University of Maryland, Baltimore County, Department of Chemistry and Biochemistry, 1000 Hilltop Circle, Baltimore, MD 21250, USA.
University of Siena, Department of Biotechnology, Chemistry and Pharmacy, via Aldo Moro 2, 53100 Siena, Italy.
Bioorg Med Chem. 2019 Jul 1;27(13):2883-2892. doi: 10.1016/j.bmc.2019.05.019. Epub 2019 May 15.
Anti-HIV-1 drug design has been notably challenging due to the virus' ability to mutate and develop immunity against commercially available drugs. The aims of this project were to develop a series of fleximer base analogues that not only possess inherent flexibility that can remain active when faced with binding site mutations, but also target a non-canonical, highly conserved target: the nucleocapsid protein of HIV (NC). The compounds were predicted by computational studies not to function via zinc ejection, which would endow them with significant advantages over non-specific and thus toxic zinc-ejectors. The target fleximer bases were synthesized using palladium-catalyzed cross-coupling techniques and subsequently tested against NC and HIV-1. The results of those studies are described herein.
抗 HIV-1 药物设计极具挑战性,因为该病毒能够突变并对市售药物产生免疫力。本项目旨在开发一系列 Fleximer 碱基类似物,这些类似物不仅具有固有灵活性,在面对结合位点突变时仍能保持活性,而且还针对非典型、高度保守的靶标:HIV(NC)的核衣壳蛋白。通过计算研究预测,这些化合物不会通过锌排出发挥作用,这将使它们具有比非特异性且因此有毒的锌排出剂显著的优势。使用钯催化交叉偶联技术合成目标 Fleximer 碱基,并随后对 NC 和 HIV-1 进行测试。本文介绍了这些研究的结果。