Oleanolic Acid Complexation with Cyclodextrins Improves Its Cell Bio-Availability and Biological Activities for Cell Migration
Wound healing is a complex process to restore skin. Plant-derived bioactive compounds might be a source of substances for the treatment of wounds stalled in a non-resolving stage of wound healing. Oleanolic acid (OA), a pentacyclic triterpene, has shown favorable wound healing properties both in vit...
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MDPI AG
2023-10-01
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Online Access: | https://www.mdpi.com/1422-0067/24/19/14860 |
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author | Javier Stelling-Férez Santiago López-Miranda José Antonio Gabaldón Francisco José Nicolás |
author_facet | Javier Stelling-Férez Santiago López-Miranda José Antonio Gabaldón Francisco José Nicolás |
author_sort | Javier Stelling-Férez |
collection | DOAJ |
description | Wound healing is a complex process to restore skin. Plant-derived bioactive compounds might be a source of substances for the treatment of wounds stalled in a non-resolving stage of wound healing. Oleanolic acid (OA), a pentacyclic triterpene, has shown favorable wound healing properties both in vitro and in vivo. Unfortunately, OA cannot be solubilized in aqueous media, and it needs to be helped by the use of dimethyl sulfoxide (DMSO). In this paper, we have shown that cyclodextrins (CDs) are a good alternative to DMSO as agents to deliver OA to cells, providing better features than DMSO. Cyclodextrins are natural macromolecules that show a unique tridimensional structure that can encapsulate a wide variety of hydrophobic compounds. We have studied the cyclodextrin-encapsulated form of OA with OA/DMSO, comparing their stability, biological properties for cell migration, and cell viability. In addition, detailed parameters related to cell migration and cytoskeletal reorganization have been measured and compared. Our results show that OA-encapsulateds compound exhibit several advantages when compared to non-encapsulated OA in terms of chemical stability, migration enhancement, and preservation of cell viability. |
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issn | 1661-6596 1422-0067 |
language | English |
last_indexed | 2024-03-10T21:42:28Z |
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spelling | doaj.art-22f2b056a91242b0a2341bc0c65fff7b2023-11-19T14:31:42ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-10-0124191486010.3390/ijms241914860Oleanolic Acid Complexation with Cyclodextrins Improves Its Cell Bio-Availability and Biological Activities for Cell MigrationJavier Stelling-Férez0Santiago López-Miranda1José Antonio Gabaldón2Francisco José Nicolás3Department of Nutrition and Food Technology, Health Sciences PhD Program, Universidad Católica de San Antonio Murcia (UCAM), Campus de los Jerónimos n°135, Guadalupe, 30107 Murcia, SpainDepartment of Nutrition and Food Technology, Health Sciences PhD Program, Universidad Católica de San Antonio Murcia (UCAM), Campus de los Jerónimos n°135, Guadalupe, 30107 Murcia, SpainDepartment of Nutrition and Food Technology, Health Sciences PhD Program, Universidad Católica de San Antonio Murcia (UCAM), Campus de los Jerónimos n°135, Guadalupe, 30107 Murcia, SpainRegeneration, Molecular Oncology and TGF-β, Instituto Murciano de Investigación Biosanitaria (IMIB)-Arrixaca, Hospital Clínico Universitario Virgen de la Arrixaca, El Palmar, 30120 Murcia, SpainWound healing is a complex process to restore skin. Plant-derived bioactive compounds might be a source of substances for the treatment of wounds stalled in a non-resolving stage of wound healing. Oleanolic acid (OA), a pentacyclic triterpene, has shown favorable wound healing properties both in vitro and in vivo. Unfortunately, OA cannot be solubilized in aqueous media, and it needs to be helped by the use of dimethyl sulfoxide (DMSO). In this paper, we have shown that cyclodextrins (CDs) are a good alternative to DMSO as agents to deliver OA to cells, providing better features than DMSO. Cyclodextrins are natural macromolecules that show a unique tridimensional structure that can encapsulate a wide variety of hydrophobic compounds. We have studied the cyclodextrin-encapsulated form of OA with OA/DMSO, comparing their stability, biological properties for cell migration, and cell viability. In addition, detailed parameters related to cell migration and cytoskeletal reorganization have been measured and compared. Our results show that OA-encapsulateds compound exhibit several advantages when compared to non-encapsulated OA in terms of chemical stability, migration enhancement, and preservation of cell viability.https://www.mdpi.com/1422-0067/24/19/14860hydroxypropyl cyclodextrins (HP-CDs)oleanolic acid (OA)cell migrationMAP kinasesepidermal growth factor receptor (EGR)c-Jun |
spellingShingle | Javier Stelling-Férez Santiago López-Miranda José Antonio Gabaldón Francisco José Nicolás Oleanolic Acid Complexation with Cyclodextrins Improves Its Cell Bio-Availability and Biological Activities for Cell Migration International Journal of Molecular Sciences hydroxypropyl cyclodextrins (HP-CDs) oleanolic acid (OA) cell migration MAP kinases epidermal growth factor receptor (EGR) c-Jun |
title | Oleanolic Acid Complexation with Cyclodextrins Improves Its Cell Bio-Availability and Biological Activities for Cell Migration |
title_full | Oleanolic Acid Complexation with Cyclodextrins Improves Its Cell Bio-Availability and Biological Activities for Cell Migration |
title_fullStr | Oleanolic Acid Complexation with Cyclodextrins Improves Its Cell Bio-Availability and Biological Activities for Cell Migration |
title_full_unstemmed | Oleanolic Acid Complexation with Cyclodextrins Improves Its Cell Bio-Availability and Biological Activities for Cell Migration |
title_short | Oleanolic Acid Complexation with Cyclodextrins Improves Its Cell Bio-Availability and Biological Activities for Cell Migration |
title_sort | oleanolic acid complexation with cyclodextrins improves its cell bio availability and biological activities for cell migration |
topic | hydroxypropyl cyclodextrins (HP-CDs) oleanolic acid (OA) cell migration MAP kinases epidermal growth factor receptor (EGR) c-Jun |
url | https://www.mdpi.com/1422-0067/24/19/14860 |
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