One new 2-arylbenzo[b]furan named iteafuranal F (1) as well as two known analogues (2-3) were isolated from the 95% EtOH extract of aerial parts of Itea omeiensis. Their chemical structures were constructed based on extensive spectroscopic analyses including UV, IR, 1D/2D NMR and HRMS analyses.Antioxidant assays revealed that iteafuranal F (1) displayed significant superoxide anion radical scavenging capacity with IC 50 value of 0.66 mg/mL, which was comparable to the efficiency of positive control of luteolin. In addition, the preliminary fragmentation patterns of MS in negative ion mode were established to distinguish 2-arylbenzo[b]furans with C-10 in different oxidation states: the characteristic loss of CO molecule [M-H-28]was observed for 3-formyl-2-arylbenzo[b]furans, and the loss of CH 2 O fragment [M-H-30]for 3-hydroxymethyl-2-arylbenzo[b]furans, and the loss of CO 2 fragment [M-H-44]for 2-arylbenzo[b]furan-3-carboxylic acids.
Itea ilicifolia Oliv is a folk medicine with antioxidant potential. In this study, the fingerprints of 14 batches of I. ilicifolia were established by HPLC with 17 common peaks.The similarities evaluated by Similarity Evaluation System for Chromatographic Fingerprint of Chinese Materia (version 2012) were >0.89. Ten compounds were identified with definite structures by comparing the retention time and characteristic UV spectral pattern with those of reference substances. The antioxidant capacities of 14 batches of I. ilicifolia were evaluated based on O 2 ÁÀ , DPPH and ABTS Á+ radical scavenging assays in combination with ferric reducing antioxidant power assay. Via multivariate statistical analyses of gray relation analysis, bivariate correlation analysis and partial least squares regression analysis, a study on the spectrum-effect relationship was then performed to screen eight peaks as the antioxidant Q-markers of I. ilicifolia. The contents of representative antioxidant Q-markers (isoorientin, orientin, vitexin, isovitexin and iteafuranal A) in samples were accurately determined to be 0.
Source of materialAdamantaneamine (2.0 mmol) in 15.0 ml CH 3OH was added to a solution of Er(NO 3)3 · 5H2O (1.0 mmol) dissolved in 10.0 ml CH 3OH, producing a colorless solution, to which 2.2 mmol vanillin was added under continuous stirring. The mixture was then further stirred for 5 h. Slow evaporation afforded the title complex crystals for the X-ray structure determination.
DiscussionThe crystal structure of the title compound is built up by triaquabis(vanillin-O,O¢)nitritoerbium(III) complex molecules, within which the Er atoms are each surrounded by four O atoms from two vanillin ligands, three H 2O molecules and one O atom of nitrito ligand, to which nitrato group was reduced by adamantaneimine. The geometry around Er atom can be described as a distorted square antiprism with O1, O7, O7a, O1a (plane I) and O2, O4, O2a, O6 (plane II) (symmetry code: a: x, -y+1/2, z) at the tetragonal bases (dihedral angle between their mean planes is 3.3(1)°). The distances between Er and the two planes are -1.075(2) Å and 1.344 (2)
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