Bioactive Flavonoid Glycosides and HPLC and UPLC Quantification of Commercial Astragali Complanati Semen

Abstract

Eleven compounds, including nine known flavonoid glycosides (1–4, 6–8, and 10–11), one isoflavone glycoside (5), and a glansreginic acid (9), were isolated from the 80% ethanol extract of commercial Astragali Complanati Semen (ACS). All chemical structures were determined by spectroscopic analyses, including 1D and 2D NMR. Compounds 2, 4, 5, 6, 9, and 10 were isolated and identified from the title plant for the first time. Biological evaluation revealed that all the isolates showed promising anti-NO production, and 1, 2, 3, and 8 were more potent in antioxidant activity than vitamin E. The major peaks in the UPLC and HPLC profiles identified their chemical structures by comparing their retention time and UV spectra with those of the reference substances. Furthermore, nine of the eleven samples collected from North, Middle, and South regions of Taiwan possessed similar HPLC fingerprints and were identified as Astragali Complanati Semen, whereas the other two samples from southern Taiwan would be the adulterants due to the different fingerprinting patterns. In addition, an HPLC-UV method was employed to determine the content of target compound complanatuside (11) with good linear regression (R2 = 0.9998) for ACS in the Taiwanese market. Of the isolates, flavonol glycosides 1 and 3 were the major peaks in HPLC/UPLC, and showed more potent antioxidant and anti-NO production activities than that of 11, revealing that these compounds can be the available agents for the quality control of ACS.

An Integrated Strategy for Investigating Antioxidants from Ribes himalense Royle ex Decne and Their Potential Target Proteins

“…For C 26 H 28 O 16 , m / z 596.14); 1 H-NMR (600 MHz, CD 3 OD): δ 7.63 (1H, dd, J = 8.5, 2.2 Hz, H-6′), 7.62 (1H, d, J = 2.2 Hz, H-2′), 6.86 (1H, d, J = 8.5 Hz, H-5′), 6.37 (1H, d, J = 2.1 Hz, H-8), 6.18(1H, d, J = 2.1 Hz, H-6), 5.50 (1H, d, J = 7.6 Hz, H-1″), 4.75 (1H, d, J = 7.1 Hz, H-1′′′), 3.93~3.20 (11H, m, sugar protons); 13 C-NMR (151 MHz, CD 3 OD): δ 179.6 (C-4), 165.8 (C-7), 163.2 (C-5), 158.4 (C-9), 158.3 (C-2), 149.7 (C-4′), 146.1 (C-3′), 135.2 (C-3), 123.4 (C-1′), 123.2 (C-6′), 117.3 (C-5′), 116.1 (C-2′), 105.8 (C-1′′′), 105.4 (C-1″), 100.8 (C-10), 99.7 (C-6), 94.5 (C-8), 82.3 (C-5″), 78.4 (C-2″), 78.3 (C-35′) 77.0 (C-3′′′), 74.9 (C-2′′′), 71.1 (C-4″), 71.0 (C-4′′′), 66.6 (C-5′′′), 62.4 (C-6″). These data agreed with the information reported in the literature [ 31 ] on the spectra of Quercetin-3-O-β- d -xylopyranosyl(1-2)-β- d -glucopyranoside.…”

Separation of flavonoids with significant biological activity from Acacia mearnsii leaves

“…S12 † ), and HMBC (Fig. S13 † ) spectra of W1 were compared with the literature, 38,39 and W1 was identified as myricetin-3- O -β- d -glucoside. The results demonstrated the excellent purity of W3 and W1 obtained using preparative RP-HPLC.…”

Screening of the Active Substances for the Assessment of Walnut Kernel in the Treatment of Scopolamine‐Induced AD Animals

“…[ 30 ] Glansreginic acid + 2H + H 2 O and glansreginic acid were metabolic derivatives of glansreginin A and played an important role in antioxidant and anti‐NO production activities. [ 31 ]…”