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Chemical Constituents from the Flower of Hosta plantaginea with Cyclooxygenases Inhibition and Antioxidant Activities and Their Chemotaxonomic Significance.


ABSTRACT: Two new phenolic glucosides, hostaflavanone A (1) and anti-1-phenylpropane-1,2-diol-2-O-?-d-glucopyranoside (2), together with six known compounds, anti-1-phenylpropane-1,2-diol (3), phenethyl-O-?-d-glucopyranoside (4), phenethanol-?-d-gentiobioside (5), phenethyl-O-rutinoside (6), (1S, 3S)-1-methyl-1,2,3,4-tetrahydro-?-carboline-3-carboxylic acid (7), and (1R, 3S)-1-methyl-1,2,3,4-tetrahydro-?-carboline-3-carboxylic acid (8), were isolated from the flower of Hosta plantaginea, and their structures were elucidated by nuclear magnetic resonance (NMR), high resolution electrospray ionization mass spectroscopy (HRESIMS), and circular dichroism (CD) analyses. The cyclooxygenases (COX-1 and COX-2) inhibition and antioxidant activities of compounds 1 and 4-6 were investigated, and they showed moderate cyclooxygenases inhibition activities. Moreover, only compound 1 exhibited moderate antioxidant activity, with an IC50 value of 83.2 ?M, while 4-6 showed insignificant activity with IC50 values of 282, 257, and 275 ?M, respectively. This is the first report of compounds 3 and 5-8 from the Liliaceae family. The chemotaxonomic significance of the isolated compounds was also summarized.

SUBMITTER: Yang L 

PROVIDER: S-EPMC6150378 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature

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Chemical Constituents from the Flower of Hosta plantaginea with Cyclooxygenases Inhibition and Antioxidant Activities and Their Chemotaxonomic Significance.

Yang Li L   Jiang Shu-Tai ST   Zhou Qin-Guang QG   Zhong Guo-Yue GY   He Jun-Wei JW  

Molecules (Basel, Switzerland) 20171026 11


Two new phenolic glucosides, hostaflavanone A (<b>1</b>) and <i>anti</i>-1-phenylpropane-1,2-diol-2-<i>O</i>-β-d-glucopyranoside (<b>2</b>), together with six known compounds, <i>anti</i>-1-phenylpropane-1,2-diol (<b>3</b>), phenethyl-<i>O</i>-β-d-glucopyranoside (<b>4</b>), phenethanol-β-d-gentiobioside (<b>5</b>), phenethyl-<i>O</i>-rutinoside (<b>6</b>), (1<i>S</i>, 3<i>S</i>)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (<b>7</b>), and (1<i>R</i>, 3<i>S</i>)-1-methyl-1,2,3,4-tet  ...[more]

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