Synthesis and Characterization of the Novel Nitric Oxide (NO) Donating Compound, S-nitroso-N-acetyl-D-penicillamine Derivatized Cyclam (SNAP-Cyclam).
Synthesis and Characterization of the Novel Nitric Oxide (NO) Donating Compound, S-nitroso-N-acetyl-D-penicillamine Derivatized Cyclam (SNAP-Cyclam).
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DOI：
10.1021/acsami.5b12548
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发表时间：
2016-02
影响因子：
9.5
通讯作者：
Connor McCarthy;J. Goldman;M. Frost
中科院分区：
文献类型：
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作者：
Connor McCarthy;J. Goldman;M. Frost
一氧化氮（NO）由于其众多的生理功能和潜在的治疗前景，在过去的二十年中得到了大量的研究。主要关注的是希望用NO释放材料制造或涂覆植入装置，所述NO释放材料将赋予适当的NO释放剂量和持续时间以积极介导对医疗装置的生物反应，从而提高其安全性和功效。到目前为止，这一目标尚未实现，尽管早期的研究非常有希望。在此，我们描述了一种新的NO供体的合成和NO释放特性，其共价连接S-亚硝基硫醇，S-亚硝基-N-乙酰基-D-青霉胺（SNAP），大环，cyclam（SNAP-cyclam）。然后，该化合物可以混合到各种各样的聚合物基质中，使NO释放到聚合物系统中。这种释放可以通过过渡金属催化、热降解或从复合NO释放材料中光解释放NO来引发和控制。SNAP-cyclam能够在体外释放生理相关水平的NO长达3个月，当混合到聚（L-乳酸）薄膜中时。
Nitric oxide (NO) has been heavily studied over the past two decades due to its multitude of physiological functions and its potential therapeutic promise. Of major interest is the desire to fabricate or coat implanted devices with an NO releasing material that will impart the appropriate dose and duration of NO release to positively mediate the biological response to the medical device, thereby improving its safety and efficacy. To date, this goal has not yet been achieved, despite very promising early research. Herein, we describe the synthesis and NO release properties of a novel NO donor which covalently links the S-nitrosothiol, S-nitroso-N-acetyl-D-penicillamine (SNAP), to the macrocycle, cyclam (SNAP-cyclam). This compound can then be blended into a wide variety of polymer matrices, imparting NO release to the polymer system. This release can be initiated and controlled by transition metal catalysis, thermal degradation or photolytic release of NO from the composite NO-releasing material. SNAP-cyclam is capable of releasing physiologically relevant levels of NO for up to 3 months in vitro when blended into poly(l-lactic acid) thin films.