School of Physical and Mathematical Sciences, Nanyang Technological University , Singapore.
J Am Chem Soc. 2013 Sep 11;135(36):13495-501. doi: 10.1021/ja405843r. Epub 2013 Aug 27.
Guanine-rich human telomeric DNA can adopt secondary structures known as G-quadruplexes, which can be targeted by small molecules to achieve anticancer effects. So far, the structural information on complexes between human telomeric DNA and ligands is limited to the parallel G-quadruplex conformation, despite the high structural polymorphism of human telomeric G-quadruplexes. No structure has been yet resolved for the complex with telomestatin, one of the most promising G-quadruplex-targeting anticancer drug candidates. Here we present the first high-resolution structure of the complex between an intramolecular (3 + 1) human telomeric G-quadruplex and a telomestatin derivative, the macrocyclic hexaoxazole L2H2-6M(2)OTD. This compound is observed to interact with the G-quadruplex through π-stacking and electrostatic interactions. This structural information provides a platform for the design of topology-specific G-quadruplex-targeting compounds and is valuable for the development of new potent anticancer drugs.
富含鸟嘌呤的人类端粒 DNA 可以形成称为 G-四链体的二级结构,这些结构可以被小分子靶向,从而发挥抗癌作用。到目前为止,关于人类端粒 DNA 与配体之间复合物的结构信息仅限于平行 G-四链体构象,尽管人类端粒 G-四链体具有很高的结构多态性。尽管端粒菌素是最有前途的 G-四链体靶向抗癌药物候选物之一,但尚未解析其与端粒菌素的复合物结构。在这里,我们首次展示了一种分子内(3+1)人类端粒 G-四链体与端粒菌素衍生物,大环己内六氧杂唑 L2H2-6M(2)OTD 的复合物的高分辨率结构。该化合物被观察到通过π-堆积和静电相互作用与 G-四链体相互作用。该结构信息为设计拓扑特异性 G-四链体靶向化合物提供了平台,对于开发新的有效抗癌药物具有重要价值。