Anuta Valentina, Nitulescu George Mihai, Dinu-Pîrvu Cristina Elena, Olaru Octavian Tudorel
Faculty of Pharmacy, Carol Davila University of Medicine and Pharmacy, Traian Vuia 6, Bucharest 020956, Romania.
Molecules. 2014 Oct 13;19(10):16381-401. doi: 10.3390/molecules191016381.
Several new pyrazole derivatives have demonstrated promising antiproliferative and cytotoxic effects, but their poor solubility raised concerns over possible biopharmaceutical limitations. In order to improve their pharmaceutical potential we performed the biopharmaceutical profiling for nine pyrazole compounds using in vitro and computational methods. The experimental solubility was determined in five different media using a validated HPLC method. Although the experimental solubility was lower than the predicted one, a good linear relationship was observed. The results also indicated a minimal impact of endogenous tensioactives on solubility, suggesting dissolution rate limited absorption. The in silico experiments were focused on identification of molecular determinants of solubility, evaluation of drug-likeness, prediction of in vivo absorption based on mechanistic models, as well as identification of the main factors that could impact on the oral bioavailability. The results suggested that dose, solubility and particle size are the main determinants of absorption, whereas permeability has little effect, confirming the BCS Class II behavior of the compounds. The present investigation was able to rank the tested compounds in terms of biopharmaceutical behavior, and indicated the B3 series compounds as having a more favorable absorption profile making them the main candidates for advance to the pre-clinical in vivo studies.
几种新型吡唑衍生物已显示出有前景的抗增殖和细胞毒性作用,但其溶解度低引发了对可能存在的生物药剂学局限性的担忧。为了提高它们的药用潜力,我们使用体外和计算方法对九种吡唑化合物进行了生物药剂学分析。采用经过验证的高效液相色谱法在五种不同介质中测定了实验溶解度。尽管实验溶解度低于预测值,但观察到良好的线性关系。结果还表明内源性表面活性剂对溶解度的影响最小,提示溶出速率限制吸收。计算机模拟实验重点在于确定溶解度的分子决定因素、评估药物相似性、基于机理模型预测体内吸收以及确定可能影响口服生物利用度的主要因素。结果表明剂量、溶解度和粒径是吸收的主要决定因素,而渗透性影响较小,证实了这些化合物的BCS II类特性。本研究能够根据生物药剂学行为对受试化合物进行排序,并表明B3系列化合物具有更有利的吸收特征,使其成为推进临床前体内研究的主要候选物。