Mutual Effects of Hydrogen Bonding and Polymer Hydrophobicity on Ibuprofen Crystal Inhibition in Solid Dispersions with Poly(<i>N</i>-vinyl pyrrolidone) and Poly(2-oxazolines)
Poly(<i>N</i>-vinyl pyrrolidone) (PVP), poly(2-methyl-2-oxazoline) (PMOZ), poly(2-ethyl-2-oxazoline) (PEOZ), poly(2-<i>n</i>-propyl-2-oxazoline) (PnPOZ), and poly(2-isopropyl-2-oxazoline) (PiPOZ) were used to prepare solid dispersions with ibuprofen (IB), a model poorly-water...
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| Format: | Article |
| Language: | English |
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MDPI AG
2021-05-01
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| Series: | Pharmaceutics |
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| Online Access: | https://www.mdpi.com/1999-4923/13/5/659 |
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| author | Xiaoning Shan Maryam A. Moghul Adrian C. Williams Vitaliy V. Khutoryanskiy |
| author_facet | Xiaoning Shan Maryam A. Moghul Adrian C. Williams Vitaliy V. Khutoryanskiy |
| author_sort | Xiaoning Shan |
| collection | DOAJ |
| description | Poly(<i>N</i>-vinyl pyrrolidone) (PVP), poly(2-methyl-2-oxazoline) (PMOZ), poly(2-ethyl-2-oxazoline) (PEOZ), poly(2-<i>n</i>-propyl-2-oxazoline) (PnPOZ), and poly(2-isopropyl-2-oxazoline) (PiPOZ) were used to prepare solid dispersions with ibuprofen (IB), a model poorly-water soluble drug. Dispersions, prepared by solvent evaporation, were investigated using powder X-ray diffractometry, differential scanning calorimetry, and FTIR spectroscopy; hydrogen bonds formed between IB and all polymers in solid dispersions. PMOZ, the most hydrophilic polymer, showed the poorest ability to reduce or inhibit the crystallinity of IB. In contrast, the more hydrophobic polymers PVP, PEOZ, PnPOZ, and PiPOZ provided greater but similar abilities to reduce IB crystallinity, despite the differing polymer hydrophobicity and that PiPOZ is semi-crystalline. These results indicate that crystallinity disruption is predominantly due to hydrogen bonding between the drug molecules and the polymer. However, carrier properties affected drug dissolution, where PnPOZ exhibited lower critical solution temperature that inhibited the release of IB, whereas drug release from other systems was consistent with the degree of ibuprofen crystallinity within the dispersions. |
| first_indexed | 2024-03-10T11:42:24Z |
| format | Article |
| id | doaj.art-6fb06587df9e4169a8e56feee44075a7 |
| institution | Directory Open Access Journal |
| issn | 1999-4923 |
| language | English |
| last_indexed | 2024-03-10T11:42:24Z |
| publishDate | 2021-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Pharmaceutics |
| spelling | doaj.art-6fb06587df9e4169a8e56feee44075a72023-11-21T18:23:42ZengMDPI AGPharmaceutics1999-49232021-05-0113565910.3390/pharmaceutics13050659Mutual Effects of Hydrogen Bonding and Polymer Hydrophobicity on Ibuprofen Crystal Inhibition in Solid Dispersions with Poly(<i>N</i>-vinyl pyrrolidone) and Poly(2-oxazolines)Xiaoning Shan0Maryam A. Moghul1Adrian C. Williams2Vitaliy V. Khutoryanskiy3Reading School of Pharmacy, University of Reading, Whiteknights, P.O. Box 224, Reading RG6 6AD, UKReading School of Pharmacy, University of Reading, Whiteknights, P.O. Box 224, Reading RG6 6AD, UKReading School of Pharmacy, University of Reading, Whiteknights, P.O. Box 224, Reading RG6 6AD, UKReading School of Pharmacy, University of Reading, Whiteknights, P.O. Box 224, Reading RG6 6AD, UKPoly(<i>N</i>-vinyl pyrrolidone) (PVP), poly(2-methyl-2-oxazoline) (PMOZ), poly(2-ethyl-2-oxazoline) (PEOZ), poly(2-<i>n</i>-propyl-2-oxazoline) (PnPOZ), and poly(2-isopropyl-2-oxazoline) (PiPOZ) were used to prepare solid dispersions with ibuprofen (IB), a model poorly-water soluble drug. Dispersions, prepared by solvent evaporation, were investigated using powder X-ray diffractometry, differential scanning calorimetry, and FTIR spectroscopy; hydrogen bonds formed between IB and all polymers in solid dispersions. PMOZ, the most hydrophilic polymer, showed the poorest ability to reduce or inhibit the crystallinity of IB. In contrast, the more hydrophobic polymers PVP, PEOZ, PnPOZ, and PiPOZ provided greater but similar abilities to reduce IB crystallinity, despite the differing polymer hydrophobicity and that PiPOZ is semi-crystalline. These results indicate that crystallinity disruption is predominantly due to hydrogen bonding between the drug molecules and the polymer. However, carrier properties affected drug dissolution, where PnPOZ exhibited lower critical solution temperature that inhibited the release of IB, whereas drug release from other systems was consistent with the degree of ibuprofen crystallinity within the dispersions.https://www.mdpi.com/1999-4923/13/5/659solid dispersionshydrogen bondinghydrophobicitypoly(<i>N</i>-vinyl pyrrolidone)poly(2-oxazolines)crystallinity |
| spellingShingle | Xiaoning Shan Maryam A. Moghul Adrian C. Williams Vitaliy V. Khutoryanskiy Mutual Effects of Hydrogen Bonding and Polymer Hydrophobicity on Ibuprofen Crystal Inhibition in Solid Dispersions with Poly(<i>N</i>-vinyl pyrrolidone) and Poly(2-oxazolines) Pharmaceutics solid dispersions hydrogen bonding hydrophobicity poly(<i>N</i>-vinyl pyrrolidone) poly(2-oxazolines) crystallinity |
| title | Mutual Effects of Hydrogen Bonding and Polymer Hydrophobicity on Ibuprofen Crystal Inhibition in Solid Dispersions with Poly(<i>N</i>-vinyl pyrrolidone) and Poly(2-oxazolines) |
| title_full | Mutual Effects of Hydrogen Bonding and Polymer Hydrophobicity on Ibuprofen Crystal Inhibition in Solid Dispersions with Poly(<i>N</i>-vinyl pyrrolidone) and Poly(2-oxazolines) |
| title_fullStr | Mutual Effects of Hydrogen Bonding and Polymer Hydrophobicity on Ibuprofen Crystal Inhibition in Solid Dispersions with Poly(<i>N</i>-vinyl pyrrolidone) and Poly(2-oxazolines) |
| title_full_unstemmed | Mutual Effects of Hydrogen Bonding and Polymer Hydrophobicity on Ibuprofen Crystal Inhibition in Solid Dispersions with Poly(<i>N</i>-vinyl pyrrolidone) and Poly(2-oxazolines) |
| title_short | Mutual Effects of Hydrogen Bonding and Polymer Hydrophobicity on Ibuprofen Crystal Inhibition in Solid Dispersions with Poly(<i>N</i>-vinyl pyrrolidone) and Poly(2-oxazolines) |
| title_sort | mutual effects of hydrogen bonding and polymer hydrophobicity on ibuprofen crystal inhibition in solid dispersions with poly i n i vinyl pyrrolidone and poly 2 oxazolines |
| topic | solid dispersions hydrogen bonding hydrophobicity poly(<i>N</i>-vinyl pyrrolidone) poly(2-oxazolines) crystallinity |
| url | https://www.mdpi.com/1999-4923/13/5/659 |
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