Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of <i>Piper crocatum</i> and Their Effect on Pyruvate Dehydrogenase Activity

Three undescribed bicyclo[3.2.1]octanoid neolignan glucosides, along with a known neolignan, were isolated from the leaves of <i>Piper crocatum</i> Ruiz & Pav. Their chemical structures were elucidated using extensive spectroscopic analyses including 1D and 2D NMR experiments and HR-...

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Main Authors: Yu Juan Chai, Younghoon Go, Hai Qi Zhou, Hong Xu Li, Sun Joo Lee, Yeo Jin Park, Wahyu Widowatib, Rizal Rizal, Young Ho Kim, Seo Young Yang, Wei Li
Format: Article
Language:English
Published: MDPI AG 2021-09-01
Series:Plants
Subjects:
Online Access:https://www.mdpi.com/2223-7747/10/9/1855
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spelling doaj-086a8898fbfb43908f08c5cc0fe83d812021-09-26T00:59:08ZengMDPI AGPlants2223-77472021-09-01101855185510.3390/plants10091855Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of <i>Piper crocatum</i> and Their Effect on Pyruvate Dehydrogenase ActivityYu Juan Chai0Younghoon Go1Hai Qi Zhou2Hong Xu Li3Sun Joo Lee4Yeo Jin Park5Wahyu Widowatib6Rizal Rizal7Young Ho Kim8Seo Young Yang9Wei Li10Health Science Center, School of Biomedical Engineering, Shenzhen University, Shenzhen 518060, ChinaKorean Medicine (KM) Application Center, Korea Institute of Oriental Medicine, Daegu 41062, KoreaShenzhen Key Laboratory of Marine Bioresource and Eco-Environmental Science, College of Life Sciences and Oceanography, Shenzhen University, Shenzhen 518060, ChinaShenzhen Key Laboratory of Marine Bioresource and Eco-Environmental Science, College of Life Sciences and Oceanography, Shenzhen University, Shenzhen 518060, ChinaNew Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation, 80 Cheombok-ro, Dong-gu, Daegu 41061, KoreaKorean Medicine (KM) Application Center, Korea Institute of Oriental Medicine, Daegu 41062, KoreaMedical Research Centre, Faculty of Medicine, Maranatha Christian University, Bandung 40164, IndonesiaBiomolecular Biomedical Research Center for Biology, Indoensian Institute of Sciences, Bandung 40163, IndonesiaCollege of Pharmacy, Chungnam National University, Daejeon 34134, KoreaDepartment of Pharmaceutical Engineering, Sangji University, 83 Sangjidae-gil, Wonju-si 26339, KoreaKorean Medicine (KM) Application Center, Korea Institute of Oriental Medicine, Daegu 41062, KoreaThree undescribed bicyclo[3.2.1]octanoid neolignan glucosides, along with a known neolignan, were isolated from the leaves of <i>Piper crocatum</i> Ruiz & Pav. Their chemical structures were elucidated using extensive spectroscopic analyses including 1D and 2D NMR experiments and HR-ESI-MS analysis, as well as through comparison with previously reported data. Two compounds were assessed for their inhibitory effect against pyruvate dehydrogenase E1α S300 phosphorylation. The fluorescent image suggested that both compounds (60 µM) revealed a stronger inhibition effect than the positive control (dichloroacetate, DCA 5 mM), with IC<sub>50</sub> values of 99.82 µM and 80.25 µM, respectively.https://www.mdpi.com/2223-7747/10/9/1855<i>Piper crocatum</i> Ruiz & PavPiperaceaeantineoplastic cell agentsneolignan
collection DOAJ
language English
format Article
sources DOAJ
author Yu Juan Chai
Younghoon Go
Hai Qi Zhou
Hong Xu Li
Sun Joo Lee
Yeo Jin Park
Wahyu Widowatib
Rizal Rizal
Young Ho Kim
Seo Young Yang
Wei Li
spellingShingle Yu Juan Chai
Younghoon Go
Hai Qi Zhou
Hong Xu Li
Sun Joo Lee
Yeo Jin Park
Wahyu Widowatib
Rizal Rizal
Young Ho Kim
Seo Young Yang
Wei Li
Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of <i>Piper crocatum</i> and Their Effect on Pyruvate Dehydrogenase Activity
Plants
<i>Piper crocatum</i> Ruiz & Pav
Piperaceae
antineoplastic cell agents
neolignan
author_facet Yu Juan Chai
Younghoon Go
Hai Qi Zhou
Hong Xu Li
Sun Joo Lee
Yeo Jin Park
Wahyu Widowatib
Rizal Rizal
Young Ho Kim
Seo Young Yang
Wei Li
author_sort Yu Juan Chai
title Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of <i>Piper crocatum</i> and Their Effect on Pyruvate Dehydrogenase Activity
title_short Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of <i>Piper crocatum</i> and Their Effect on Pyruvate Dehydrogenase Activity
title_full Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of <i>Piper crocatum</i> and Their Effect on Pyruvate Dehydrogenase Activity
title_fullStr Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of <i>Piper crocatum</i> and Their Effect on Pyruvate Dehydrogenase Activity
title_full_unstemmed Unusual Bicyclo[3.2.1]Octanoid Neolignans from Leaves of <i>Piper crocatum</i> and Their Effect on Pyruvate Dehydrogenase Activity
title_sort unusual bicyclo[3.2.1]octanoid neolignans from leaves of <i>piper crocatum</i> and their effect on pyruvate dehydrogenase activity
publisher MDPI AG
series Plants
issn 2223-7747
publishDate 2021-09-01
description Three undescribed bicyclo[3.2.1]octanoid neolignan glucosides, along with a known neolignan, were isolated from the leaves of <i>Piper crocatum</i> Ruiz & Pav. Their chemical structures were elucidated using extensive spectroscopic analyses including 1D and 2D NMR experiments and HR-ESI-MS analysis, as well as through comparison with previously reported data. Two compounds were assessed for their inhibitory effect against pyruvate dehydrogenase E1α S300 phosphorylation. The fluorescent image suggested that both compounds (60 µM) revealed a stronger inhibition effect than the positive control (dichloroacetate, DCA 5 mM), with IC<sub>50</sub> values of 99.82 µM and 80.25 µM, respectively.
topic <i>Piper crocatum</i> Ruiz & Pav
Piperaceae
antineoplastic cell agents
neolignan
url https://www.mdpi.com/2223-7747/10/9/1855
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