− Extraction and fractionation of Pulsatilla koreana flowers followed by, repeated open column chromatography for EtOAc and n-BuOH fractions yielded four flavonoid glycosides, namely, astragalin (1), tiliroside (2), buddlenoide A (3), and apigenin-7-O-(3''-E-p-coumaroyl)-glucopyranoside (4). The chemical structures of these flavonoid glycosides were elucidated on the basis of various spectroscopic methods including electronic ionization mass spectrometry (EI-MS), 1D NMR ( 1 H,
13C, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC), and infrared (IR) spectrometry. This study represents the first report of the isolation of the flavonoid glycosides from the flowers of P. koreana.
Sparassis crispa fruits were extracted in 80 % MeOH, and the concentrated extract was partitioned into EtOAc, n-butyl alcohol, and water fractions. The repeated octadecyl SiO 2 and silica gel (SiO 2 ) column chromatographies for the EtOAc and nbutyl alcohol fractions led to isolation of two ergosterol peroxides. There chemical structures were determined as (3β,5α,8α,22E)-5,8-Epidioxyergosta-6,22-dien-3-ol (ergosterol peroxide) (1) and 3-O-β-D-glucopyranosyl ergosterol peroxide (2) based on spectroscopic data analyses including nuclear magnetic resonance, infrared spectrometry, and mass spectrometry (MS). Compounds 1 and 2 were for the first time isolated from S. crispa in this study.
A new guaiane sesquiterpene, (1R,4S,5S,10R)-10-methyl guaianediol (1), along with five known compounds, 10-methylalismoxide (2), (+)-alismoxide (3), isozedoarondiol (4), zedoarondiol (5), and zedoalactone B (6), were isolated from the rhizomes of Curcuma xanthorrhiza Roxb. Compounds 1-6 were isolated from this plant for the first time. Chemical structures were determined using nuclear magnetic resonance (NMR), electron ionization mass spectrometry (EI/MS), polarimetry, circular dichroism (CD), and infrared spectroscopy (IR). Compounds 3 and 4 decreased MMP-1 expression in UVB-treated human keratinocytes by about 8.9-fold and 7.6-fold at the mRNA level, and by about 9.2-fold and 6.6-fold at the protein level, respectively. Results indicate that the isolated compounds have anti-aging effects by inhibiting MMP-1 expression in skin cells.
The EtOAc, n-BuOH, and aqueous fractions from the aerial parts of Malva verticillata have been shown to promote significant recovery from alloxan-induced pancreatic islet (PI) damage in zebrafish larvae at 10 μg/mL. Therefore, this study aimed to identify the principal active components of these plant parts and their pharmacological properties. Repeated SiO 2 and octadecyl SiO 2 column chromatography with the aerial parts of M. verticillata led to isolation of four phenolic compounds; these compounds were identified as benzyl--D-galactopyranoside (1), (-)-secoisolariciresinol-9′-O--D-glucopyranoside (2), transferulic acid (3), and trans-ferulic acid methyl ester (4) on the basis of physicochemical and spectroscopic analyses including infrared, nuclear magnetic resonance, and fast atom bombardment-mass spectroscopy. Compounds 1-4 were first isolated from M. verticillata in this study. Furthermore, compounds 1-4 recovered alloxan-induced PI damage in zebrafish. Especially, compound 3 recovered the size of the injured PIs by 83.8% (p=0.0007) compared to the alloxaninduced group, while compound 4 by 33.4% (p=0.0072). It is the first report that trans-ferulic acid (3) exhibited the protective effect on zebrafish larvae PIs damaged by alloxan.
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