Pawełczyk Anna, Olender Dorota, Sowa-Kasprzak Katarzyna, Zaprutko Lucjusz
Department of Organic Chemistry, Pharmaceutical Faculty, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, Poland.
Molecules. 2016 Apr 12;21(4):420. doi: 10.3390/molecules21040420.
The current study focuses on the synthesis of several hybrid individuals combining a natural oleanolic acid skeleton and synthetic nonsteroidal anti-inflammatory drug moieties (NSAIDs). It studied structural modifications of the oleanolic acid structure by use of the direct reactivity of hydroxyl or hydroxyimino groups at position C-3 of the triterpenoid skeleton with the carboxylic function of anti-inflammatory drugs leading to new perspective compounds with high potential pharmacological activities. Novel ester- and iminoester-type derivatives of oleanolic unit with the different NSAIDs, such as ibuprofen, aspirin, naproxen, and ketoprofen, were obtained and characterized. Moreover, preliminary research of compounds obtaining structure stability under acidic conditions was examined and the PASS method of prediction of activity spectra for substances was used to estimate the potential biological activity of these compounds.
当前的研究聚焦于合成几种结合了天然齐墩果酸骨架与合成非甾体抗炎药部分（NSAIDs）的杂合个体。该研究利用三萜骨架C-3位的羟基或羟基亚氨基基团与抗炎药羧基官能团的直接反应性，对齐墩果酸结构进行结构修饰，从而得到具有高潜在药理活性的新的有前景的化合物。获得并表征了齐墩果酸单元与不同NSAIDs（如布洛芬、阿司匹林、萘普生和酮洛芬）的新型酯类和亚氨基酯类衍生物。此外，还研究了所获得的化合物在酸性条件下的结构稳定性，并使用物质活性谱预测的PASS方法来评估这些化合物的潜在生物活性。
