A PAMPA Assay as Fast Predictive Model of Passive Human Skin Permeability of New Synthesized Corticosteroid C-21 Esters
The permeation properties of twenty newly synthesized α-alkoxyalkanoyl and α-aryloxyalkanoyl C-21 esters of standard corticosteroids: Fluocinolone acetonide, dexamethasone, triamcinolone acetonide and hydrocortisone were established using a PAMPA assay (70% silicone oil and 30% isopropyl myristate)....
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MDPI AG
2012-01-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/17/1/480/ |
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| author | Katarina D. Karljikovic-Rajic Sote M. Vladimirov Jadranka V. Odovic Olivera A. Cudina Bojan D. Markovic |
| author_facet | Katarina D. Karljikovic-Rajic Sote M. Vladimirov Jadranka V. Odovic Olivera A. Cudina Bojan D. Markovic |
| author_sort | Katarina D. Karljikovic-Rajic |
| collection | DOAJ |
| description | The permeation properties of twenty newly synthesized α-alkoxyalkanoyl and α-aryloxyalkanoyl C-21 esters of standard corticosteroids: Fluocinolone acetonide, dexamethasone, triamcinolone acetonide and hydrocortisone were established using a PAMPA assay (70% silicone oil and 30% isopropyl myristate). The data were compared with parent corticosteroids with addition of mometasone furoate and hydrocortisone acetate. All newly synthesized corticosteroid C-21 esters have effective permeability coefficients higher then -6, mostly followed with high values of retention factors and low permeation. The examined compounds were grouped through relationship between obtained retention factors and permeation parameters (groups I–III). The classification confirmed group I (membrane retentions as well as permeation lower then 30%) for all corticosteroid standards except mometasone furoate, a potent topical corticosteroid which, with high membrane retention (81%) and low permeation (7.7%) fits into group III. The largest number of new synthesized corticosteroids C-21 esters, among them all fluocinolone acetonide C-21 esters, have high membrane retentions (32.4%–86.5%) and low permeations (1.3%–27.1%), fitting in group III. The classification was related to previously obtained anti-inflammatory activity data for the fluocinolone acetonide C-21 esters series. According to the PAMPA results the new synthesized esters could be considered as potential new prodrugs with useful benefit/risk ratio. |
| first_indexed | 2024-12-11T06:34:51Z |
| format | Article |
| id | doaj.art-4892e40fcc794571b7c70eb7f179bd20 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T06:34:51Z |
| publishDate | 2012-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-4892e40fcc794571b7c70eb7f179bd202022-12-22T01:17:24ZengMDPI AGMolecules1420-30492012-01-0117148049110.3390/molecules17010480A PAMPA Assay as Fast Predictive Model of Passive Human Skin Permeability of New Synthesized Corticosteroid C-21 EstersKatarina D. Karljikovic-RajicSote M. VladimirovJadranka V. OdovicOlivera A. CudinaBojan D. MarkovicThe permeation properties of twenty newly synthesized α-alkoxyalkanoyl and α-aryloxyalkanoyl C-21 esters of standard corticosteroids: Fluocinolone acetonide, dexamethasone, triamcinolone acetonide and hydrocortisone were established using a PAMPA assay (70% silicone oil and 30% isopropyl myristate). The data were compared with parent corticosteroids with addition of mometasone furoate and hydrocortisone acetate. All newly synthesized corticosteroid C-21 esters have effective permeability coefficients higher then -6, mostly followed with high values of retention factors and low permeation. The examined compounds were grouped through relationship between obtained retention factors and permeation parameters (groups I–III). The classification confirmed group I (membrane retentions as well as permeation lower then 30%) for all corticosteroid standards except mometasone furoate, a potent topical corticosteroid which, with high membrane retention (81%) and low permeation (7.7%) fits into group III. The largest number of new synthesized corticosteroids C-21 esters, among them all fluocinolone acetonide C-21 esters, have high membrane retentions (32.4%–86.5%) and low permeations (1.3%–27.1%), fitting in group III. The classification was related to previously obtained anti-inflammatory activity data for the fluocinolone acetonide C-21 esters series. According to the PAMPA results the new synthesized esters could be considered as potential new prodrugs with useful benefit/risk ratio.http://www.mdpi.com/1420-3049/17/1/480/corticosteroid C-21 estersprodrugPAMPAmembrane retentionpermeation parameter |
| spellingShingle | Katarina D. Karljikovic-Rajic Sote M. Vladimirov Jadranka V. Odovic Olivera A. Cudina Bojan D. Markovic A PAMPA Assay as Fast Predictive Model of Passive Human Skin Permeability of New Synthesized Corticosteroid C-21 Esters Molecules corticosteroid C-21 esters prodrug PAMPA membrane retention permeation parameter |
| title | A PAMPA Assay as Fast Predictive Model of Passive Human Skin Permeability of New Synthesized Corticosteroid C-21 Esters |
| title_full | A PAMPA Assay as Fast Predictive Model of Passive Human Skin Permeability of New Synthesized Corticosteroid C-21 Esters |
| title_fullStr | A PAMPA Assay as Fast Predictive Model of Passive Human Skin Permeability of New Synthesized Corticosteroid C-21 Esters |
| title_full_unstemmed | A PAMPA Assay as Fast Predictive Model of Passive Human Skin Permeability of New Synthesized Corticosteroid C-21 Esters |
| title_short | A PAMPA Assay as Fast Predictive Model of Passive Human Skin Permeability of New Synthesized Corticosteroid C-21 Esters |
| title_sort | pampa assay as fast predictive model of passive human skin permeability of new synthesized corticosteroid c 21 esters |
| topic | corticosteroid C-21 esters prodrug PAMPA membrane retention permeation parameter |
| url | http://www.mdpi.com/1420-3049/17/1/480/ |
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