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S-nitrosothiol-terminated poly(vinyl alcohol): Nitric oxide release and skin blood flow response.
Nitric Oxide ( IF 3.2 ) Pub Date : 2020-03-06 , DOI: 10.1016/j.niox.2020.03.002
Leonardo P Giglio 1 , Guilherme F Picheth 1 , Kaja Borup Løvschall 2 , Alexander N Zelikin 3 , Marcelo G de Oliveira 1
Affiliation  

Polymeric biomaterials capable of delivering nitric oxide (NO) topically can be used to enhance skin blood flow (SkBF) and accelerate wound healing. Herein, we used reversible addition-fragmentation chain transfer radical (RAFT) polymerization to synthesize the first poly(vinyl alcohol) (PVA) functionalized with terminal NO-releasing S-nitrosothiol (RSNO) groups for topical NO delivery. This strategy was based on the synthesis of a precursor amino-terminated PVA (PVA-NH2), which was next functionalized with iminothiolane yielding 4-imino-4-amino-PVA-butane-1-thiol (PVA-SH), and finally S-nitrosated yielding S-nitroso 4-imino-4-amino-PVA-butane-1-thiol (PVA-SNO). Real-time chemiluminescence NO detection showed that blended films of pure PVA with PVA-SNO with mass ratios 30:70, 50:50 and 70:30 release NO with initial rates ranging from 1 to 12 nmol g-1 min-1, and lead to a 2 to 10-fold dose-response increase in the SkBF, after topical application on the ventral forearm of volunteers. These results show that PVA-SNO is a potential platform for topical NO delivery in biomedical applications.

中文翻译:

S-亚硝基硫醇封端的聚乙烯醇:一氧化氮释放和皮肤血流反应。

能够局部释放一氧化氮(NO)的聚合生物材料可用于增强皮肤血流量(SkBF)和加速伤口愈合。在本文中,我们使用可逆的加成-断裂链转移自由基(RAFT)聚合反应,以末端NO释放的S-亚硝基硫醇(RSNO)基团官能化的第一聚乙烯醇(PVA)用于局部NO的递送。该策略基于合成氨基终止的PVA前体(PVA-NH2),然后将其用亚氨基硫杂环戊烷官能化,生成4-亚氨基-4-氨基-PVA-丁烷-1-硫醇(PVA-SH),最后S-亚硝化生成S-亚硝基4-亚氨基-4-氨基-PVA-丁烷-1-硫醇(PVA-SNO)。实时化学发光NO检测表明,纯PVA与PVA-SNO的混合膜的质量比为30:70、50:50和70:在志愿者的前臂腹侧局部应用后,30释放NO的初始速率为1至12 nmol g-1 min-1,并导致SkBF的剂量反应增加2至10倍。这些结果表明,PVA-SNO是生物医学应用中局部NO释放的潜在平台。
更新日期:2020-03-06
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