BIOORGANIC CHEMISTRY
·
2021
·
IF 5.275
Xiu-Qing Song,Jin-Hai Yu,Jia Sun,Kai-Lu Liu,Jun-Sheng Zhang,Hua Zhang
Eleven new compounds including five bisabolane ( 1 – 5 ) and three oplopane ( 6 – 8 ) sesquiterpenoids, a pair of benzopyran enantiomers ( 9 & 10 ) and a benzofuran derivative ( 11 ), along with six known sesquiterpenoid co-metabolites ( 12 – 17 ), have been obtained from the flower buds of Tussilago farfara . Their structures were elucidated by comprehensive spectroscopic analyses and comparison with structurally related known analogues. The absolute configurations of all the compounds except 11 were unequivocally assigned by various techniques, including Mosher’s method and time-dependent density functional theory (TD-DFT) based calculations of 13 C NMR and electronic circular dichroism (ECD) data. The C-8 absolute configuration on the sidechain of this group of bisabolane sesquiterpenoids was assigned for the first time. Our bioassays have established that compounds 3 , 4 , 13 and 14 showed significant α -glucosidase inhibitory activities, while 6 , 8 and 14 displayed moderate antiproliferative effects against two human tumor cell lines A549 and MDA-MB-231. Further flow cytometric analysis revealed that 14 effectively induced cell apoptosis and arrested cell cycle at the S/G2 phases in A549 cells, in a dose-dependent manner.
研究领域:
植物化学
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药物化学
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细胞生物学
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产品关联
DOI
PubMed
高影响因子
FITOTERAPIA
·
2020
·
IF 2.527
Xiu-Qing Song,Jia Sun,Jin-Hai Yu,Jun-Sheng Zhang,Jie Bao,Hua Zhang
Six new compounds including four prenylated indole alkaloids ( 1 – 4 ) and two lignans ( 5 – 6 ), along with eight known cometabolites ( 7 – 14 ), were isolated from the flower buds of Tussilago farfara . Structures of the new compounds were elucidated by comparison with structurally related known analogues and also by comprehensive spectroscopic analyses. Their absolute configurations were determined by a variety of means including Mosher's method, Marfey's analysis, electronic circular dichroism (ECD) exciton chirality method and ECD calculations. Our bioassays have established that compounds 1 and 2 showed potent α -glucosidase inhibitory activity with IC 50 values of 105 ± 4.7 and 35.2 ± 3.2 μM, respectively, while the known 13 and 14 exerted moderate DPPH radical scavenging activity with IC 50 values of 45.2 ± 2.9 and 29.2 ± 2.0 μM, respectively.
研究领域:
植物化学
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天然产物化学
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药理学
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产品关联
DOI
PubMed
高影响因子
CHEMISTRY & BIODIVERSITY
·
2025
·
IF 2.5
Ke Guo,Peng Zhao,Xinxin Yang,Jin Wang,Wei Chang,Simei Liu,Siqi Zhang,Tingting Zhang,Hao Yan,Yafeng Yan,Jie Wang,Xiping Chen,Churong Yu,Guoquan Wang
The present study reports the synthesis of a selenium nanocomplex (Se-TFPs) using purified polysaccharides from Tussilago farfara L (coltsfoot). It evaluates its structural characteristics, physicochemical properties, and inhibitory effects of Michigan Cancer Foundation-7 (MCF-7) breast cancer cells. The influence of processing conditions on nanoparticle size and stability at 25 °C was assessed using particle size and zeta potential measurements. The Se-TFPs were synthesized by optimizing the processing conditions via response surface methodology, yielding nanoparticles with a selenium (Se)-to-polysaccharide mass ratio of 1:13.5, a Se-to-ascorbic acid molar ratio of 1:4.5, a selenite concentration of 10.7 mM, and a reaction time of 4.4 h. The resulting Se-TFPs had an average particle size of 107.2 nm and a zeta potential of -35.1 mV. Structural and physicochemical analyses confirmed successful nanoparticle formation. Compared to TFPs, Se-TFPs exhibited significantly enhanced scavenging activity against 2,2-Diphenyl-1-picrylhydrazyl (DPPH), 2,2'-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS), hydroxyl radicals, and superoxide anion radicals. The 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assays, flow cytometry, and cell cycle apoptosis analysis revealed that Se-TFPs effectively inhibited MCF-7 cell proliferation at the S phase, with an IC50 value of 119.62 μg/mL.
研究领域:
纳米技术
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药理学
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肿瘤学
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生物化学
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材料科学
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产品关联
DOI
PubMed
高影响因子
CHEMISTRY & BIODIVERSITY
·
2019
·Vol. 16
·期 3
·e1800581
·
IF 1.449
Jia Sun,Jin-Hai Yu,Jun-Sheng Zhang,Xiu-Qing Song,Jie Bao,Hua Zhang
Fourteen chromane derivatives of seven pairs of enantiomers ( 1 – 14 ) have been obtained from the ethanolic extract of the flower buds of Tussilago farfara L. Their structures with absolute configurations have been elucidated by detailed spectroscopic analyses, chemical methods, and particularly comparison of experimental ECD spectra with theoretically computed ones. Biological evaluations revealed that they did not show cytoprotective, antimicrobial, and α - glucosidase inhibitory activities. Graphical
研究领域:
植物化学
·
药理学
·
药物化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）