Le Guen Clothilde, Mena-Barragán Teresa, Ortiz Mellet Carmen, Gueyrard David, Pfund Emmanuel, Lequeux Thierry
Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, FR 3038, ENSICAEN Université de Caen Basse-Normandie, 6 Bd. du Maréchal Juin, 14050 Caen Cedex, France.
Org Biomol Chem. 2015 Jun 7;13(21):5983-96. doi: 10.1039/c5ob00721f.
A new series of fluoroallylamines derived from hydroxypiperidines was prepared and evaluated against various glycosidases. The short synthesis of target molecules involved the modified Julia reaction between aldehydes and functionalized fluoroaminosulfones. Biological studies revealed good and selective β-glucosidase inhibition in the micromolar range for two compounds, while the non-fluorinated analogue of the most active compound was selective towards α-glucosidase.
制备了一系列新的源自羟基哌啶的氟代烯丙胺，并对其进行了多种糖苷酶活性评估。目标分子的简短合成涉及醛与功能化氟代氨基砜之间的改良朱利亚反应。生物学研究表明，两种化合物在微摩尔范围内具有良好的选择性β-葡萄糖苷酶抑制作用，而活性最高的化合物的非氟化类似物对α-葡萄糖苷酶具有选择性。
