Supramolecular hydrogels of β-cyclodextrin linked to calcium homopoly-L-guluronate for release of coumarins with trypanocidal activity
Association constants and thermodynamicsparameters on inclusion of four 3-amido coumarins that present trypanocidal activity, into 6-amino-beta-cyclodextrin (1: 1 stoichimetry) were determined. In addition, pure homopolymeric-a-L-guluronate fraction prepared by partial hydrolysis of sodium alginate...
Published in: | Carbohydrate Polymers |
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Language: | English |
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Online Access: | https://doi.org/10.1016/j.carbpol.2018.10.010 https://repositorio.uchile.cl/handle/2250/171336 |
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ftunivchile:oai:repositorio.uchile.cl:2250/171336 2023-05-15T13:34:35+02:00 Supramolecular hydrogels of β-cyclodextrin linked to calcium homopoly-L-guluronate for release of coumarins with trypanocidal activity Moncada Basualto, Mauricio Matsuhiro, B. Mansilla, A. Lapier, M. Maya Arango, Juan Olea Azar, Claudio 2019 application/pdf https://doi.org/10.1016/j.carbpol.2018.10.010 https://repositorio.uchile.cl/handle/2250/171336 en eng Elsevier Carbohydrate Polymers 204 (2019) 170–181 01448617 doi:10.1016/j.carbpol.2018.10.010 https://repositorio.uchile.cl/handle/2250/171336 Attribution-NonCommercial-NoDerivs 3.0 Chile http://creativecommons.org/licenses/by-nc-nd/3.0/cl/ CC-BY-NC-ND Carbohydrate polymers 3-Amidocoumarins Homopoly-L-guluronate Inclusion complex Sub-Antarctic macroalgae Supramolecular hydrogel Trypanosoma cruzi Artículo de revista 2019 ftunivchile https://doi.org/10.1016/j.carbpol.2018.10.010 2023-01-01T00:50:39Z Association constants and thermodynamicsparameters on inclusion of four 3-amido coumarins that present trypanocidal activity, into 6-amino-beta-cyclodextrin (1: 1 stoichimetry) were determined. In addition, pure homopolymeric-a-L-guluronate fraction prepared by partial hydrolysis of sodium alginate from Sub-Antarctic Kelp Durvillaea antarctica was conjugated with 6-amino-beta-cyclodextrin (64% yield). To glycoconjugates, 3-amido coumarins were incorporated (73% of encapsulation) and supramolecular hydrogels were prepared by gelation with Ca2+ ions. The trypanocidal activity of the inclusion complexes increased by 10%. Likewise, an increase in diffusion in artificial membrane was observed (13%). It was found that the inclusion complexes increased the variation of the mitochondrial potential of T. cruzi (17%). The lowest release of substituted amidocoumarins (ACS) from supramolecular hydrogels occurred at pH 1.2 whereas the maximum release (34%) was observed at pH 8.0. Encapsulation of lipophilic bioactive compounds in supramolecular hydrogels allows the generation of release systems sensitive to pH with potential application in biomedicine. Article in Journal/Newspaper Antarc* Antarctic Antarctica Universidad de Chile: Repositorio académico Antarctic Carbohydrate Polymers 204 170 181 |
institution |
Open Polar |
collection |
Universidad de Chile: Repositorio académico |
op_collection_id |
ftunivchile |
language |
English |
topic |
3-Amidocoumarins Homopoly-L-guluronate Inclusion complex Sub-Antarctic macroalgae Supramolecular hydrogel Trypanosoma cruzi |
spellingShingle |
3-Amidocoumarins Homopoly-L-guluronate Inclusion complex Sub-Antarctic macroalgae Supramolecular hydrogel Trypanosoma cruzi Moncada Basualto, Mauricio Matsuhiro, B. Mansilla, A. Lapier, M. Maya Arango, Juan Olea Azar, Claudio Supramolecular hydrogels of β-cyclodextrin linked to calcium homopoly-L-guluronate for release of coumarins with trypanocidal activity |
topic_facet |
3-Amidocoumarins Homopoly-L-guluronate Inclusion complex Sub-Antarctic macroalgae Supramolecular hydrogel Trypanosoma cruzi |
description |
Association constants and thermodynamicsparameters on inclusion of four 3-amido coumarins that present trypanocidal activity, into 6-amino-beta-cyclodextrin (1: 1 stoichimetry) were determined. In addition, pure homopolymeric-a-L-guluronate fraction prepared by partial hydrolysis of sodium alginate from Sub-Antarctic Kelp Durvillaea antarctica was conjugated with 6-amino-beta-cyclodextrin (64% yield). To glycoconjugates, 3-amido coumarins were incorporated (73% of encapsulation) and supramolecular hydrogels were prepared by gelation with Ca2+ ions. The trypanocidal activity of the inclusion complexes increased by 10%. Likewise, an increase in diffusion in artificial membrane was observed (13%). It was found that the inclusion complexes increased the variation of the mitochondrial potential of T. cruzi (17%). The lowest release of substituted amidocoumarins (ACS) from supramolecular hydrogels occurred at pH 1.2 whereas the maximum release (34%) was observed at pH 8.0. Encapsulation of lipophilic bioactive compounds in supramolecular hydrogels allows the generation of release systems sensitive to pH with potential application in biomedicine. |
format |
Article in Journal/Newspaper |
author |
Moncada Basualto, Mauricio Matsuhiro, B. Mansilla, A. Lapier, M. Maya Arango, Juan Olea Azar, Claudio |
author_facet |
Moncada Basualto, Mauricio Matsuhiro, B. Mansilla, A. Lapier, M. Maya Arango, Juan Olea Azar, Claudio |
author_sort |
Moncada Basualto, Mauricio |
title |
Supramolecular hydrogels of β-cyclodextrin linked to calcium homopoly-L-guluronate for release of coumarins with trypanocidal activity |
title_short |
Supramolecular hydrogels of β-cyclodextrin linked to calcium homopoly-L-guluronate for release of coumarins with trypanocidal activity |
title_full |
Supramolecular hydrogels of β-cyclodextrin linked to calcium homopoly-L-guluronate for release of coumarins with trypanocidal activity |
title_fullStr |
Supramolecular hydrogels of β-cyclodextrin linked to calcium homopoly-L-guluronate for release of coumarins with trypanocidal activity |
title_full_unstemmed |
Supramolecular hydrogels of β-cyclodextrin linked to calcium homopoly-L-guluronate for release of coumarins with trypanocidal activity |
title_sort |
supramolecular hydrogels of β-cyclodextrin linked to calcium homopoly-l-guluronate for release of coumarins with trypanocidal activity |
publisher |
Elsevier |
publishDate |
2019 |
url |
https://doi.org/10.1016/j.carbpol.2018.10.010 https://repositorio.uchile.cl/handle/2250/171336 |
geographic |
Antarctic |
geographic_facet |
Antarctic |
genre |
Antarc* Antarctic Antarctica |
genre_facet |
Antarc* Antarctic Antarctica |
op_source |
Carbohydrate polymers |
op_relation |
Carbohydrate Polymers 204 (2019) 170–181 01448617 doi:10.1016/j.carbpol.2018.10.010 https://repositorio.uchile.cl/handle/2250/171336 |
op_rights |
Attribution-NonCommercial-NoDerivs 3.0 Chile http://creativecommons.org/licenses/by-nc-nd/3.0/cl/ |
op_rightsnorm |
CC-BY-NC-ND |
op_doi |
https://doi.org/10.1016/j.carbpol.2018.10.010 |
container_title |
Carbohydrate Polymers |
container_volume |
204 |
container_start_page |
170 |
op_container_end_page |
181 |
_version_ |
1766054437903663104 |