Four New Picrotoxane-Type Sesquiterpenes From Dendrobium nobile Lindl

Four picrotoxane-type sesquiterpenes, dendroterpene A–D (1–4), together with four known compounds (5–8), were isolated from the stems of Dendrobium nobile Lindl. Their structures were elucidated by spectroscopic analysis, X-ray diffraction analysis, analysis of the ECD data according to the Klyne�...

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Autores principales: Wang, Pei, Chen, Xin, Wang, Hao, Huang, Shengzhuo, Cai, Caihong, Yuan, Jingzhe, Zhu, Guoliang, Xu, Xinglian, Mei, Wenli, Dai, Haofu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6895213/
https://www.ncbi.nlm.nih.gov/pubmed/31850306
http://dx.doi.org/10.3389/fchem.2019.00812
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author Wang, Pei
Chen, Xin
Wang, Hao
Huang, Shengzhuo
Cai, Caihong
Yuan, Jingzhe
Zhu, Guoliang
Xu, Xinglian
Mei, Wenli
Dai, Haofu
author_facet Wang, Pei
Chen, Xin
Wang, Hao
Huang, Shengzhuo
Cai, Caihong
Yuan, Jingzhe
Zhu, Guoliang
Xu, Xinglian
Mei, Wenli
Dai, Haofu
author_sort Wang, Pei
collection PubMed
description Four picrotoxane-type sesquiterpenes, dendroterpene A–D (1–4), together with four known compounds (5–8), were isolated from the stems of Dendrobium nobile Lindl. Their structures were elucidated by spectroscopic analysis, X-ray diffraction analysis, analysis of the ECD data according to the Klyne's lactone sector rule, and quantum ECD calculation. Compounds 1 and 2 are two new picrotoxane-type sesquiterpenes with a new carbon skeleton containing a formamide group, which may be derived from the previously reported dendrobiumane B skeleton by the C(9)-C(11) carbon bond cleavage. Compounds 3, 5, 6, and 8 exhibited inhibitory activity against α-glycosidase. Compounds 5 and 6 were cytotoxic against SGC-7901, K562, A549, BEL-7402, and Hela cell lines.
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spelling pubmed-68952132019-12-17 Four New Picrotoxane-Type Sesquiterpenes From Dendrobium nobile Lindl Wang, Pei Chen, Xin Wang, Hao Huang, Shengzhuo Cai, Caihong Yuan, Jingzhe Zhu, Guoliang Xu, Xinglian Mei, Wenli Dai, Haofu Front Chem Chemistry Four picrotoxane-type sesquiterpenes, dendroterpene A–D (1–4), together with four known compounds (5–8), were isolated from the stems of Dendrobium nobile Lindl. Their structures were elucidated by spectroscopic analysis, X-ray diffraction analysis, analysis of the ECD data according to the Klyne's lactone sector rule, and quantum ECD calculation. Compounds 1 and 2 are two new picrotoxane-type sesquiterpenes with a new carbon skeleton containing a formamide group, which may be derived from the previously reported dendrobiumane B skeleton by the C(9)-C(11) carbon bond cleavage. Compounds 3, 5, 6, and 8 exhibited inhibitory activity against α-glycosidase. Compounds 5 and 6 were cytotoxic against SGC-7901, K562, A549, BEL-7402, and Hela cell lines. Frontiers Media S.A. 2019-11-29 /pmc/articles/PMC6895213/ /pubmed/31850306 http://dx.doi.org/10.3389/fchem.2019.00812 Text en Copyright © 2019 Wang, Chen, Wang, Huang, Cai, Yuan, Zhu, Xu, Mei and Dai. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Wang, Pei
Chen, Xin
Wang, Hao
Huang, Shengzhuo
Cai, Caihong
Yuan, Jingzhe
Zhu, Guoliang
Xu, Xinglian
Mei, Wenli
Dai, Haofu
Four New Picrotoxane-Type Sesquiterpenes From Dendrobium nobile Lindl
title Four New Picrotoxane-Type Sesquiterpenes From Dendrobium nobile Lindl
title_full Four New Picrotoxane-Type Sesquiterpenes From Dendrobium nobile Lindl
title_fullStr Four New Picrotoxane-Type Sesquiterpenes From Dendrobium nobile Lindl
title_full_unstemmed Four New Picrotoxane-Type Sesquiterpenes From Dendrobium nobile Lindl
title_short Four New Picrotoxane-Type Sesquiterpenes From Dendrobium nobile Lindl
title_sort four new picrotoxane-type sesquiterpenes from dendrobium nobile lindl
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6895213/
https://www.ncbi.nlm.nih.gov/pubmed/31850306
http://dx.doi.org/10.3389/fchem.2019.00812
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