(5Z)-7-氧代玉米烯醇类似物的分离、半合成、共价对接及转化生长因子β激活激酶1（TAK1）抑制活性
Isolation, semisynthesis, covalent docking and transforming growth factor beta-activated kinase 1 (TAK1)-inhibitory activities of (5Z)-7-oxozeaenol analogues.
作者信息
Fakhouri Lara, El-Elimat Tamam, Hurst Dow P, Reggio Patricia H, Pearce Cedric J, Oberlies Nicholas H, Croatt Mitchell P
机构信息
Department of Chemistry and Biochemistry, Natural Products and Drug Discovery Center, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
Mycosynthetix, Inc., 505 Meadowlands Drive, Suite 103, Hillsborough, USA.
出版信息
Bioorg Med Chem. 2015 Nov 1;23(21):6993-9. doi: 10.1016/j.bmc.2015.09.037. Epub 2015 Sep 25.
Abstract
(5Z)-7-Oxozeanol and related analogues were isolated and screened to explore their activity as TAK1 inhibitors. Seven analogues were synthesized and more than a score of natural products isolated that examined the role that different areas of the molecule contribute to TAK1 inhibition. A novel nonaromatic difluoro-derivative was synthesized that had similar potency compared to the lead. This is the first example of a nonaromatic compound in this class to have TAK1 inhibition. Covalent docking for the isolated and synthesized analogues was carried out and found a strong correlation between the observed activities and the calculated binding.
摘要
分离并筛选了(5Z)-7-氧代泽烷醇及其相关类似物，以探索它们作为TAK1抑制剂的活性。合成了七种类似物，并分离出二十多种天然产物，研究了分子不同区域对TAK1抑制作用的贡献。合成了一种新型非芳香二氟衍生物，其效力与先导物相似。这是该类非芳香化合物中首个具有TAK1抑制作用的例子。对分离和合成的类似物进行了共价对接，发现观察到的活性与计算出的结合之间存在很强的相关性。
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