Identification of Daphnane Diterpenoids from <i>Wikstroemia indica</i> Using Liquid Chromatography with Tandem Mass Spectrometry

Liquid chromatography coupled with tandem mass spectrometry (LC-MS/MS) has emerged as a powerful tool for the rapid identification of compounds within natural resources. Daphnane diterpenoids, a class of natural compounds predominantly found in plants belonging to the Thymelaeaceae and Euphorbiaceae...

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Main Authors: Mi Zhang, Kouharu Otsuki, Reo Takahashi, Takashi Kikuchi, Di Zhou, Ning Li, Wei Li
Format: Article
Language:English
Published: MDPI AG 2023-10-01
Series:Plants
Subjects:
Online Access:https://www.mdpi.com/2223-7747/12/20/3620
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author Mi Zhang
Kouharu Otsuki
Reo Takahashi
Takashi Kikuchi
Di Zhou
Ning Li
Wei Li
author_facet Mi Zhang
Kouharu Otsuki
Reo Takahashi
Takashi Kikuchi
Di Zhou
Ning Li
Wei Li
author_sort Mi Zhang
collection DOAJ
description Liquid chromatography coupled with tandem mass spectrometry (LC-MS/MS) has emerged as a powerful tool for the rapid identification of compounds within natural resources. Daphnane diterpenoids, a class of natural compounds predominantly found in plants belonging to the Thymelaeaceae and Euphorbiaceae families, have attracted much attention due to their remarkable anticancer and anti-HIV activities. In the present study, the presence of daphnane diterpenoids in <i>Wikstroemia indica</i>, a plant belonging to the Thymelaeaceae family, was investigated by LC-MS/MS analysis. As a result, 21 daphnane diterpenoids (<b>1</b>–<b>21</b>) in the stems of <i>W. indica</i> were detected. Among these, six major compounds (<b>12</b>, <b>15</b>, <b>17</b>, <b>18</b>, <b>20</b>, and <b>21</b>) were isolated and their structures were unequivocally identified through a comprehensive analysis of the MS and NMR data. For the minor compounds (<b>1</b>–<b>11</b>, <b>13</b>, <b>14</b>, <b>16</b>, and <b>19</b>), their structures were elucidated by in-depth MS/MS fragmentation analysis. This study represents the first disclosure of structurally diverse daphnane diterpenoids in <i>W. indica</i>, significantly contributing to our understanding of bioactive diterpenoids in plants within the Thymelaeaceae family.
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spelling doaj.art-ca7590669f5a477fbe8e42da2bee61bb2023-11-19T17:49:37ZengMDPI AGPlants2223-77472023-10-011220362010.3390/plants12203620Identification of Daphnane Diterpenoids from <i>Wikstroemia indica</i> Using Liquid Chromatography with Tandem Mass SpectrometryMi Zhang0Kouharu Otsuki1Reo Takahashi2Takashi Kikuchi3Di Zhou4Ning Li5Wei Li6Faculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi 274-8510, Chiba, JapanFaculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi 274-8510, Chiba, JapanFaculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi 274-8510, Chiba, JapanFaculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi 274-8510, Chiba, JapanKey Laboratory of Innovative Traditional Chinese Medicine for Major Chronic Diseases of Liaoning Province, Key Laboratory for TCM Material Basis Study and Innovative Drug Development of Shenyang City, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, ChinaKey Laboratory of Innovative Traditional Chinese Medicine for Major Chronic Diseases of Liaoning Province, Key Laboratory for TCM Material Basis Study and Innovative Drug Development of Shenyang City, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, ChinaFaculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi 274-8510, Chiba, JapanLiquid chromatography coupled with tandem mass spectrometry (LC-MS/MS) has emerged as a powerful tool for the rapid identification of compounds within natural resources. Daphnane diterpenoids, a class of natural compounds predominantly found in plants belonging to the Thymelaeaceae and Euphorbiaceae families, have attracted much attention due to their remarkable anticancer and anti-HIV activities. In the present study, the presence of daphnane diterpenoids in <i>Wikstroemia indica</i>, a plant belonging to the Thymelaeaceae family, was investigated by LC-MS/MS analysis. As a result, 21 daphnane diterpenoids (<b>1</b>–<b>21</b>) in the stems of <i>W. indica</i> were detected. Among these, six major compounds (<b>12</b>, <b>15</b>, <b>17</b>, <b>18</b>, <b>20</b>, and <b>21</b>) were isolated and their structures were unequivocally identified through a comprehensive analysis of the MS and NMR data. For the minor compounds (<b>1</b>–<b>11</b>, <b>13</b>, <b>14</b>, <b>16</b>, and <b>19</b>), their structures were elucidated by in-depth MS/MS fragmentation analysis. This study represents the first disclosure of structurally diverse daphnane diterpenoids in <i>W. indica</i>, significantly contributing to our understanding of bioactive diterpenoids in plants within the Thymelaeaceae family.https://www.mdpi.com/2223-7747/12/20/3620daphnane diterpenoidsLC-MS/MS<i>Wikstroemia indica</i>MS/MS fragmentation
spellingShingle Mi Zhang
Kouharu Otsuki
Reo Takahashi
Takashi Kikuchi
Di Zhou
Ning Li
Wei Li
Identification of Daphnane Diterpenoids from <i>Wikstroemia indica</i> Using Liquid Chromatography with Tandem Mass Spectrometry
Plants
daphnane diterpenoids
LC-MS/MS
<i>Wikstroemia indica</i>
MS/MS fragmentation
title Identification of Daphnane Diterpenoids from <i>Wikstroemia indica</i> Using Liquid Chromatography with Tandem Mass Spectrometry
title_full Identification of Daphnane Diterpenoids from <i>Wikstroemia indica</i> Using Liquid Chromatography with Tandem Mass Spectrometry
title_fullStr Identification of Daphnane Diterpenoids from <i>Wikstroemia indica</i> Using Liquid Chromatography with Tandem Mass Spectrometry
title_full_unstemmed Identification of Daphnane Diterpenoids from <i>Wikstroemia indica</i> Using Liquid Chromatography with Tandem Mass Spectrometry
title_short Identification of Daphnane Diterpenoids from <i>Wikstroemia indica</i> Using Liquid Chromatography with Tandem Mass Spectrometry
title_sort identification of daphnane diterpenoids from i wikstroemia indica i using liquid chromatography with tandem mass spectrometry
topic daphnane diterpenoids
LC-MS/MS
<i>Wikstroemia indica</i>
MS/MS fragmentation
url https://www.mdpi.com/2223-7747/12/20/3620
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