title: New quinazoline derivatives for telomeric G-quadruplex DNA: effects of an added phenyl group on quadruplex binding ability.
abstract: To improve the selectivity of indoloquinoline or benzofuroquinoline derivatives, we previously reported several quinazoline derivatives [17]. These compounds could mimic a tetracyclic aromatic system through intramolecular hydrogen bond. Studies showed that these quinazoline derivatives were effective and selective telomeric G-quadruplex ligands. With this encouragement, here we synthesized a series of N-(2-(quinazolin-2-yl)phenyl)benzamide (QPB) compounds as modified quinazoline derivatives. In this modification, a phenyl group was introduced to the aromatic core. The evaluation results showed that part of QPB derivatives had stronger binding ability and better selectivity for telomeric G-quadruplex DNA than LZ-11, the most potential compound of reported quinazoline derivatives. Furthermore, telomerase inhibition of QPB derivatives and their cellular effects were studied.
authors: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong 510006, People's Republic of China.
authors: Jin-Hui
authors: JH
authors: He
authors: Hui-Yun
authors: HY
authors: Liu
authors: Zeng
authors: Z
authors: Li
authors: Jia-Heng
authors: JH
authors: Tan
authors: Tian-Miao
authors: TM
authors: Ou
authors: Shi-Liang
authors: SL
authors: Huang
authors: Lin-Kun
authors: LK
authors: An
authors: Ding
authors: D
authors: Li
authors: Lian-Quan
authors: LQ
authors: Gu
authors: Zhi-Shu
authors: ZS
authors: Huang
mesh_terms: D001667:Binding, Competitive; D002470:Cell Survival / Q000187:drug effects; D016922:Cellular Senescence / Q000187:drug effects; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D054856:G-Quadruplexes; D018922:HL-60 Cells; D006801:Humans; D007700:Kinetics; D008024:Ligands; D015394:Molecular Structure; D019800:Phenol / Q000737:chemistry / Q000378:metabolism; D011799:Quinazolines / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D020349:Surface Plasmon Resonance; D019098:Telomerase / Q000037:antagonists & inhibitors / Q000378:metabolism; D016615:Telomere / Q000737:chemistry* / Q000235:genetics / Q000378:metabolism; D059506:Telomere Shortening / Q000187:drug effects
chemical_list: D008024:Ligands; D011799:Quinazolines; D019800:Phenol; D004247:DNA; D019098:Telomerase