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来自腺柳的水杨苷衍生物及其生物活性。

Salicin derivatives from Salix glandulosa and their biological activities.

作者信息

Kim Chung Sub, Subedi Lalita, Park Kyoung Jin, Kim Sun Yeou, Choi Sang Un, Kim Ki Hyun, Lee Kang Ro

机构信息

Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea.

Gachon Institute of Pharmaceutical Science, Gachon University, Incheon, 406-799, Republic of Korea; College of Pharmacy, Gachon University, #191, Hambakmoero, Yeonsu-gu, Incheon 406-799, Republic of Korea.

出版信息

Fitoterapia. 2015 Oct;106:147-52. doi: 10.1016/j.fitote.2015.08.013. Epub 2015 Sep 4.

Abstract

Two new salicin derivatives, saliglandin (1) and 6'-O-(Z)-p-coumaroylsalicin (2), along with fourteen known analogues (3-16) were isolated from the twigs of Salix glandulosa Seemen. The structures of 1-16 were characterized by the use of NMR methods ((1)H and (13)C NMR, (1)H-(1)H COSY, HSQC and HMBC), chemical hydrolysis, and GC/MS. The full NMR data assignment of the known compounds 6, 13, and 14 are reported for the first time. Isolated compounds were evaluated for their nitric oxide (NO) inhibitory efficacy in lipopolysaccharide (LPS)-activated microglial cell (BV-2). Compounds 2, 5, 8-16 significantly inhibited NO production, compound 11 being the most efficacious (IC50 13.57 μM) respectively. Moreover, compound 16 dramatically increased the nerve growth factor (NGF) production (165.24 ± 11.1%) in C6 glioma cells. Taken together, these results revealed that salicin derivatives from Salix glandulosa might have potent effect as anti-neuroinflammatory agents.

摘要

从腺柳(Salix glandulosa Seemen)的嫩枝中分离出两种新的水杨苷衍生物,水杨苷内酯(1)和6'-O-(Z)-对香豆酰水杨苷(2),以及十四种已知类似物(3 - 16)。通过核磁共振方法((1)H和(13)C NMR、(1)H-(1)H COSY、HSQC和HMBC)、化学水解和气相色谱/质谱联用对1 - 16的结构进行了表征。首次报道了已知化合物6、13和14的完整核磁共振数据归属。对分离得到的化合物在脂多糖(LPS)激活的小胶质细胞(BV - 2)中抑制一氧化氮(NO)的功效进行了评估。化合物2、5、8 - 16显著抑制NO的产生,化合物11最为有效(IC50为13.57 μM)。此外,化合物16显著增加了C6胶质瘤细胞中神经生长因子(NGF)的产生(165.24 ± 11.1%)。综上所述,这些结果表明腺柳中的水杨苷衍生物可能具有作为抗神经炎症药物的潜在作用。

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