Department of Pharmaceutical Chemistry, North-West University, Potchefstroom, South Africa.
Bioorg Med Chem. 2011 Jul 1;19(13):3935-44. doi: 10.1016/j.bmc.2011.05.034. Epub 2011 May 24.
A series of fluorescent heterocyclic adamantane amines were synthesised with the goal to develop novel fluorescent ligands for neurological assay development. These derivatives demonstrated multifunctional neuroprotective activity through inhibition of the N-methyl-d-aspartate receptor/ion channel, calcium channels and the enzyme nitric oxide synthase. It also exhibited a high degree of free radical scavenging potential. N-(1-adamantyl)-2-oxo-chromene-3-carboxamide (8), N-adamantan-1-yl-5-dimethyl-amino-1-naphthalenesulfonic acid (11) and N-(1-cyano-2H-isoindol-2-yl) adamantan-1-amine (12) were found to possess a high degree of multifunctionality with favourable physical-chemical properties for bioavailability and blood-brain barrier permeability. The ability of these heterocyclic adamantane amine derivatives as nitric oxide synthase inhibitors, calcium channel modulators, NMDAR inhibitors and effective antioxidants, indicate that they may find application as multifunctional drugs in neuroprotection.
一系列荧光杂环金刚烷胺被合成，旨在开发新型荧光配体用于神经测定发展。这些衍生物通过抑制 N-甲基-D-天冬氨酸受体/离子通道、钙通道和一氧化氮合酶表现出多功能神经保护活性。它还表现出高度的自由基清除潜力。N-(1-金刚烷基)-2-氧代色烯-3-甲酰胺（8）、N-金刚烷基-5-二甲基氨基-1-萘磺酸（11）和 N-(1-氰基-2H-异吲哚-2-基)金刚烷-1-胺（12）被发现具有高度的多功能性，具有良好的物理化学性质，可提高生物利用度和血脑屏障通透性。这些杂环金刚烷胺衍生物作为一氧化氮合酶抑制剂、钙通道调节剂、NMDAR 抑制剂和有效的抗氧化剂的能力表明，它们可能作为多功能药物在神经保护中得到应用。
