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南瓜茎中新的 8-羟基苯甲基黄酮醇糖苷及其破骨细胞分化抑制活性。

New 8---Hydroxylbenzylflavonol Glycosides from Pumpkin ( Duch.) Tendril and Their Osteoclast Differentiation Inhibitory Activities.

机构信息

Department of Food Science & Technology, Chonnnam National University, Gwangju 61186, Korea.

Laboratory of Animal Medicine, College of Veterinary Medicine and BK21 Plus Project team, Chonnam National University, Gwangju 61186, Korea.

出版信息

Molecules. 2020 Apr 29;25(9):2077. doi: 10.3390/molecules25092077.

DOI:10.3390/molecules25092077
PMID:32365620
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7248980/
Abstract

Six new 8---hydroxybenzylflavonol glycosides were isolated from a hot water extract of pumpkin ( Duch.) tendril and elucidated as 8---hydroxybenzylquercetin 3--rutinoside, 8---hydroxybenzoylquercetin 3--β-D-glucopyranoside, 8---hydroxybenzylkaempferol 3--(α-L-rhamnopyranosyl(1→6)-β-D-galactopyranoside, 8---hydroxybenzoylkaempferol 3--rutinoside, 8---hydroxybenzylisorhamnetin 3--rutinoside, and 8---hydroxybenzylisorhamnetin 3--(α-L-rhamnopyranosyl(1→6)-β-D-galactopyranoside. Their chemical structures were determined using nuclear magnetic resonance (NMR) and electrospray ionization-mass spectrometer (ESIMS) analyses. The 8---hydroxybenzylflavonol glycosides were found to inhibit the receptor activator of nuclear factor-κB (RANKL)-induced osteoclast differentiation of bone marrow derived macrophage (BMDM), an osteoclast progenitor. Additionally, 8---hydroxybenzylflavonol glycosides effectively reduced the expression of osteoclast-related genes, such as tartrate-resistant acid phosphatase, cathepsin K, nuclear factor activated T-cell cytoplasmic 1, and dendritic cell specific transmembrane protein in RANKL-treated BMDMs. These results indicate that the 8---hydroxybenzylflavonol glycosides may be the main components responsible for the osteoclast differentiation inhibitory effect of pumpkin tendril.

摘要

从南瓜(Duch.)卷须的热水提取物中分离得到六种新的 8-羟基苯甲基黄酮醇糖苷,并将其鉴定为 8-羟基苯甲基槲皮素 3--芦丁糖苷、8-羟基苯甲酰基槲皮素 3--β-D-吡喃葡萄糖苷、8-羟基苯甲基山奈酚 3--(α-L-鼠李吡喃糖基(1→6)-β-D-半乳糖吡喃糖苷、8-羟基苯甲酰基山奈酚 3--芦丁糖苷、8-羟基苯甲基异槲皮苷 3--芦丁糖苷和 8-羟基苯甲基异槲皮苷 3--(α-L-鼠李吡喃糖基(1→6)-β-D-半乳糖吡喃糖苷。它们的化学结构通过核磁共振(NMR)和电喷雾电离质谱(ESIMS)分析确定。这些 8-羟基苯甲基黄酮醇糖苷被发现抑制核因子-κB(NF-κB)受体激活剂(RANKL)诱导的骨髓来源巨噬细胞(BMDM),即破骨细胞前体的破骨细胞分化。此外,8-羟基苯甲基黄酮醇糖苷可有效降低 RANKL 处理的 BMDM 中破骨细胞相关基因的表达,如抗酒石酸酸性磷酸酶、组织蛋白酶 K、核因子激活 T 细胞胞浆 1 和树突状细胞特异性跨膜蛋白。这些结果表明,8-羟基苯甲基黄酮醇糖苷可能是南瓜卷须抑制破骨细胞分化作用的主要成分。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/58b0efb49cbf/molecules-25-02077-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/39928fe28736/molecules-25-02077-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/5f42ea7e2fb0/molecules-25-02077-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/b7f815240460/molecules-25-02077-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/98097e9ce73a/molecules-25-02077-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/58b0efb49cbf/molecules-25-02077-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/39928fe28736/molecules-25-02077-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/5f42ea7e2fb0/molecules-25-02077-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/b7f815240460/molecules-25-02077-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/98097e9ce73a/molecules-25-02077-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/407d/7248980/58b0efb49cbf/molecules-25-02077-g005.jpg

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