Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of <i>Ligustrum robustum</i> and Their Bioactivities

The phytochemical study on the leaves of <i>Ligustrum robustum</i>, which have been used as Ku-Ding-Cha, led to the isolation and identification of three new phenylethanoid glycosides and three new phenylmethanoid glycosides, named ligurobustosides R<sub>1</sub> (<b>1b&...

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Main Authors: Shi-Hui Lu, Hao-Jiang Zuo, Jing Huang, Ran Chen, Jia-Ping Pan, Xiu-Xia Li
Format: Article
Language:English
Published: MDPI AG 2022-10-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/21/7390
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author Shi-Hui Lu
Hao-Jiang Zuo
Jing Huang
Ran Chen
Jia-Ping Pan
Xiu-Xia Li
author_facet Shi-Hui Lu
Hao-Jiang Zuo
Jing Huang
Ran Chen
Jia-Ping Pan
Xiu-Xia Li
author_sort Shi-Hui Lu
collection DOAJ
description The phytochemical study on the leaves of <i>Ligustrum robustum</i>, which have been used as Ku-Ding-Cha, led to the isolation and identification of three new phenylethanoid glycosides and three new phenylmethanoid glycosides, named ligurobustosides R<sub>1</sub> (<b>1b</b>), R<sub>2–3</sub> (<b>2</b>), R<sub>4</sub> (<b>3</b>), S<sub>1</sub> (<b>4b</b>), S<sub>2</sub> (<b>5</b>), and S<sub>3</sub> (<b>6</b>), and five reported phenylethanoid glycosides (<b>7</b>–<b>11</b>). In the bioactivity test, (<i>Z</i>)-osmanthuside B<sub>6</sub> (<b>11</b>) displayed strong fatty acid synthase (FAS) inhibitory activity (IC<sub>50</sub>: 4.55 ± 0.35 μM) as the positive control orlistat (IC<sub>50</sub>: 4.46 ± 0.13 μM), while ligurobustosides R<sub>4</sub> (<b>3</b>) and S<sub>2</sub> (<b>5</b>), ligupurpuroside B (<b>7</b>), <i>cis</i>-ligupurpuroside B (<b>8</b>), ligurobustoside N (<b>9</b>), osmanthuside D (<b>10</b>), and (<i>Z</i>)-osmanthuside B<sub>6</sub> (<b>11</b>) showed stronger ABTS radical scavenging activity (IC<sub>50</sub>: 2.68 ± 0.05~4.86 ± 0.06 μM) than the positive control L-(+)-ascorbic acid (IC<sub>50</sub>: 10.06 ± 0.19 μM). This research provided a theoretical basis for the leaves of <i>L. robustum</i> as a tea with function in treating obesity and diabetes.
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spelling doaj.art-0be0ca0450c34b21b98742b8ab64ec382023-11-24T06:03:25ZengMDPI AGMolecules1420-30492022-10-012721739010.3390/molecules27217390Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of <i>Ligustrum robustum</i> and Their BioactivitiesShi-Hui Lu0Hao-Jiang Zuo1Jing Huang2Ran Chen3Jia-Ping Pan4Xiu-Xia Li5College of Pharmacy, Youjiang Medical University for Nationalities, Baise 533000, ChinaDepartment of Laboratory Science of Public Health, West China School of Public Health, Sichuan University, Chengdu 610041, ChinaKey Laboratory of Drug Targeting, Ministry of Education, West China School of Pharmacy, Sichuan University, Chengdu 610041, ChinaInstitute of Life Science, Youjiang Medical University for Nationalities, Baise 533000, ChinaCollege of Pharmacy, Youjiang Medical University for Nationalities, Baise 533000, ChinaNursing School, Youjiang Medical University for Nationalities, Baise 533000, ChinaThe phytochemical study on the leaves of <i>Ligustrum robustum</i>, which have been used as Ku-Ding-Cha, led to the isolation and identification of three new phenylethanoid glycosides and three new phenylmethanoid glycosides, named ligurobustosides R<sub>1</sub> (<b>1b</b>), R<sub>2–3</sub> (<b>2</b>), R<sub>4</sub> (<b>3</b>), S<sub>1</sub> (<b>4b</b>), S<sub>2</sub> (<b>5</b>), and S<sub>3</sub> (<b>6</b>), and five reported phenylethanoid glycosides (<b>7</b>–<b>11</b>). In the bioactivity test, (<i>Z</i>)-osmanthuside B<sub>6</sub> (<b>11</b>) displayed strong fatty acid synthase (FAS) inhibitory activity (IC<sub>50</sub>: 4.55 ± 0.35 μM) as the positive control orlistat (IC<sub>50</sub>: 4.46 ± 0.13 μM), while ligurobustosides R<sub>4</sub> (<b>3</b>) and S<sub>2</sub> (<b>5</b>), ligupurpuroside B (<b>7</b>), <i>cis</i>-ligupurpuroside B (<b>8</b>), ligurobustoside N (<b>9</b>), osmanthuside D (<b>10</b>), and (<i>Z</i>)-osmanthuside B<sub>6</sub> (<b>11</b>) showed stronger ABTS radical scavenging activity (IC<sub>50</sub>: 2.68 ± 0.05~4.86 ± 0.06 μM) than the positive control L-(+)-ascorbic acid (IC<sub>50</sub>: 10.06 ± 0.19 μM). This research provided a theoretical basis for the leaves of <i>L. robustum</i> as a tea with function in treating obesity and diabetes.https://www.mdpi.com/1420-3049/27/21/7390<i>Ligustrum robustum</i>phenylethanoid glycosidephenylmethanoid glycosidesFAS<i>α</i>-glucosidaseantioxidant
spellingShingle Shi-Hui Lu
Hao-Jiang Zuo
Jing Huang
Ran Chen
Jia-Ping Pan
Xiu-Xia Li
Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of <i>Ligustrum robustum</i> and Their Bioactivities
Molecules
<i>Ligustrum robustum</i>
phenylethanoid glycoside
phenylmethanoid glycosides
FAS
<i>α</i>-glucosidase
antioxidant
title Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of <i>Ligustrum robustum</i> and Their Bioactivities
title_full Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of <i>Ligustrum robustum</i> and Their Bioactivities
title_fullStr Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of <i>Ligustrum robustum</i> and Their Bioactivities
title_full_unstemmed Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of <i>Ligustrum robustum</i> and Their Bioactivities
title_short Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of <i>Ligustrum robustum</i> and Their Bioactivities
title_sort phenylethanoid and phenylmethanoid glycosides from the leaves of i ligustrum robustum i and their bioactivities
topic <i>Ligustrum robustum</i>
phenylethanoid glycoside
phenylmethanoid glycosides
FAS
<i>α</i>-glucosidase
antioxidant
url https://www.mdpi.com/1420-3049/27/21/7390
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