An application of second-order UV-derivative spectrophotometry for study of solvolysis of a novel fluocinolone acetonide ester
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2010
Authors
Marković, BojanVladimirov, Sote
Čudina, Olivera
Savić, Vladimir
Karljiković-Rajić, Katarina
Article (Published version)
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A novel topical corticosteroid FA-21-PhP, 2-phenoxypropionate ester of fluocinolone acetonide, has been synthesized in order to investigate the possibility of decreasing systemic side effects. In this study model system for in vitro solvolytic reaction of FA-21-PhP has been analyzed in ethanol/water (90:10, v/v) with excess of sodium hydrogen carbonate. The selected conditions have been used as in vitro model for activation of corticosteroid C-21 ester prodrug. The second-order derivative spectrophotometric method (DS) using zero-crossing technique was developed for monitoring ternary mixture of solvolysis. Fluocinolone acetonide (FA) as a solvolyte was determined in the mixture in the concentration range 0.062-0.312 mM using amplitude (2)D(274.9G). Experimentally determined LOD value was 0.0295 mM. The accuracy of proposed DS method was confirmed with HPLC referent method. Peak area of parent ester FA-21-PhP was used for solvolysis monitoring to ensure the initial stage of changes. Li...near relationship in HPLC assay for parent ester was obtained in the concentration range 0.054-0.54 mM, with experimentally determined LOD value of 0.0041 mM. Investigated solvolytic reaction in the presence of excess of NaHCO(3) proceeded via a pseudo-first-order kinetic with significant correlation coefficients 0.9891 and 0.9997 for DS and HPLC, respectively. The values of solvolysis rate constant calculated according to DS and HPLC methods are in good accordance 0.038 and 0.043 h(-1), respectively.
Keywords:
Fluocinolone acetonide ester / Derivative spectrophotometry / Simultaneous determination / Solvolysis / Pseudo-first kinetic orderSource:
Spectroscopy Letters, 2010, 75, 2, 930-935Publisher:
- Pergamon-Elsevier Science Ltd, Oxford
Funding / projects:
- Supstance za farmaceutsku upotrebu: modeliranje, sinteza, fizičko-hemijske i biološke osobine, stepen čistoće i ispitivanje doziranih oblika (RS-MESTD-MPN2006-2010-142072)
DOI: 10.1016/j.saa.2009.12.043
ISSN: 1386-1425
PubMed: 20044302
WoS: 000274591200068
Scopus: 2-s2.0-73849117515
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Institution/Community
PharmacyTY - JOUR AU - Marković, Bojan AU - Vladimirov, Sote AU - Čudina, Olivera AU - Savić, Vladimir AU - Karljiković-Rajić, Katarina PY - 2010 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1388 AB - A novel topical corticosteroid FA-21-PhP, 2-phenoxypropionate ester of fluocinolone acetonide, has been synthesized in order to investigate the possibility of decreasing systemic side effects. In this study model system for in vitro solvolytic reaction of FA-21-PhP has been analyzed in ethanol/water (90:10, v/v) with excess of sodium hydrogen carbonate. The selected conditions have been used as in vitro model for activation of corticosteroid C-21 ester prodrug. The second-order derivative spectrophotometric method (DS) using zero-crossing technique was developed for monitoring ternary mixture of solvolysis. Fluocinolone acetonide (FA) as a solvolyte was determined in the mixture in the concentration range 0.062-0.312 mM using amplitude (2)D(274.9G). Experimentally determined LOD value was 0.0295 mM. The accuracy of proposed DS method was confirmed with HPLC referent method. Peak area of parent ester FA-21-PhP was used for solvolysis monitoring to ensure the initial stage of changes. Linear relationship in HPLC assay for parent ester was obtained in the concentration range 0.054-0.54 mM, with experimentally determined LOD value of 0.0041 mM. Investigated solvolytic reaction in the presence of excess of NaHCO(3) proceeded via a pseudo-first-order kinetic with significant correlation coefficients 0.9891 and 0.9997 for DS and HPLC, respectively. The values of solvolysis rate constant calculated according to DS and HPLC methods are in good accordance 0.038 and 0.043 h(-1), respectively. PB - Pergamon-Elsevier Science Ltd, Oxford T2 - Spectroscopy Letters T1 - An application of second-order UV-derivative spectrophotometry for study of solvolysis of a novel fluocinolone acetonide ester VL - 75 IS - 2 SP - 930 EP - 935 DO - 10.1016/j.saa.2009.12.043 ER -
@article{ author = "Marković, Bojan and Vladimirov, Sote and Čudina, Olivera and Savić, Vladimir and Karljiković-Rajić, Katarina", year = "2010", abstract = "A novel topical corticosteroid FA-21-PhP, 2-phenoxypropionate ester of fluocinolone acetonide, has been synthesized in order to investigate the possibility of decreasing systemic side effects. In this study model system for in vitro solvolytic reaction of FA-21-PhP has been analyzed in ethanol/water (90:10, v/v) with excess of sodium hydrogen carbonate. The selected conditions have been used as in vitro model for activation of corticosteroid C-21 ester prodrug. The second-order derivative spectrophotometric method (DS) using zero-crossing technique was developed for monitoring ternary mixture of solvolysis. Fluocinolone acetonide (FA) as a solvolyte was determined in the mixture in the concentration range 0.062-0.312 mM using amplitude (2)D(274.9G). Experimentally determined LOD value was 0.0295 mM. The accuracy of proposed DS method was confirmed with HPLC referent method. Peak area of parent ester FA-21-PhP was used for solvolysis monitoring to ensure the initial stage of changes. Linear relationship in HPLC assay for parent ester was obtained in the concentration range 0.054-0.54 mM, with experimentally determined LOD value of 0.0041 mM. Investigated solvolytic reaction in the presence of excess of NaHCO(3) proceeded via a pseudo-first-order kinetic with significant correlation coefficients 0.9891 and 0.9997 for DS and HPLC, respectively. The values of solvolysis rate constant calculated according to DS and HPLC methods are in good accordance 0.038 and 0.043 h(-1), respectively.", publisher = "Pergamon-Elsevier Science Ltd, Oxford", journal = "Spectroscopy Letters", title = "An application of second-order UV-derivative spectrophotometry for study of solvolysis of a novel fluocinolone acetonide ester", volume = "75", number = "2", pages = "930-935", doi = "10.1016/j.saa.2009.12.043" }
Marković, B., Vladimirov, S., Čudina, O., Savić, V.,& Karljiković-Rajić, K.. (2010). An application of second-order UV-derivative spectrophotometry for study of solvolysis of a novel fluocinolone acetonide ester. in Spectroscopy Letters Pergamon-Elsevier Science Ltd, Oxford., 75(2), 930-935. https://doi.org/10.1016/j.saa.2009.12.043
Marković B, Vladimirov S, Čudina O, Savić V, Karljiković-Rajić K. An application of second-order UV-derivative spectrophotometry for study of solvolysis of a novel fluocinolone acetonide ester. in Spectroscopy Letters. 2010;75(2):930-935. doi:10.1016/j.saa.2009.12.043 .
Marković, Bojan, Vladimirov, Sote, Čudina, Olivera, Savić, Vladimir, Karljiković-Rajić, Katarina, "An application of second-order UV-derivative spectrophotometry for study of solvolysis of a novel fluocinolone acetonide ester" in Spectroscopy Letters, 75, no. 2 (2010):930-935, https://doi.org/10.1016/j.saa.2009.12.043 . .