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聚乙二醇共轭布洛芬延长作用时间的体外和体内研究

In Vitro and In Vivo Study of Poly(ethylene glycol) Conjugated Ibuprofen to Extend the Duration of Action.

作者信息

Nayak Anjali, Jain Anurekha

机构信息

B. R. Nahata College of Pharmacy, Mandsaur 458001, India.

出版信息

Sci Pharm. 2011 Apr-Jun;79(2):359-73. doi: 10.3797/scipharm.0911-07. Epub 2011 Mar 20.

DOI:10.3797/scipharm.0911-07
PMID:21773072
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3134853/
Abstract

Ibuprofen-polyethylene glycol (PEG) conjugates (PEG-Ibu) were prepared and their potential as a prolonged release system was investigated. Two PEG-Ibu conjugates were synthesized from Ibuprofen and PEG with two different molecular weights by esterification in the presence of DCC and DMAP. The PEG-Ibu conjugates were characterized by FT-IR, (1)H NMR, Mass spectroscopy and DSC analysis. The solubility study in aqueous system showed an increase in solubility of conjugates. The dissolution / hydrolysis studies showed a specific acid-base catalysis pattern dependent on the pH of the medium. This indicated a good chemical stability in aqueous buffer solution of acidic medium and the extended release behavior was found in both prodrugs after 9 hour. The results demonstrate that, in the same condition, the rate of hydrolysis for PEG(4000)-Ibu is slower than other. The Writhing induced by acetic acid experiment and paw edema test after oral administration showed that both conjugates had extended analgesic and anti-inflammatory effects compared with Ibuprofen. These results suggest that PEG-Ibu could be a promising NSAID prodrug with an extended pharmacological effect owing to delayed-release of parent drug.

摘要

制备了布洛芬 - 聚乙二醇（PEG）缀合物（PEG - Ibu），并研究了其作为长效释放系统的潜力。通过在二环己基碳二亚胺（DCC）和4 - 二甲氨基吡啶（DMAP）存在下的酯化反应，由布洛芬和两种不同分子量的聚乙二醇合成了两种PEG - Ibu缀合物。通过傅里叶变换红外光谱（FT - IR）、核磁共振氢谱（¹H NMR）、质谱和差示扫描量热法（DSC）分析对PEG - Ibu缀合物进行了表征。在水体系中的溶解度研究表明缀合物的溶解度有所增加。溶解/水解研究显示出一种取决于介质pH值的特定酸碱催化模式。这表明在酸性介质的水性缓冲溶液中具有良好的化学稳定性，并且在9小时后两种前药均表现出缓释行为。结果表明，在相同条件下，PEG(4000)-Ibu的水解速率比其他的慢。口服给药后的乙酸诱导扭体实验和足爪肿胀试验表明，与布洛芬相比，两种缀合物均具有延长的镇痛和抗炎作用。这些结果表明，由于母体药物的缓释作用，PEG - Ibu可能是一种具有延长药理作用的有前景的非甾体抗炎药前药。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/78459e289d06/scipharm-2011-79-359f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/d4eec864cf4b/scipharm-2011-79-359f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/7268e1f01125/scipharm-2011-79-359f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/f196f4e69af7/scipharm-2011-79-359f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/df473e966d16/scipharm-2011-79-359f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/6304a70fc6a4/scipharm-2011-79-359f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/31549c2ff822/scipharm-2011-79-359f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/7a851e559ec3/scipharm-2011-79-359f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/f27c2e650518/scipharm-2011-79-359f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/78459e289d06/scipharm-2011-79-359f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/d4eec864cf4b/scipharm-2011-79-359f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/7268e1f01125/scipharm-2011-79-359f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/f196f4e69af7/scipharm-2011-79-359f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/df473e966d16/scipharm-2011-79-359f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/6304a70fc6a4/scipharm-2011-79-359f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/31549c2ff822/scipharm-2011-79-359f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/7a851e559ec3/scipharm-2011-79-359f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/f27c2e650518/scipharm-2011-79-359f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ffb/3134853/78459e289d06/scipharm-2011-79-359f9.jpg

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