documento:artigo
Tipo de acesso:acesso restrito
Instituição associada:Universidade do Minho
Idioma:inglês
Origem:RepositóriUM - Universidade do Minho
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author Aroso, Ivo Manuel Ascensão
author2 Silva, João C.
Mano, Francisca
Ferreira, Ana S. D.
Dionísio, Madalena
Nogueira, Isabel Sá
Barreiros, Susana
Reis, R. L.
Paiva, Alexandre
Duarte, Ana Rita C.
author2_role author
author
author
author
author
author
author
author
author
author_facet Aroso, Ivo Manuel Ascensão
Silva, João C.
Mano, Francisca
Ferreira, Ana S. D.
Dionísio, Madalena
Nogueira, Isabel Sá
Barreiros, Susana
Reis, R. L.
Paiva, Alexandre
Duarte, Ana Rita C.
author_role author
contributor_name_str_mv RepositóriUM - Universidade do Minho
country_str PT
creators_json_txt [{\"Person.name\":\"Aroso, Ivo Manuel Ascensão\"},{\"Person.name\":\"Silva, João C.\"},{\"Person.name\":\"Mano, Francisca\"},{\"Person.name\":\"Ferreira, Ana S. D.\"},{\"Person.name\":\"Dionísio, Madalena\"},{\"Person.name\":\"Nogueira, Isabel Sá\"},{\"Person.name\":\"Barreiros, Susana\"},{\"Person.name\":\"Reis, R. L.\"},{\"Person.name\":\"Paiva, Alexandre\"},{\"Person.name\":\"Duarte, Ana Rita C.\"}]
datacite.contributors.contributor.contributorName.fl_str_mv RepositóriUM - Universidade do Minho
datacite.creators.creator.creatorName.fl_str_mv Aroso, Ivo Manuel Ascensão
Silva, João C.
Mano, Francisca
Ferreira, Ana S. D.
Dionísio, Madalena
Nogueira, Isabel Sá
Barreiros, Susana
Reis, R. L.
Paiva, Alexandre
Duarte, Ana Rita C.
datacite.date.Accepted.fl_str_mv 2016-01-01T00:00:00Z
datacite.rights.fl_str_mv http://purl.org/coar/access_right/c_16ec
datacite.subjects.subject.fl_str_mv Therapeutic deep eutectic systems
Drug solubility
Green technologies
Pharmaceutical and biomedical applications
datacite.titles.title.fl_str_mv Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems
dc.contributor.none.fl_str_mv RepositóriUM - Universidade do Minho
dc.creator.none.fl_str_mv Aroso, Ivo Manuel Ascensão
Silva, João C.
Mano, Francisca
Ferreira, Ana S. D.
Dionísio, Madalena
Nogueira, Isabel Sá
Barreiros, Susana
Reis, R. L.
Paiva, Alexandre
Duarte, Ana Rita C.
dc.date.Accepted.fl_str_mv 2016-01-01T00:00:00Z
dc.format.none.fl_str_mv application/pdf
dc.identifier.none.fl_str_mv https://hdl.handle.net/1822/40289
dc.language.none.fl_str_mv eng
dc.publisher.none.fl_str_mv Elsevier
dc.rights.none.fl_str_mv http://purl.org/coar/access_right/c_16ec
dc.subject.none.fl_str_mv Therapeutic deep eutectic systems
Drug solubility
Green technologies
Pharmaceutical and biomedical applications
dc.title.fl_str_mv Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems
dc.type.none.fl_str_mv http://purl.org/coar/resource_type/c_6501
description A therapeutic deep eutectic system (THEDES) is here defined as a deep eutectic solvent (DES) having an active pharmaceutical ingredient (API) as one of the components. In this work, THEDESs are proposed as enhanced transporters and delivery vehicles for bioactive molecules. THEDESs based on choline chloride (ChCl) or menthol conjugated with three different APIs, namely acetylsalicylic acid (AA), benzoic acid (BA) and phenylacetic acid (PA), were synthesized and characterized for thermal behaviour, structural features, dissolution rate and antibacterial activity. Differential scanning calorimetry and polarized optical microscopy showed that ChCl:PA (1:1), ChCl:AA (1:1), menthol:AA (3:1), menthol:BA (3:1), menthol:PA (2:1) and menthol:PA (3:1) were liquid at room temperature. Dissolution studies in PBS led to increased dissolution rates for the APIs when in the form of THEDES, compared to the API alone. The increase in dissolution rate was particularly noticeable for menthol-based THEDES. Antibacterial activity was assessed using both Gram-positive and Gram-negative model organisms. The results show that all the THEDESs retain the antibacterial activity of the API. Overall, our results highlight the great potential of THEDES as dissolution enhancers in the development of novel and more effective drug delivery systems.
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eu_rights_str_mv restrictedAccess
format article
fulltext.url.fl_str_mv https://repositorium.uminho.pt/bitstreams/67dc87cb-c1af-4354-b387-82ef0b3c4743/download
id rum_4868cd168a2d723ca08e6decdfb587bd
identifier.url.fl_str_mv https://hdl.handle.net/1822/40289
instacron_str repositorium
institution Universidade do Minho
instname_str Universidade do Minho
language eng
network_acronym_str rum
network_name_str RepositóriUM - Universidade do Minho
oai_identifier_str oai:repositorium.uminho.pt:1822/40289
organization_str_mv urn:organizationAcronym:repositorium
person_str_mv Aroso, Ivo Manuel Ascensão
Silva, João C.
Mano, Francisca
Ferreira, Ana S. D.
Dionísio, Madalena
Nogueira, Isabel Sá
Barreiros, Susana
Reis, R. L.
Paiva, Alexandre
Duarte, Ana Rita C.
publishDate 2016
publisher.none.fl_str_mv Elsevier
reponame_str RepositóriUM - Universidade do Minho
repository_id_str urn:repositoryAcronym:rum
service_str_mv urn:repositoryAcronym:rum
spelling engElsevierporA therapeutic deep eutectic system (THEDES) is here defined as a deep eutectic solvent (DES) having an active pharmaceutical ingredient (API) as one of the components. In this work, THEDESs are proposed as enhanced transporters and delivery vehicles for bioactive molecules. THEDESs based on choline chloride (ChCl) or menthol conjugated with three different APIs, namely acetylsalicylic acid (AA), benzoic acid (BA) and phenylacetic acid (PA), were synthesized and characterized for thermal behaviour, structural features, dissolution rate and antibacterial activity. Differential scanning calorimetry and polarized optical microscopy showed that ChCl:PA (1:1), ChCl:AA (1:1), menthol:AA (3:1), menthol:BA (3:1), menthol:PA (2:1) and menthol:PA (3:1) were liquid at room temperature. Dissolution studies in PBS led to increased dissolution rates for the APIs when in the form of THEDES, compared to the API alone. The increase in dissolution rate was particularly noticeable for menthol-based THEDES. Antibacterial activity was assessed using both Gram-positive and Gram-negative model organisms. The results show that all the THEDESs retain the antibacterial activity of the API. Overall, our results highlight the great potential of THEDES as dissolution enhancers in the development of novel and more effective drug delivery systems.application/pdfporDissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systemsAroso, Ivo Manuel AscensãoSilva, João C.Mano, FranciscaFerreira, Ana S. D.Dionísio, MadalenaNogueira, Isabel SáBarreiros, SusanaReis, R. L.Paiva, AlexandreDuarte, Ana Rita C.HostingInstitutionOrganizationalRepositóriUM - Universidade do Minhoe-mailmailto:repositorium@usdb.uminho.ptrepositorium@usdb.uminho.ptCITATIONAroso I. M., Silva J. C., Mano F., Ferreira A. S., Dionísio M., Sá-Nogueira I., Barreiros S., Reis R. L., Paiva A., Duarte A. R. C. Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems, European Journal of Pharmaceutics and Biopharmaceutics, Vol. 98, pp. 57-66, doi:10.1016/j.ejpb.2015.11.002, 2015PMID26586342ISSNIsPartOf0939-6411DOIIsPartOf10.1016/j.ejpb.2015.11.00220162015-122016-02-01T09:50:01Z2016-01-01T00:00:00ZHandlehttps://hdl.handle.net/1822/40289http://purl.org/coar/access_right/c_16ecrestricted accessTherapeutic deep eutectic systemsDrug solubilityGreen technologiesPharmaceutical and biomedical applications2604819 bytesliteraturehttp://purl.org/coar/resource_type/c_6501journal articlehttp://purl.org/coar/access_right/c_16ecapplication/pdffulltexthttps://repositorium.uminho.pt/bitstreams/67dc87cb-c1af-4354-b387-82ef0b3c4743/download
spellingShingle Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems
Aroso, Ivo Manuel Ascensão
Therapeutic deep eutectic systems
Drug solubility
Green technologies
Pharmaceutical and biomedical applications
status SINGLETON
subject.fl_str_mv Therapeutic deep eutectic systems
Drug solubility
Green technologies
Pharmaceutical and biomedical applications
title Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems
title_full Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems
title_fullStr Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems
title_full_unstemmed Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems
title_short Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems
title_sort Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems
topic Therapeutic deep eutectic systems
Drug solubility
Green technologies
Pharmaceutical and biomedical applications
topic_facet Therapeutic deep eutectic systems
Drug solubility
Green technologies
Pharmaceutical and biomedical applications
url https://hdl.handle.net/1822/40289
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