Davidones F and G, Two Novel Flavonoids from <i>Sophora davidii</i> (Franch.) Skeels

An unprecedented novel flavanone davidone F (<b>1</b>) with a seven-membered ring side chain, and a novel flavanonol davidone G (<b>2</b>), along with 11 known flavonoids, were isolated from the ethyl acetate fraction of <i>Sophora davidii</i> (Franch.) Skeels. Th...

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Main Authors: Ping Song, Xuecui Li, Tongxi Zhou, Yu Peng, Ho-Young Choi, Yuanren Ma, Xinzhou Yang
Format: Article
Language:English
Published: MDPI AG 2021-07-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/14/4182
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author Ping Song
Xuecui Li
Tongxi Zhou
Yu Peng
Ho-Young Choi
Yuanren Ma
Xinzhou Yang
author_facet Ping Song
Xuecui Li
Tongxi Zhou
Yu Peng
Ho-Young Choi
Yuanren Ma
Xinzhou Yang
author_sort Ping Song
collection DOAJ
description An unprecedented novel flavanone davidone F (<b>1</b>) with a seven-membered ring side chain, and a novel flavanonol davidone G (<b>2</b>), along with 11 known flavonoids, were isolated from the ethyl acetate fraction of <i>Sophora davidii</i> (Franch.) Skeels. Their planar structures were established by UV, IR, HRESIMS, 1D and 2D NMR data. The relative configurations of <b>1</b> and <b>2</b> were determined by calculation of NMR chemical shift values, the absolute configuration of <b>1</b> and <b>2</b> were assigned by comparing their experimental and calculated electronic circular dichroism (ECD) spectra. Moreover, compounds <b>1</b>–<b>13</b> were screened for the translocation activity of glucose transporter 4 (GLUT-4), and the fluorescence intensity was increased to the range of 1.56 and 2.79 folds. Compounds <b>1</b> and <b>2</b> showed moderate GLUT-4 translocation activity with 1.64 and 1.79 folds enhancement, respectively, at a concentration of 20 μg/mL.
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spelling doaj.art-db138b6d5bbe4be68a2810b7d95eedd02023-11-22T04:29:47ZengMDPI AGMolecules1420-30492021-07-012614418210.3390/molecules26144182Davidones F and G, Two Novel Flavonoids from <i>Sophora davidii</i> (Franch.) SkeelsPing Song0Xuecui Li1Tongxi Zhou2Yu Peng3Ho-Young Choi4Yuanren Ma5Xinzhou Yang6School of Chemistry and Chemical Engineering, Qinghai Nationalities University, Xining 810007, ChinaSchool of Chemistry and Chemical Engineering, Qinghai Nationalities University, Xining 810007, ChinaSchool of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, ChinaSchool of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, ChinaCollege of Korean Medicine, Kyung Hee University, Seoul 02447, KoreaSchool of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, ChinaSchool of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, ChinaAn unprecedented novel flavanone davidone F (<b>1</b>) with a seven-membered ring side chain, and a novel flavanonol davidone G (<b>2</b>), along with 11 known flavonoids, were isolated from the ethyl acetate fraction of <i>Sophora davidii</i> (Franch.) Skeels. Their planar structures were established by UV, IR, HRESIMS, 1D and 2D NMR data. The relative configurations of <b>1</b> and <b>2</b> were determined by calculation of NMR chemical shift values, the absolute configuration of <b>1</b> and <b>2</b> were assigned by comparing their experimental and calculated electronic circular dichroism (ECD) spectra. Moreover, compounds <b>1</b>–<b>13</b> were screened for the translocation activity of glucose transporter 4 (GLUT-4), and the fluorescence intensity was increased to the range of 1.56 and 2.79 folds. Compounds <b>1</b> and <b>2</b> showed moderate GLUT-4 translocation activity with 1.64 and 1.79 folds enhancement, respectively, at a concentration of 20 μg/mL.https://www.mdpi.com/1420-3049/26/14/4182<i>Sophora davidii</i> (Franch.) Skeelsflavonoidselectronic circular dichroism (ECD)glucose transporter 4 (GLUT-4)
spellingShingle Ping Song
Xuecui Li
Tongxi Zhou
Yu Peng
Ho-Young Choi
Yuanren Ma
Xinzhou Yang
Davidones F and G, Two Novel Flavonoids from <i>Sophora davidii</i> (Franch.) Skeels
Molecules
<i>Sophora davidii</i> (Franch.) Skeels
flavonoids
electronic circular dichroism (ECD)
glucose transporter 4 (GLUT-4)
title Davidones F and G, Two Novel Flavonoids from <i>Sophora davidii</i> (Franch.) Skeels
title_full Davidones F and G, Two Novel Flavonoids from <i>Sophora davidii</i> (Franch.) Skeels
title_fullStr Davidones F and G, Two Novel Flavonoids from <i>Sophora davidii</i> (Franch.) Skeels
title_full_unstemmed Davidones F and G, Two Novel Flavonoids from <i>Sophora davidii</i> (Franch.) Skeels
title_short Davidones F and G, Two Novel Flavonoids from <i>Sophora davidii</i> (Franch.) Skeels
title_sort davidones f and g two novel flavonoids from i sophora davidii i franch skeels
topic <i>Sophora davidii</i> (Franch.) Skeels
flavonoids
electronic circular dichroism (ECD)
glucose transporter 4 (GLUT-4)
url https://www.mdpi.com/1420-3049/26/14/4182
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