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New sesquiterpene and flavone arabinofuranoside derivative from the leaves of Fissistigma bicolor
Natural Product Research ( IF 1.9 ) Pub Date : 2021-09-09 , DOI: 10.1080/14786419.2021.1960330
Pham Thi Tham 1 , Pham The Chinh 2 , Dam Xuan Thang 1 , Nguyen Thi Kim An 1 , Nguyen Van Tuyen 3 , Luu The Anh 4 , Vu Van Doan 5 , Pham Hai Yen 5 , Nguyen Xuan Nhiem 5 , Phan Van Kiem 5 , Bui Huu Tai 5
Affiliation  

Abstract

A new muurolane-type sesquiterpene, a new flavone arabinofuranoside derivative, and other five known flavone arabinofuranoside derivatives were isolated from the leaves of Fissistigma bicolor (Annonaceae family). Their chemical structures were determined to be (1S,6R,7S)-muurola-4,10(14)-diene-15-ol (1), quercetin 3-O-β-D-apiofuranosyl-(1→2)-α-L-arabinofuranoside (2), quercetin 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinofuranoside (3), quercetin 3-O-α-L-arabinofuranoside (4), kaempferol 3-O-β-D-apiofuranosyl-(1→2)-α-L-arabinofuranoside (5), kaempferol 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinofuranoside (6), and kaempferol 3-O-α-L-arabinofuranoside (7) by analyses of HR-ESI-MS and NMR spectral data. Compounds 4 and 7 containing monosaccharide, arabinofuranoside, potentially inhibited NO productions in LPS activated RAW264.7 cells (IC50 13.4 ± 0.5 and 12.6 ± 0.4 µM) in compared to disaccharide derivatives (IC50 ranging from 58.9 ± 3.3 to 65.6 ± 3.8 µM).



中文翻译:

二色黄花叶中新的倍半萜烯和黄酮阿拉伯呋喃糖苷衍生物

摘要

从Fissistigma bicolor(番荔枝科)的叶子中分离出一种新的 muurolane 型倍半萜烯、一种新的黄酮阿拉伯呋喃糖苷衍生物和其他五种已知的黄酮阿拉伯糖呋喃糖苷衍生物。它们的化学结构被确定为(1 S ,6 R ,7 S )-muurola-4,10(14)-diene-15-ol ( 1 ), quercetin 3- O - β -D-apiofuranosyl-(1→ 2) -L-阿拉伯呋喃糖苷( 2 )、槲皮素3 - O - α -L-吡喃鼠李糖基-(1→2) -L-阿拉伯呋喃糖苷( 3 )、槲皮素3 - O - α-L-阿拉伯呋喃糖苷( 4 )、山柰酚3- O - β -D-呋喃糖基-(1→2)- α -L-阿拉伯呋喃糖苷( 5 )、山柰酚3- O - α -L-吡喃鼠李糖基-(1→2) - α -L-阿拉伯呋喃糖苷 ( 6 ) 和山奈酚 3- O - α -L-阿拉伯呋喃糖苷 ( 7 ),通过 HR-ESI-MS 和 NMR 光谱数据分析。含有单糖阿拉伯呋喃糖苷的化合物47可能抑制 LPS 激活的 RAW264.7 细胞中的 NO 产生(IC 5013.4 ± 0.5 和 12.6 ± 0.4 µM) 与二糖衍生物相比(IC 50范围从 58.9 ± 3.3 到 65.6 ± 3.8 µM)。

更新日期:2021-09-09
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