Vierra Cory, Eggers Daryl K, LaBranche Celia C, McReynolds Katherine D
Department of Chemistry, California State University, Sacramento, 6000 J Street, Sacramento, CA 95819-6057.
Department of Chemistry, San José State University, One Washington Square, San José, CA 95192-0101.
ACS Appl Polym Mater. 2020 Nov 13;2(11):4345-4351. doi: 10.1021/acsapm.0c00538. Epub 2020 Sep 2.
A series of four sialic acid-containing hexavalent sulfoglycodendrimers (SGDs) were synthesized in excellent yields using an efficient strategy involving multiple microwave-mediated reactions. Four sugars, sialic acid, and the dimer through tetramer of α-2→8-linked oligosialic acid were added to an aminooxy-terminated hexavalent dendrimer core using a chemoselective oxime-forming reaction. This method resulted in substantial improvements in reaction time and product yields over previous methods. These multivalent glycopolymers were designed as potential topical agents for preventing the sexual transmission of HIV-1. While inactive against HIV-1, the SGDs were also not cytotoxic, opening a pathway for the further development of anti-HIV SGDs.
通过涉及多个微波介导反应的高效策略，以优异的产率合成了一系列四种含唾液酸的六价硫代糖树状大分子（SGD）。使用化学选择性肟形成反应，将四种糖、唾液酸以及α-2→8连接的寡唾液酸的二聚体至四聚体添加到氨基氧基封端的六价树状大分子核心上。与先前的方法相比，该方法在反应时间和产物产率方面有了显著提高。这些多价糖聚合物被设计为预防HIV-1性传播的潜在局部用药。虽然SGD对HIV-1无活性，但它们也没有细胞毒性，为抗HIV SGD的进一步开发开辟了一条途径。
