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Polygokingiasides A and B: Two New Spirostane Glycosides From the Roots of Polygonatum kingianum With Nitric Oxide Inhibitory Activity
Natural Product Communications ( IF 1.5 ) Pub Date : 2021-01-12 , DOI: 10.1177/1934578x20985634
Tran Thi Thu Ha 1 , Trinh Quang Huy 1 , Pham The Chinh 2 , Phan Van Kiem 3, 4
Affiliation  

Two new spirostane glycosides, named polygokingiaside A (1) and polygokingiaside B (2), and 6 known spirostane glycosides, (25R)-26-O-(β-d-glucopyranosyl)-furost-5-en-3β,22α,26-triol 3-O-β-d-glucopyranosyl-(1→4)-β-d-galactopyranoside (3), (25S)-26-O-(β-d-glucopyranosyl)-furost-5-en-3β,22α,26-triol 3-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranosyl-(1→4)-β-d-galactopyranoside (4), (25R)-26-O-(β-d-glucopyranosyl)-furost-5-en-3β,22α,26-triol 3-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranosyl-(1→4)-β-d-galactopyranoside (5), (23S,25R)-spirostan-5-en-3β,23-dihydroxy-12-one-3-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranosyl-(1→4)-β-d-galactopyranoside (6), (24S,25R)-spirostan-5-en-3β,24-dihydroxy-12-one-3-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranosyl-(1→4)-β-d-galactopyranoside (7), and (25R)-spirostan-5-en-3β-hydroxy-12-one-3-O-β-d-glucopyranosyl-(1→4)-β-d-galactopyranoside (8), were isolated from the roots of Polygonatum kingianum Collett & Hemsl. (Asparagaceae). Their structures were determined by extensive analysis of high-resolution electron spray ionization mass spectrometry and nuclear magnetic resonance spectral data, as well as by comparison of the spectral data with those reported in the literature. Anti-inflammatory activity of compounds 1-8 was evaluated by their inhibition of nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW 264.7 cells. At a concentration of 20 µM, compounds 1-8 exhibited a modest inhibitory effect on NO production in LPS-stimulated RAW246.7 cells with inhibitory values ranging from 9.5 ± 0.8% to 33.8 ± 2.1%.



中文翻译:

洋姜甙A和B:玉竹根中的两种新的螺旋藻糖苷具有一氧化氮抑制活性

两个新的spirostane甙,命名polygokingiaside A(1)和polygokingiaside B(2)和6个已知spirostane甙,(25 - [R)-26- ø - (β - d吡喃葡萄糖基)-furost -5-烯-3- β, 22个α,26-三醇3- O-β - d -glucopyranosyl-(1→4) - β - d -galactopyranoside(3),(25小号)-26- ø - (β - d吡喃葡萄糖基)-furost- 5-en- 22α,26-三醇3 -O-β - d-glucopyranosyl-(1→2) - β - d -glucopyranosyl-(1→4) - β - d -galactopyranoside(4),(25 - [R)-26- ø - (β - d吡喃葡萄糖基)-furost -5-烯-3- β,22 α,26-三醇3- O-β - d -glucopyranosyl-(1→2) - β - d -glucopyranosyl-(1→4) - β - d -galactopyranoside(5),( 23小号,25 - [R )螺甾-5-烯-3- β,23-二羟基-12-酮-3- O-β -d -glucopyranosyl-(1→2) - β - d -glucopyranosyl-(1→4) - β - d -galactopyranoside(6),(24小号,25 - [R )螺甾-5-烯-3- β,24-二羟基-12-one-3- O-β - d-吡喃葡萄糖- (1→2) - d-吡喃葡萄糖基-(1→4) - d-吡喃半乳糖苷(7)和(25 R)-螺吡喃酮-5-en- 3β-羟基-12-one-3 -O-β - d-吡喃葡萄糖- (1→4) - d从何首乌(Polygonatum kingianum Collett&Hemsl )的根中分离出β-半乳糖吡喃糖苷(8)。(芦笋科)。它们的结构是通过对高分辨率电子喷雾电离质谱和核磁共振光谱数据的广泛分析,以及将光谱数据与文献中报道的数据进行比较来确定的。化合物的抗炎活性1 - 8是由它们在脂多糖(LPS)的一氧化氮(NO)产生的抑制评价刺激的RAW 264.7细胞。在20μM的浓度,化合物1 - 8 LPS刺激的RAW246.7细胞对NO产生适度的抑制作用,抑制值范围为9.5±0.8%至33.8±2.1%。

更新日期:2021-01-13
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