Phenylboronic Acid-Grafted Chitosan Nanocapsules for Effective Delivery and Controllable Release of Natural Antioxidants: Olive Oil and Hydroxytyrosol
Olives and virgin olive oil (VOO) are a staple of Mediterranean diets and are rich in several beneficial phenolic compounds, including hydroxytyrosol (HT). Therefore, VOO was extracted from Koroneiki olive fruits, and its volatile as well as phenolic components were identified. Meanwhile, in order t...
| Main Authors: | , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2022-12-01
|
| Series: | Pharmaceutics |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1999-4923/15/1/81 |
| _version_ | 1827622593177321472 |
|---|---|
| author | Omnia M. Hendawy Mohammad M. Al-Sanea Rehab M. Elbargisy Hidayat Ur Rahman Ahmed A. B. Mohamed Islam Kamal Reda F. M. Elshaarawy Amgad I. M. Khedr Wesam Abd El-Fattah |
| author_facet | Omnia M. Hendawy Mohammad M. Al-Sanea Rehab M. Elbargisy Hidayat Ur Rahman Ahmed A. B. Mohamed Islam Kamal Reda F. M. Elshaarawy Amgad I. M. Khedr Wesam Abd El-Fattah |
| author_sort | Omnia M. Hendawy |
| collection | DOAJ |
| description | Olives and virgin olive oil (VOO) are a staple of Mediterranean diets and are rich in several beneficial phenolic compounds, including hydroxytyrosol (HT). Therefore, VOO was extracted from Koroneiki olive fruits, and its volatile as well as phenolic components were identified. Meanwhile, in order to upgrade the pharmaceutical capabilities of VOO and HT, a new conjugate phenylboronic acid-chitosan nanoparticles (PBA-CSNPs, NF-1) was fabricated and applied as nanocapsules for implanting high loading and efficient delivery of VOO and HT nanoformulations (NF-2 and NF-3). Due to the H-bonding interactions and boronate ester formation between the hydroxyl groups of the phenolic content of VOO or HT and the PBA groups in the nanocapsules (NF-1), VOO and HT were successfully loaded into the PBA-CSNPs nanocapsules with high loading contents and encapsulation efficacies. The NF-2 and NF-3 nanoformulations demonstrated physicochemical stability, as revealed by their respective zeta potential values, and pH-triggered drug release characteristics. The in vitro studies demonstrated that the nascent nanocapsules were almost completely nontoxic to both healthy and cancer cells, whereas VOO-loaded (NF-2) and HT-loaded nanocapsules (NF-3) showed efficient anti-breast cancer efficiencies. In addition, the antimicrobial and antioxidant potentials of VOO and HT were significantly improved after nanoencapsulation. |
| first_indexed | 2024-03-09T11:28:43Z |
| format | Article |
| id | doaj.art-aa1c27c2a86e4f60b613cb22260af21b |
| institution | Directory Open Access Journal |
| issn | 1999-4923 |
| language | English |
| last_indexed | 2024-03-09T11:28:43Z |
| publishDate | 2022-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Pharmaceutics |
| spelling | doaj.art-aa1c27c2a86e4f60b613cb22260af21b2023-11-30T23:57:23ZengMDPI AGPharmaceutics1999-49232022-12-011518110.3390/pharmaceutics15010081Phenylboronic Acid-Grafted Chitosan Nanocapsules for Effective Delivery and Controllable Release of Natural Antioxidants: Olive Oil and HydroxytyrosolOmnia M. Hendawy0Mohammad M. Al-Sanea1Rehab M. Elbargisy2Hidayat Ur Rahman3Ahmed A. B. Mohamed4Islam Kamal5Reda F. M. Elshaarawy6Amgad I. M. Khedr7Wesam Abd El-Fattah8Department of Pharmacology, College of Pharmacy, Jouf University, Sakaka 72341, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, Jouf University, Sakaka 72341, Saudi ArabiaDepartment of Pharmaceutics, College of Pharmacy, Jouf University, Sakaka 72341, Saudi ArabiaDepartment of Clinical Pharmacy, College of Pharmacy, Jouf University, Sakaka 72341, Saudi ArabiaDepartment of Chemistry, College of Science, Jouf University, Sakaka 72341, Saudi ArabiaDepartment of Pharmaceutics, Faculty of Pharmacy, Port Said University, Port Said 42526, EgyptDepartment of Chemistry, Faculty of Science, Suez University, Suez 43533, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Port Said University, Port Said 42526, EgyptChemistry Department, College of Science, IMSIU (Imam Mohammad Ibn Saud Islamic University), Riyadh 11432, Saudi ArabiaOlives and virgin olive oil (VOO) are a staple of Mediterranean diets and are rich in several beneficial phenolic compounds, including hydroxytyrosol (HT). Therefore, VOO was extracted from Koroneiki olive fruits, and its volatile as well as phenolic components were identified. Meanwhile, in order to upgrade the pharmaceutical capabilities of VOO and HT, a new conjugate phenylboronic acid-chitosan nanoparticles (PBA-CSNPs, NF-1) was fabricated and applied as nanocapsules for implanting high loading and efficient delivery of VOO and HT nanoformulations (NF-2 and NF-3). Due to the H-bonding interactions and boronate ester formation between the hydroxyl groups of the phenolic content of VOO or HT and the PBA groups in the nanocapsules (NF-1), VOO and HT were successfully loaded into the PBA-CSNPs nanocapsules with high loading contents and encapsulation efficacies. The NF-2 and NF-3 nanoformulations demonstrated physicochemical stability, as revealed by their respective zeta potential values, and pH-triggered drug release characteristics. The in vitro studies demonstrated that the nascent nanocapsules were almost completely nontoxic to both healthy and cancer cells, whereas VOO-loaded (NF-2) and HT-loaded nanocapsules (NF-3) showed efficient anti-breast cancer efficiencies. In addition, the antimicrobial and antioxidant potentials of VOO and HT were significantly improved after nanoencapsulation.https://www.mdpi.com/1999-4923/15/1/81virgin olive oil and hydroxytyrosolphenylboronic acid-chitosan nanocapsulespharmaceutical characteristics and potentials |
| spellingShingle | Omnia M. Hendawy Mohammad M. Al-Sanea Rehab M. Elbargisy Hidayat Ur Rahman Ahmed A. B. Mohamed Islam Kamal Reda F. M. Elshaarawy Amgad I. M. Khedr Wesam Abd El-Fattah Phenylboronic Acid-Grafted Chitosan Nanocapsules for Effective Delivery and Controllable Release of Natural Antioxidants: Olive Oil and Hydroxytyrosol Pharmaceutics virgin olive oil and hydroxytyrosol phenylboronic acid-chitosan nanocapsules pharmaceutical characteristics and potentials |
| title | Phenylboronic Acid-Grafted Chitosan Nanocapsules for Effective Delivery and Controllable Release of Natural Antioxidants: Olive Oil and Hydroxytyrosol |
| title_full | Phenylboronic Acid-Grafted Chitosan Nanocapsules for Effective Delivery and Controllable Release of Natural Antioxidants: Olive Oil and Hydroxytyrosol |
| title_fullStr | Phenylboronic Acid-Grafted Chitosan Nanocapsules for Effective Delivery and Controllable Release of Natural Antioxidants: Olive Oil and Hydroxytyrosol |
| title_full_unstemmed | Phenylboronic Acid-Grafted Chitosan Nanocapsules for Effective Delivery and Controllable Release of Natural Antioxidants: Olive Oil and Hydroxytyrosol |
| title_short | Phenylboronic Acid-Grafted Chitosan Nanocapsules for Effective Delivery and Controllable Release of Natural Antioxidants: Olive Oil and Hydroxytyrosol |
| title_sort | phenylboronic acid grafted chitosan nanocapsules for effective delivery and controllable release of natural antioxidants olive oil and hydroxytyrosol |
| topic | virgin olive oil and hydroxytyrosol phenylboronic acid-chitosan nanocapsules pharmaceutical characteristics and potentials |
| url | https://www.mdpi.com/1999-4923/15/1/81 |
| work_keys_str_mv | AT omniamhendawy phenylboronicacidgraftedchitosannanocapsulesforeffectivedeliveryandcontrollablereleaseofnaturalantioxidantsoliveoilandhydroxytyrosol AT mohammadmalsanea phenylboronicacidgraftedchitosannanocapsulesforeffectivedeliveryandcontrollablereleaseofnaturalantioxidantsoliveoilandhydroxytyrosol AT rehabmelbargisy phenylboronicacidgraftedchitosannanocapsulesforeffectivedeliveryandcontrollablereleaseofnaturalantioxidantsoliveoilandhydroxytyrosol AT hidayaturrahman phenylboronicacidgraftedchitosannanocapsulesforeffectivedeliveryandcontrollablereleaseofnaturalantioxidantsoliveoilandhydroxytyrosol AT ahmedabmohamed phenylboronicacidgraftedchitosannanocapsulesforeffectivedeliveryandcontrollablereleaseofnaturalantioxidantsoliveoilandhydroxytyrosol AT islamkamal phenylboronicacidgraftedchitosannanocapsulesforeffectivedeliveryandcontrollablereleaseofnaturalantioxidantsoliveoilandhydroxytyrosol AT redafmelshaarawy phenylboronicacidgraftedchitosannanocapsulesforeffectivedeliveryandcontrollablereleaseofnaturalantioxidantsoliveoilandhydroxytyrosol AT amgadimkhedr phenylboronicacidgraftedchitosannanocapsulesforeffectivedeliveryandcontrollablereleaseofnaturalantioxidantsoliveoilandhydroxytyrosol AT wesamabdelfattah phenylboronicacidgraftedchitosannanocapsulesforeffectivedeliveryandcontrollablereleaseofnaturalantioxidantsoliveoilandhydroxytyrosol |