Barakat Assem, Islam Mohammad Shahidul, Al-Majid Abdullah Mohammed, Ghabbour Hazem A, Yousuf Sammer, Ashraf Mahwish, Shaikh Nimra Naveed, Iqbal Choudhary M, Khalil Ruqaiya, Ul-Haq Zaheer
Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia; Department of Chemistry, Faculty of Science, Alexandria University, P. O. Box 426, Ibrahimia, 21321 Alexandria, Egypt.
Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia.
Bioorg Chem. 2016 Oct;68:72-9. doi: 10.1016/j.bioorg.2016.07.009. Epub 2016 Jul 19.
This paper describes a facile protocol, efficient, and environmentally benign for the synthesis a series of barbiturate acid substituted at C5 position 3a-o. The desired compounds subjected in vitro for different set of bioassays including against anti-oxidant (DPPH and super oxide scavenger assays), anti-cancer, α-glucosidase and β-glucuronidase inhibitions. Compound 3m (IC50=22.9±0.5μM) found to be potent α-glucosidase enzyme inhibitors and showed more activity than standard acarbose (IC50=841±1.73μM). Compound 3f (IC50=86.9±4.33μM) found to be moderate β-Glucuronidase enzyme inhibitors and showed activity comparatively less than the standard d-saccharic acid 1,4-lactone (IC50=45.75±2.16μM). Furthermore, in sillico investigation was carried out to investigate bonding mode of barbiturate acid derivatives.
本文描述了一种简便、高效且环境友好的合成一系列在C5位3a-o处被取代的巴比妥酸的方法。对所需化合物进行了不同组的体外生物测定,包括抗氧化(DPPH和超氧化物清除剂测定)、抗癌、α-葡萄糖苷酶和β-葡萄糖醛酸酶抑制。化合物3m(IC50=22.9±0.5μM)被发现是有效的α-葡萄糖苷酶抑制剂,且比标准阿卡波糖(IC50=841±1.73μM)表现出更高的活性。化合物3f(IC50=86.9±4.33μM)被发现是中等强度的β-葡萄糖醛酸酶抑制剂,且与标准d-糖二酸1,4-内酯(IC50=45.75±2.16μM)相比表现出较低的活性。此外,还进行了计算机模拟研究以探究巴比妥酸衍生物的键合模式。