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红花小花中的多乙酰葡萄糖苷及其抗炎活性。

Polyacetylene glucosides from the florets of Carthamus tinctorius and their anti-inflammatory activity.

机构信息

School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China; Institute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China; State Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China.

School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China; State Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China.

出版信息

Phytochemistry. 2021 Jul;187:112770. doi: 10.1016/j.phytochem.2021.112770. Epub 2021 Apr 16.

DOI:10.1016/j.phytochem.2021.112770
PMID:33873017
Abstract

Five previously undescribed polyacetylene glucosides, namely, four C- and one C-acetylenes, together with three known analogues, were isolated from the florets of Carthamus tinctorius L. The structures of these novel compounds were elucidated to be (5R)-5-acetoxy-8,10,12-tetradecatriyne-1-O-β-D-glucopyranoside, (2Z)-decaene-4,6,8-triyne-1-O-β-D-glucopyranoside, (8Z)-1-[(3-O-β-D-glucosyl)-isovaleroyloxy]-8-decaene-4,6-diyne, (8Z)-decaene-1-isovaleroyloxy-4,6-diyne-10-O-β-D-glucopyranoside, and (2E,8E)-decadiene-4,6-diyne-1-O-β-D-glucopyranoside via spectroscopic and chemical methods. All of the isolated compounds were tested for cytotoxicity against cancer cell lines, antibacterial activity, and inhibitory effects on the lipopolysaccharide (LPS)-induced nitric oxide (NO) production. The results showed that (5R)-5-acetoxy-8,10,12-tetradecatriyne-1-O-β-D-glucopyranoside significantly inhibited LPS-induced NO production in RAW264.7 cells in a dose-dependent manner.

摘要

从红花的小花中分离得到了五种以前未描述的聚乙炔葡萄糖苷,即四种 C-和一种 C-乙炔,以及三种已知的类似物。这些新化合物的结构被阐明为(5R)-5-乙酰氧基-8,10,12-十四碳三炔-1-O-β-D-吡喃葡萄糖苷、(2Z)-癸烯-4,6,8-三炔-1-O-β-D-吡喃葡萄糖苷、(8Z)-1-[(3-O-β-D-葡萄糖基)-异戊酰氧基]-8-癸烯-4,6-二炔、(8Z)-癸烯-1-异戊酰氧基-4,6-二炔-10-O-β-D-吡喃葡萄糖苷和(2E,8E)-癸二烯-4,6-二炔-1-O-β-D-吡喃葡萄糖苷,通过光谱和化学方法。所有分离得到的化合物均进行了细胞毒性测试,以评估其对癌细胞系的杀伤作用、抗菌活性以及对脂多糖(LPS)诱导的一氧化氮(NO)产生的抑制作用。结果表明,(5R)-5-乙酰氧基-8,10,12-十四碳三炔-1-O-β-D-吡喃葡萄糖苷以剂量依赖的方式显著抑制 RAW264.7 细胞中 LPS 诱导的 NO 产生。

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