Xanthine Oxidase Inhibition and Anti-LDL Oxidation by Prenylated Isoflavones from <i>Flemingia philippinensis</i> Root
Xanthine oxidase is a frontier enzyme to produce oxidants, which leads to inflammation in the blood. Prenylated isoflavones from <i>Flemingia philippinensis</i> were found to display potent inhibition against xanthine oxidase (XO). All isolates (<b>1</b>–<b>9</b>)...
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MDPI AG
2020-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/13/3074 |
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| author | Jeong Yoon Kim Yan Wang Zuo Peng Li Aizhamal Baiseitova Yeong Jun Ban Ki Hun Park |
| author_facet | Jeong Yoon Kim Yan Wang Zuo Peng Li Aizhamal Baiseitova Yeong Jun Ban Ki Hun Park |
| author_sort | Jeong Yoon Kim |
| collection | DOAJ |
| description | Xanthine oxidase is a frontier enzyme to produce oxidants, which leads to inflammation in the blood. Prenylated isoflavones from <i>Flemingia philippinensis</i> were found to display potent inhibition against xanthine oxidase (XO). All isolates (<b>1</b>–<b>9</b>) inhibited XO enzyme with IC<sub>50</sub> ranging 7.8~36.4 μM. The most active isoflavones (<b>2</b>–<b>5</b>, IC<sub>50</sub> = 7.8~14.8 μM) have the structural feature of a catechol motif in B-ring. Inhibitory behaviors were disclosed as a mixed type I mode of inhibition with <i>K</i><sub>I</sub> < <i>K</i><sub>IS</sub>. Binding affinities to XO enzyme were evaluated. Fluorescence quenching effects agreed with inhibitory potencies (IC<sub>50</sub>s). The compounds (<b>2</b>–<b>5</b>) also showed potent anti-LDL oxidation effects in the thiobarbituric acid-reactive substances (TBARS) assay, the lag time of conjugated diene formation, relative electrophoretic mobility (REM), and fragmentation of apoB-100 on copper-mediated LDL oxidation. The compound <b>4</b> protected LDL oxidation with 0.7 μM in TBARS assay, which was 40-fold more active than genistein (IC<sub>50</sub> = 30.4 μM). |
| first_indexed | 2024-03-10T18:39:36Z |
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| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T18:39:36Z |
| publishDate | 2020-07-01 |
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| series | Molecules |
| spelling | doaj.art-7bf9d530d59142088f507e741b80f6062023-11-20T05:59:44ZengMDPI AGMolecules1420-30492020-07-012513307410.3390/molecules25133074Xanthine Oxidase Inhibition and Anti-LDL Oxidation by Prenylated Isoflavones from <i>Flemingia philippinensis</i> RootJeong Yoon Kim0Yan Wang1Zuo Peng Li2Aizhamal Baiseitova3Yeong Jun Ban4Ki Hun Park5Division of Applied Life Science (BK21 Plus), IALS, Gyeongsang National University, Jinju 52828, KoreaCollege of Food and Biological Engineering, Qiqihar University, Qiqihar 161006, ChinaDivision of Applied Life Science (BK21 Plus), IALS, Gyeongsang National University, Jinju 52828, KoreaDivision of Applied Life Science (BK21 Plus), IALS, Gyeongsang National University, Jinju 52828, KoreaDivision of Applied Life Science (BK21 Plus), IALS, Gyeongsang National University, Jinju 52828, KoreaDivision of Applied Life Science (BK21 Plus), IALS, Gyeongsang National University, Jinju 52828, KoreaXanthine oxidase is a frontier enzyme to produce oxidants, which leads to inflammation in the blood. Prenylated isoflavones from <i>Flemingia philippinensis</i> were found to display potent inhibition against xanthine oxidase (XO). All isolates (<b>1</b>–<b>9</b>) inhibited XO enzyme with IC<sub>50</sub> ranging 7.8~36.4 μM. The most active isoflavones (<b>2</b>–<b>5</b>, IC<sub>50</sub> = 7.8~14.8 μM) have the structural feature of a catechol motif in B-ring. Inhibitory behaviors were disclosed as a mixed type I mode of inhibition with <i>K</i><sub>I</sub> < <i>K</i><sub>IS</sub>. Binding affinities to XO enzyme were evaluated. Fluorescence quenching effects agreed with inhibitory potencies (IC<sub>50</sub>s). The compounds (<b>2</b>–<b>5</b>) also showed potent anti-LDL oxidation effects in the thiobarbituric acid-reactive substances (TBARS) assay, the lag time of conjugated diene formation, relative electrophoretic mobility (REM), and fragmentation of apoB-100 on copper-mediated LDL oxidation. The compound <b>4</b> protected LDL oxidation with 0.7 μM in TBARS assay, which was 40-fold more active than genistein (IC<sub>50</sub> = 30.4 μM).https://www.mdpi.com/1420-3049/25/13/3074<i>Flemingia philippinensis</i>prenylated isoflavonesxanthine oxidase inhibitionanti-LDL oxidation |
| spellingShingle | Jeong Yoon Kim Yan Wang Zuo Peng Li Aizhamal Baiseitova Yeong Jun Ban Ki Hun Park Xanthine Oxidase Inhibition and Anti-LDL Oxidation by Prenylated Isoflavones from <i>Flemingia philippinensis</i> Root Molecules <i>Flemingia philippinensis</i> prenylated isoflavones xanthine oxidase inhibition anti-LDL oxidation |
| title | Xanthine Oxidase Inhibition and Anti-LDL Oxidation by Prenylated Isoflavones from <i>Flemingia philippinensis</i> Root |
| title_full | Xanthine Oxidase Inhibition and Anti-LDL Oxidation by Prenylated Isoflavones from <i>Flemingia philippinensis</i> Root |
| title_fullStr | Xanthine Oxidase Inhibition and Anti-LDL Oxidation by Prenylated Isoflavones from <i>Flemingia philippinensis</i> Root |
| title_full_unstemmed | Xanthine Oxidase Inhibition and Anti-LDL Oxidation by Prenylated Isoflavones from <i>Flemingia philippinensis</i> Root |
| title_short | Xanthine Oxidase Inhibition and Anti-LDL Oxidation by Prenylated Isoflavones from <i>Flemingia philippinensis</i> Root |
| title_sort | xanthine oxidase inhibition and anti ldl oxidation by prenylated isoflavones from i flemingia philippinensis i root |
| topic | <i>Flemingia philippinensis</i> prenylated isoflavones xanthine oxidase inhibition anti-LDL oxidation |
| url | https://www.mdpi.com/1420-3049/25/13/3074 |
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