Open AccessA New Thiazinedione Glycoside From the Fruits of Xanthium strumarium L.
Author(s) -
Phạm Hải Yến,
Nguyễn Huy Hoàng,
Đỗ Thị Trang,
Phan Thị Thanh Hương,
Bùi Hữu Tài,
Nguyễn Xuân Nhiệm,
Phan Văn Kiệm
Publication year - 2021
Publication title -
natural product communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.221
H-Index - 44
eISSN - 1934-578X
pISSN - 1555-9475
DOI - 10.1177/1934578x211032082
Subject(s) - glycoside , chemistry , stereochemistry
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 (IC 50 ) values ranging from 27.0 ± 1.1 to 43.2 ± 1.8 µM.