PEG-Modified <i>tert</i>-Octylcalix[8]arenes as Drug Delivery Nanocarriers of Silibinin
The hepatoprotective properties of silibinin, as well its therapeutic potential as an anticancer and chemo-preventive agent, have failed to progress towards clinical development and commercialization due to this material’s unfavorable pharmacokinetics and physicochemical properties, low aqueous solu...
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| Format: | Article |
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MDPI AG
2021-11-01
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| Series: | Pharmaceutics |
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| Online Access: | https://www.mdpi.com/1999-4923/13/12/2025 |
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| author | Desislava Budurova Denitsa Momekova Georgi Momekov Pavletta Shestakova Hristo Penchev Stanislav Rangelov |
| author_facet | Desislava Budurova Denitsa Momekova Georgi Momekov Pavletta Shestakova Hristo Penchev Stanislav Rangelov |
| author_sort | Desislava Budurova |
| collection | DOAJ |
| description | The hepatoprotective properties of silibinin, as well its therapeutic potential as an anticancer and chemo-preventive agent, have failed to progress towards clinical development and commercialization due to this material’s unfavorable pharmacokinetics and physicochemical properties, low aqueous solubility, and chemical instability. The present contribution is focused on the feasibility of using PEGylated calixarene, in particular polyoxyethylene-derivatized <i>tert</i>-octylcalix[8]arene, to prepare various platforms for the delivery of silibinin, such as inclusion complexes and supramolecular aggregates thereof. The inclusion complex is characterized by various instrumental methods. At concentrations exceeding the critical micellization concentration of PEGylated calixarene, the tremendous solubility increment of silibinin is attributed to the additional solubilization and hydrophobic non-covalent interactions of the drug with supramolecular aggregates. PEG-modified <i>tert</i>-octylcalix[8]arenes, used as drug delivery carriers for silibinin, were additionally investigated for cytotoxicity against human tumor cell lines. |
| first_indexed | 2024-03-10T03:20:57Z |
| format | Article |
| id | doaj.art-e69882b7a353479d9c92b1836bdeba3c |
| institution | Directory Open Access Journal |
| issn | 1999-4923 |
| language | English |
| last_indexed | 2024-03-10T03:20:57Z |
| publishDate | 2021-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Pharmaceutics |
| spelling | doaj.art-e69882b7a353479d9c92b1836bdeba3c2023-11-23T10:04:53ZengMDPI AGPharmaceutics1999-49232021-11-011312202510.3390/pharmaceutics13122025PEG-Modified <i>tert</i>-Octylcalix[8]arenes as Drug Delivery Nanocarriers of SilibininDesislava Budurova0Denitsa Momekova1Georgi Momekov2Pavletta Shestakova3Hristo Penchev4Stanislav Rangelov5Institute of Polymers, Bulgarian Academy of Sciences, 103 Acad. Georgi Bonchev St., 1113 Sofia, BulgariaDepartment of Pharmaceutical Technology and Biopharmaceutics, Faculty of Pharmacy, Medical University—Sofia, 2 Dunav St., 1000 Sofia, BulgariaDepartment of Pharmacology, Pharmacotherapy and Toxicology, Faculty of Pharmacy, Medical University—Sofia, 2 Dunav St., 1000 Sofia, BulgariaInstitute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. Georgi Bonchev St. Bldg 9, 1113 Sofia, BulgariaInstitute of Polymers, Bulgarian Academy of Sciences, 103 Acad. Georgi Bonchev St., 1113 Sofia, BulgariaInstitute of Polymers, Bulgarian Academy of Sciences, 103 Acad. Georgi Bonchev St., 1113 Sofia, BulgariaThe hepatoprotective properties of silibinin, as well its therapeutic potential as an anticancer and chemo-preventive agent, have failed to progress towards clinical development and commercialization due to this material’s unfavorable pharmacokinetics and physicochemical properties, low aqueous solubility, and chemical instability. The present contribution is focused on the feasibility of using PEGylated calixarene, in particular polyoxyethylene-derivatized <i>tert</i>-octylcalix[8]arene, to prepare various platforms for the delivery of silibinin, such as inclusion complexes and supramolecular aggregates thereof. The inclusion complex is characterized by various instrumental methods. At concentrations exceeding the critical micellization concentration of PEGylated calixarene, the tremendous solubility increment of silibinin is attributed to the additional solubilization and hydrophobic non-covalent interactions of the drug with supramolecular aggregates. PEG-modified <i>tert</i>-octylcalix[8]arenes, used as drug delivery carriers for silibinin, were additionally investigated for cytotoxicity against human tumor cell lines.https://www.mdpi.com/1999-4923/13/12/2025calix[8]arenessilibinininclusion complexesPEGylationcytotoxicity |
| spellingShingle | Desislava Budurova Denitsa Momekova Georgi Momekov Pavletta Shestakova Hristo Penchev Stanislav Rangelov PEG-Modified <i>tert</i>-Octylcalix[8]arenes as Drug Delivery Nanocarriers of Silibinin Pharmaceutics calix[8]arenes silibinin inclusion complexes PEGylation cytotoxicity |
| title | PEG-Modified <i>tert</i>-Octylcalix[8]arenes as Drug Delivery Nanocarriers of Silibinin |
| title_full | PEG-Modified <i>tert</i>-Octylcalix[8]arenes as Drug Delivery Nanocarriers of Silibinin |
| title_fullStr | PEG-Modified <i>tert</i>-Octylcalix[8]arenes as Drug Delivery Nanocarriers of Silibinin |
| title_full_unstemmed | PEG-Modified <i>tert</i>-Octylcalix[8]arenes as Drug Delivery Nanocarriers of Silibinin |
| title_short | PEG-Modified <i>tert</i>-Octylcalix[8]arenes as Drug Delivery Nanocarriers of Silibinin |
| title_sort | peg modified i tert i octylcalix 8 arenes as drug delivery nanocarriers of silibinin |
| topic | calix[8]arenes silibinin inclusion complexes PEGylation cytotoxicity |
| url | https://www.mdpi.com/1999-4923/13/12/2025 |
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