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A New Thiazinedione Glycoside From the Fruits of Xanthium strumarium L.
Natural Product Communications ( IF 1.5 ) Pub Date : 2021-07-22 , DOI: 10.1177/1934578x211032082
Pham H. Yen 1 , Nguyen H. Hoang 1 , Do T. Trang 1 , Phan T.T. Huong 1 , Bui H. Tai 1, 2 , Nguyen X. Nhiem 1, 2 , Phan V. Kiem 1, 2
Affiliation  

A total of 4 thiazinedione derivatives including 1 new thiazinedione glycoside (1) and 3 known compounds (2-4) were isolated from the fruits of Xanthium strumarium L. Their chemical structures were determined as 7-hydroxymethyl-8,8-dimethyl-4,8-dihydrobenzo[1,4]-thiazine-3,5-dione-11-O-[β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside] (1), 7-hydroxymethyl-8,8-dimethyl-4,8-dihydrobenzo[1,4]-thiazine-3,5-dione-11-O-[β-D-apiofuranosyl-(1→6)-O-β-D-glucopyranoside] (2), xanthiside (3), and xanthiazone (4) by extensive nuclear magnetic resonance spectroscopic and high-resolution electron spray ionization mass spectrum analysis and by comparison of the spectral data with those reported in the literature. Compounds 3 and 4 exhibited cytotoxic activity against lung carcinoma (SK-LU-1), human breast carcinoma (MCF-7), hepatocellular carcinoma (HepG2), and skin melanoma (SK-Mel-2) cell lines with half-maximal inhibitory concentration (IC50) values ranging from 27.0 ± 1.1 to 43.2 ± 1.8 µM.



中文翻译:

一种新的来自Xanthium strumarium L果实的噻嗪二酮糖苷。

苍耳果实中分离得到4种噻嗪二酮衍生物,包括1个新的噻嗪二酮苷( 1 )和3个已知化合物( 2 - 4 ),化学结构确定为7-羟甲基-8,8-二甲基-4 ,8-dihydrobenzo[1,4]-thiazine-3,5-dione-11- O- [ β -D- glupyranosyl- (1→6) -O-β -D-glucopyranoside] ( 1 ), 7-羟甲基-8,8-二甲基-4,8-​​二氢苯并[1,4]-噻嗪-3,5-二酮-11- O- [ β -D-apiofuranosyl-(1→6) -O - β -D-吡喃葡萄糖苷] ( 2 ), 黄苷 ( 3) 和黄酮 ( 4 ) 通过广泛的核磁共振光谱和高分辨率电子喷雾电离质谱分析以及光谱数据与文献报道的比较。化合物34对肺癌 (SK-LU-1)、人乳腺癌 (MCF-7)、肝细胞癌 (HepG2) 和皮肤黑色素瘤 (SK-Mel-2) 细胞系表现出细胞毒活性,具有半最大抑制浓度 (IC 50 ) 值范围为 27.0 ± 1.1 至 43.2 ± 1.8 µM。

更新日期:2021-07-22
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