Zhang Kun, Yan Ju-fang, Tang Xue-mei, Liu Hong-ping, Fan Li, Zhou Guang-ming, Yang Da-cheng
School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
Yao Xue Xue Bao. 2011 Apr;46(4):412-21.
Twenty five new beta-aminoalcohols containing nabumetone moiety were prepared via the reduction of potassium borohydride with a convenient and efficient procedure, starting from beta-aminoketones that have been synthesized by our group. Their chemical structures were determined by IR, MS, 1H NMR, 13C NMR, HR-MS and antidiabetic activities were screened in vitro. Preliminary results revealed that the antidiabetic activity of most beta-aminoalcohols were better than that of the corresponding beta-aminoketones. Although most compounds showed weak antidiabetic activity, the alpha-glucosidase inhibitory activity of compounds 5hd(1) and 5id(2) reached 74.37% and 90.15%, respectively, which were superior to the positive control. The relative peroxisome proliferator-activated receptor response element (PPRE) activity of five compounds were more than 60%, among them compound 5ca possessed the highest activity (112.59%). As lead molecules of antidiabetic agents, compounds 5hd(1), 5id(2) and 5ca deserve further study.
我们从本课题组合成的β-氨基酮出发，通过硼氢化钾还原法，以简便高效的步骤制备了25种含有萘丁美酮部分的新型β-氨基醇。通过红外光谱（IR）、质谱（MS）、核磁共振氢谱（1H NMR）、核磁共振碳谱（13C NMR）、高分辨质谱（HR-MS）确定了它们的化学结构，并对其体外抗糖尿病活性进行了筛选。初步结果表明，大多数β-氨基醇的抗糖尿病活性优于相应的β-氨基酮。尽管大多数化合物显示出较弱的抗糖尿病活性，但化合物5hd(1)和5id(2)的α-葡萄糖苷酶抑制活性分别达到74.37%和90.15%，优于阳性对照。5种化合物的相对过氧化物酶体增殖物激活受体反应元件（PPRE）活性均超过60%，其中化合物5ca活性最高（112.59%）。作为抗糖尿病药物的先导分子，化合物5hd(1)、5id(2)和5ca值得进一步研究。
