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Two new phenolic glucosides, hostaflavanone A ( 1 ) and anti -1-phenylpropane-1,2-diol-2- O -β-d-glucopyranoside ( 2 ), together with six known compounds, anti -1-phenylpropane-1,2-diol ( 3 ), phenethyl- O -β-d-glucopyranoside ( 4 ), phenethanol-β-d-gentiobioside ( 5 ), phenethyl- O -rutinoside ( 6 ), (1 S , 3 S )-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid ( 7 ), and (1 R , 3 S )-1-methyl-1,2,3,4-tetrahydro-β-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 IC 50 value of 83.2 μM, while 4 - 6 showed insignificant activity with IC 50 values of 282, 257, and 275 μM, 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.

molecules/molecules online/molecules annual

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