Clerodane Diterpenoids from <i>Callicarpa hypoleucophylla</i> and Their Anti-Inflammatory Activity

Plants of the genus <i>Callicarpa</i> are known to possess several medicinal effects. The constituents of the Taiwan endemic plant <i>Callicarpa hypoleucophylla</i> have never been studied. Therefore, <i>C. hypoleucophylla</i> was selected for our phytochemical in...

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Main Authors: Yu-Chi Lin, Jue-Jun Lin, Shu-Rong Chen, Tsong-Long Hwang, Shu-Yen Fang, Michal Korinek, Ching-Yeu Chen, Yun-Sheng Lin, Tung-Ying Wu, Ming-Hong Yen, Chih-Hsin Wang, Yuan-Bin Cheng
Format: Article
Language:English
Published: MDPI AG 2020-05-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/25/10/2288
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author Yu-Chi Lin
Jue-Jun Lin
Shu-Rong Chen
Tsong-Long Hwang
Shu-Yen Fang
Michal Korinek
Ching-Yeu Chen
Yun-Sheng Lin
Tung-Ying Wu
Ming-Hong Yen
Chih-Hsin Wang
Yuan-Bin Cheng
author_facet Yu-Chi Lin
Jue-Jun Lin
Shu-Rong Chen
Tsong-Long Hwang
Shu-Yen Fang
Michal Korinek
Ching-Yeu Chen
Yun-Sheng Lin
Tung-Ying Wu
Ming-Hong Yen
Chih-Hsin Wang
Yuan-Bin Cheng
author_sort Yu-Chi Lin
collection DOAJ
description Plants of the genus <i>Callicarpa</i> are known to possess several medicinal effects. The constituents of the Taiwan endemic plant <i>Callicarpa hypoleucophylla</i> have never been studied. Therefore, <i>C. hypoleucophylla</i> was selected for our phytochemical investigation. Two new clerodane-type diterpenoids, named callihypolins A (<b>1</b>) and B (<b>2</b>), along with seven known compounds were isolated from the leaves and twigs of the Lamiaceae plant <i>C. hypoleucophylla</i> and then characterized. The structures of compounds <b>1</b> and <b>2</b> were elucidated by spectroscopic data analysis, specifically, two-dimension nuclear magnetic resonance (NMR). The anti-inflammatory activity of compounds <b>1</b>–<b>9</b> based on the suppression of superoxide anion generation and elastase release was evaluated. Among the isolates, compounds <b>2</b>–<b>4</b> showed anti-inflammatory activity (9.52−32.48% inhibition at the concentration 10 μm) by suppressing superoxide anion generation and elastase release. Our findings not only expand the description of the structural diversity of the compounds present in plants of the genus <i>Callicarpa</i> but also highlight the possibility of developing anti-inflammatory agents from <i>Callicarpa</i> endemic species.
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spelling doaj.art-771aee9e5a464a5cbdd460f20d44ca9c2023-11-20T00:17:24ZengMDPI AGMolecules1420-30492020-05-012510228810.3390/molecules25102288Clerodane Diterpenoids from <i>Callicarpa hypoleucophylla</i> and Their Anti-Inflammatory ActivityYu-Chi Lin0Jue-Jun Lin1Shu-Rong Chen2Tsong-Long Hwang3Shu-Yen Fang4Michal Korinek5Ching-Yeu Chen6Yun-Sheng Lin7Tung-Ying Wu8Ming-Hong Yen9Chih-Hsin Wang10Yuan-Bin Cheng11Graduate Institute of Natural Products, Center for Natural Product Research and Development, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, TaiwanGraduate Institute of Natural Products, Center for Natural Product Research and Development, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, TaiwanGraduate Institute of Natural Products, Center for Natural Product Research and Development, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, TaiwanGraduate Institute of Natural Products, Graduate Institute of Biomedical Sciences, College of Medicine, Chang Gung University, Taoyuan 33302, TaiwanGraduate Institute of Natural Products, Graduate Institute of Biomedical Sciences, College of Medicine, Chang Gung University, Taoyuan 33302, TaiwanGraduate Institute of Natural Products, Graduate Institute of Biomedical Sciences, College of Medicine, Chang Gung University, Taoyuan 33302, TaiwanDepartment of Physical Therapy, Tzu-Hui Institute of Technology, Pingtung 92641, TaiwanDepartment of Biological Science and Technology, Meiho University, Pingtung 912009, TaiwanDepartment of Biological Science and Technology, Meiho University, Pingtung 912009, TaiwanSchool of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, TaiwanDivision of Pharmacy, Zuoying Branch of Kaohsiung Armed Forces General Hospital, Kaohsiung 81342, TaiwanGraduate Institute of Natural Products, Center for Natural Product Research and Development, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 80708, TaiwanPlants of the genus <i>Callicarpa</i> are known to possess several medicinal effects. The constituents of the Taiwan endemic plant <i>Callicarpa hypoleucophylla</i> have never been studied. Therefore, <i>C. hypoleucophylla</i> was selected for our phytochemical investigation. Two new clerodane-type diterpenoids, named callihypolins A (<b>1</b>) and B (<b>2</b>), along with seven known compounds were isolated from the leaves and twigs of the Lamiaceae plant <i>C. hypoleucophylla</i> and then characterized. The structures of compounds <b>1</b> and <b>2</b> were elucidated by spectroscopic data analysis, specifically, two-dimension nuclear magnetic resonance (NMR). The anti-inflammatory activity of compounds <b>1</b>–<b>9</b> based on the suppression of superoxide anion generation and elastase release was evaluated. Among the isolates, compounds <b>2</b>–<b>4</b> showed anti-inflammatory activity (9.52−32.48% inhibition at the concentration 10 μm) by suppressing superoxide anion generation and elastase release. Our findings not only expand the description of the structural diversity of the compounds present in plants of the genus <i>Callicarpa</i> but also highlight the possibility of developing anti-inflammatory agents from <i>Callicarpa</i> endemic species.https://www.mdpi.com/1420-3049/25/10/2288<i>Callicarpa hypoleucophylla</i>clerodane diterpenoidanti-inflammatory activity
spellingShingle Yu-Chi Lin
Jue-Jun Lin
Shu-Rong Chen
Tsong-Long Hwang
Shu-Yen Fang
Michal Korinek
Ching-Yeu Chen
Yun-Sheng Lin
Tung-Ying Wu
Ming-Hong Yen
Chih-Hsin Wang
Yuan-Bin Cheng
Clerodane Diterpenoids from <i>Callicarpa hypoleucophylla</i> and Their Anti-Inflammatory Activity
Molecules
<i>Callicarpa hypoleucophylla</i>
clerodane diterpenoid
anti-inflammatory activity
title Clerodane Diterpenoids from <i>Callicarpa hypoleucophylla</i> and Their Anti-Inflammatory Activity
title_full Clerodane Diterpenoids from <i>Callicarpa hypoleucophylla</i> and Their Anti-Inflammatory Activity
title_fullStr Clerodane Diterpenoids from <i>Callicarpa hypoleucophylla</i> and Their Anti-Inflammatory Activity
title_full_unstemmed Clerodane Diterpenoids from <i>Callicarpa hypoleucophylla</i> and Their Anti-Inflammatory Activity
title_short Clerodane Diterpenoids from <i>Callicarpa hypoleucophylla</i> and Their Anti-Inflammatory Activity
title_sort clerodane diterpenoids from i callicarpa hypoleucophylla i and their anti inflammatory activity
topic <i>Callicarpa hypoleucophylla</i>
clerodane diterpenoid
anti-inflammatory activity
url https://www.mdpi.com/1420-3049/25/10/2288
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