Marine Bioprocess Research Center, Pukyong National University, Busan 608-737, Republic of Korea.
Marine Bioprocess Research Center, Pukyong National University, Busan 608-737, Republic of Korea; Department of Chemistry, Pukyong National University, Busan 608-737, Republic of Korea.
Environ Toxicol Pharmacol. 2012 Sep;34(2):519-527. doi: 10.1016/j.etap.2012.05.004. Epub 2012 May 29.
In this study, eight kinds of phenolic acid conjugated chitooligosaccharides (PA-c-COSs) with different substitution groups, including p-hydroxyl {hydroxybenzoic acid-c-COS (HBA-c-COS), p-coumaric acid-c-COS (PCA-c-COS)}, 3,4-dihydroxyl {protocatechuic acid-c-COS (PTA-c-COS), caffeic acid-c-COS (CFA-c-COS)}, 3-methoxyl-4-hydroxyl {vanillic acid-c-COS (VNA-c-COS), ferulic acid-c-COS (FRA-c-COS)} and 3,5-dimethoxyl-4-hydroxy {syringic acid-c-COS (SRA-c-COS), sinapinic acid-c-COS (SNA-c-COS)}, were prepared by amide coupling reaction. Their antioxidant properties were evaluated using several in vitro models such as 2,2-diphenyl-1-picrylhydrazyl (DPPH), hydroxyl (OH) and nitric oxide (NO) radicals scavenging and reducing power assays. The structures of the synthesized compounds were confirmed by UV, FT-IR and (1)H NMR data. CFA-c-COS showed 81.6% and 89.8% scavenging against DPPH and NO radical formation, respectively. CFA-c-COS also showed higher reducing power and hydroxyl radical scavenging activity compared to those of other compounds. Hence, CFA-c-COS can be a potential antioxidant compound.
在这项研究中，制备了 8 种具有不同取代基的酚酸接枝壳寡糖（PA-c-COS），包括对羟基苯甲酸 {对羟基苯甲酸-c-COS（HBA-c-COS），对香豆酸-c-COS（PCA-c-COS）}、3,4-二羟基 {原儿茶酸-c-COS（PTA-c-COS），咖啡酸-c-COS（CFA-c-COS）}、3-甲氧基-4-羟基 {香草酸-c-COS（VNA-c-COS），阿魏酸-c-COS（FRA-c-COS）} 和 3,5-二甲氧基-4-羟基 {丁香酸-c-COS（SRA-c-COS），芥子酸-c-COS（SNA-c-COS）}。通过酰胺偶联反应制备。通过几种体外模型如 2,2-二苯基-1-苦基肼（DPPH）、羟基（OH）和一氧化氮（NO）自由基清除和还原能力测定来评价它们的抗氧化性能。通过 UV、FT-IR 和 1H NMR 数据确认了合成化合物的结构。CFA-c-COS 对 DPPH 和 NO 自由基形成的清除率分别为 81.6%和 89.8%。与其他化合物相比，CFA-c-COS 还具有更高的还原能力和羟基自由基清除活性。因此，CFA-c-COS 可以成为一种潜在的抗氧化化合物。
