HPLC evaluation of solvolysis of a novel ester fluocinolone acetonide 21-(2'-phenoxypropionate) in comparison with fluocinonide
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2011
Authors
Marković, Bojan
Vladimirov, Sote
Čudina, Olivera

Savić, Vladimir

Karljiković-Rajić, Katarina

Article (Published version)

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In this study the solvolysis of novel fluocinolone acetonide 21-(2'-phenoxypropionate) in comparison with fluocinonide was analyzed in order to evaluate this process as an in vitro model for prodrug activation. The solvolysis was performed in ethanol: water (90: 10 v/v) mixture using the excess of NaHCO3. The solvolytic mixtures of those esters with different lipophilicity were assayed by proposed RP-HPLC method using isocratic elution with methanol: water (75: 25 v/v); flow rate 1 mL min(-1), and detection at 238 nm. Solvolytic rate constants (at 25 degrees C) for novel prodrug fluocinolone acetonide 21-(2'-phenoxypropionate) (0.0434 h(-1)) and fluocinonide (0.0593 h(-1)) have been compared. This in vitro model of solvolysis and corresponding rate constants are in good correlation with our preliminary data of anti-inflammatory potencies of those prodrugs. Limits of detection, important for the initial stage of solvolysis, were experimentally determined with values of 4.10 mu M and 0.2...4 mu M for fluocinolone acetonide 21-(2'-phenoxypropionate) and fluocinonide, respectively.
Keywords:
fluocinolone acetonide esters / fluocinonide / prodrug / RP-HPLC / solvolysis / solvolytic rate constantsSource:
Journal of Liquid Chromatography & Related Technologies, 2011, 34, 19, 2271-2285Publisher:
- Taylor & Francis Inc, Philadelphia
Funding / projects:
DOI: 10.1080/10826076.2011.587223
ISSN: 1082-6076
WoS: 000299376000003
Scopus: 2-s2.0-84855872884
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PharmacyTY - JOUR AU - Marković, Bojan AU - Vladimirov, Sote AU - Čudina, Olivera AU - Savić, Vladimir AU - Karljiković-Rajić, Katarina PY - 2011 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1501 AB - In this study the solvolysis of novel fluocinolone acetonide 21-(2'-phenoxypropionate) in comparison with fluocinonide was analyzed in order to evaluate this process as an in vitro model for prodrug activation. The solvolysis was performed in ethanol: water (90: 10 v/v) mixture using the excess of NaHCO3. The solvolytic mixtures of those esters with different lipophilicity were assayed by proposed RP-HPLC method using isocratic elution with methanol: water (75: 25 v/v); flow rate 1 mL min(-1), and detection at 238 nm. Solvolytic rate constants (at 25 degrees C) for novel prodrug fluocinolone acetonide 21-(2'-phenoxypropionate) (0.0434 h(-1)) and fluocinonide (0.0593 h(-1)) have been compared. This in vitro model of solvolysis and corresponding rate constants are in good correlation with our preliminary data of anti-inflammatory potencies of those prodrugs. Limits of detection, important for the initial stage of solvolysis, were experimentally determined with values of 4.10 mu M and 0.24 mu M for fluocinolone acetonide 21-(2'-phenoxypropionate) and fluocinonide, respectively. PB - Taylor & Francis Inc, Philadelphia T2 - Journal of Liquid Chromatography & Related Technologies T1 - HPLC evaluation of solvolysis of a novel ester fluocinolone acetonide 21-(2'-phenoxypropionate) in comparison with fluocinonide VL - 34 IS - 19 SP - 2271 EP - 2285 DO - 10.1080/10826076.2011.587223 ER -
@article{ author = "Marković, Bojan and Vladimirov, Sote and Čudina, Olivera and Savić, Vladimir and Karljiković-Rajić, Katarina", year = "2011", abstract = "In this study the solvolysis of novel fluocinolone acetonide 21-(2'-phenoxypropionate) in comparison with fluocinonide was analyzed in order to evaluate this process as an in vitro model for prodrug activation. The solvolysis was performed in ethanol: water (90: 10 v/v) mixture using the excess of NaHCO3. The solvolytic mixtures of those esters with different lipophilicity were assayed by proposed RP-HPLC method using isocratic elution with methanol: water (75: 25 v/v); flow rate 1 mL min(-1), and detection at 238 nm. Solvolytic rate constants (at 25 degrees C) for novel prodrug fluocinolone acetonide 21-(2'-phenoxypropionate) (0.0434 h(-1)) and fluocinonide (0.0593 h(-1)) have been compared. This in vitro model of solvolysis and corresponding rate constants are in good correlation with our preliminary data of anti-inflammatory potencies of those prodrugs. Limits of detection, important for the initial stage of solvolysis, were experimentally determined with values of 4.10 mu M and 0.24 mu M for fluocinolone acetonide 21-(2'-phenoxypropionate) and fluocinonide, respectively.", publisher = "Taylor & Francis Inc, Philadelphia", journal = "Journal of Liquid Chromatography & Related Technologies", title = "HPLC evaluation of solvolysis of a novel ester fluocinolone acetonide 21-(2'-phenoxypropionate) in comparison with fluocinonide", volume = "34", number = "19", pages = "2271-2285", doi = "10.1080/10826076.2011.587223" }
Marković, B., Vladimirov, S., Čudina, O., Savić, V.,& Karljiković-Rajić, K.. (2011). HPLC evaluation of solvolysis of a novel ester fluocinolone acetonide 21-(2'-phenoxypropionate) in comparison with fluocinonide. in Journal of Liquid Chromatography & Related Technologies Taylor & Francis Inc, Philadelphia., 34(19), 2271-2285. https://doi.org/10.1080/10826076.2011.587223
Marković B, Vladimirov S, Čudina O, Savić V, Karljiković-Rajić K. HPLC evaluation of solvolysis of a novel ester fluocinolone acetonide 21-(2'-phenoxypropionate) in comparison with fluocinonide. in Journal of Liquid Chromatography & Related Technologies. 2011;34(19):2271-2285. doi:10.1080/10826076.2011.587223 .
Marković, Bojan, Vladimirov, Sote, Čudina, Olivera, Savić, Vladimir, Karljiković-Rajić, Katarina, "HPLC evaluation of solvolysis of a novel ester fluocinolone acetonide 21-(2'-phenoxypropionate) in comparison with fluocinonide" in Journal of Liquid Chromatography & Related Technologies, 34, no. 19 (2011):2271-2285, https://doi.org/10.1080/10826076.2011.587223 . .