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New 8-O-4′ Neolignans and Their Antibacterial Activity from the Whole Plants of Clematis lasiandra

[Image: see text] Four new 8-O-4′ neolignans, characterized at methoxy or ethoxy groups substituted at C-7, namely, (±) lasiandranins A–D (1–4), and two known analogs (±) pinnatifidanin BV (5) and (±) pinnatifidanin BVI (6) were isolated from the whole plants of Clematis lasiandra Maxim. The structu...

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Autores principales: Hao, Nan, Han, Lirong, Li, Yantao, Li, Jiao, Tian, Xiaolin, Kong, Dan, Tian, Xiangrong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7424705/
https://www.ncbi.nlm.nih.gov/pubmed/32803061
http://dx.doi.org/10.1021/acsomega.0c02339
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author Hao, Nan
Han, Lirong
Li, Yantao
Li, Jiao
Tian, Xiaolin
Kong, Dan
Tian, Xiangrong
author_facet Hao, Nan
Han, Lirong
Li, Yantao
Li, Jiao
Tian, Xiaolin
Kong, Dan
Tian, Xiangrong
author_sort Hao, Nan
collection PubMed
description [Image: see text] Four new 8-O-4′ neolignans, characterized at methoxy or ethoxy groups substituted at C-7, namely, (±) lasiandranins A–D (1–4), and two known analogs (±) pinnatifidanin BV (5) and (±) pinnatifidanin BVI (6) were isolated from the whole plants of Clematis lasiandra Maxim. The structures of 1–6 were determined by spectroscopic methods including 1D, 2D NMR, ECD, and HRESIMS analysis. Compounds 1 and 5 were determined as erythro configuration, while 2–4 and 6 were determined as threo configuration based on the chemical shift difference of H-9a and H-9b in CD(3)OD. The 8-O-4′ neolignans were found from the genus Clematis for the first time. Compounds 1–6 were evaluated for their antibacterial activity against three plant pathogenic bacteria Pseudomonas syringae pv. actinidiae, Ralstonia solanacearum, and Erwinia carotovora by agar and broth dilution methods. Compounds 1–6 showed potent antibacterial activity against R. solanacearum with MIC values of 25–50 μg/mL and relatively lower activity against P. syringae pv. actinidiae with MIC values of 50–100 μg/mL, while they were inactive to E. carotovora.
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spelling pubmed-74247052020-08-14 New 8-O-4′ Neolignans and Their Antibacterial Activity from the Whole Plants of Clematis lasiandra Hao, Nan Han, Lirong Li, Yantao Li, Jiao Tian, Xiaolin Kong, Dan Tian, Xiangrong ACS Omega [Image: see text] Four new 8-O-4′ neolignans, characterized at methoxy or ethoxy groups substituted at C-7, namely, (±) lasiandranins A–D (1–4), and two known analogs (±) pinnatifidanin BV (5) and (±) pinnatifidanin BVI (6) were isolated from the whole plants of Clematis lasiandra Maxim. The structures of 1–6 were determined by spectroscopic methods including 1D, 2D NMR, ECD, and HRESIMS analysis. Compounds 1 and 5 were determined as erythro configuration, while 2–4 and 6 were determined as threo configuration based on the chemical shift difference of H-9a and H-9b in CD(3)OD. The 8-O-4′ neolignans were found from the genus Clematis for the first time. Compounds 1–6 were evaluated for their antibacterial activity against three plant pathogenic bacteria Pseudomonas syringae pv. actinidiae, Ralstonia solanacearum, and Erwinia carotovora by agar and broth dilution methods. Compounds 1–6 showed potent antibacterial activity against R. solanacearum with MIC values of 25–50 μg/mL and relatively lower activity against P. syringae pv. actinidiae with MIC values of 50–100 μg/mL, while they were inactive to E. carotovora. American Chemical Society 2020-07-27 /pmc/articles/PMC7424705/ /pubmed/32803061 http://dx.doi.org/10.1021/acsomega.0c02339 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Hao, Nan
Han, Lirong
Li, Yantao
Li, Jiao
Tian, Xiaolin
Kong, Dan
Tian, Xiangrong
New 8-O-4′ Neolignans and Their Antibacterial Activity from the Whole Plants of Clematis lasiandra
title New 8-O-4′ Neolignans and Their Antibacterial Activity from the Whole Plants of Clematis lasiandra
title_full New 8-O-4′ Neolignans and Their Antibacterial Activity from the Whole Plants of Clematis lasiandra
title_fullStr New 8-O-4′ Neolignans and Their Antibacterial Activity from the Whole Plants of Clematis lasiandra
title_full_unstemmed New 8-O-4′ Neolignans and Their Antibacterial Activity from the Whole Plants of Clematis lasiandra
title_short New 8-O-4′ Neolignans and Their Antibacterial Activity from the Whole Plants of Clematis lasiandra
title_sort new 8-o-4′ neolignans and their antibacterial activity from the whole plants of clematis lasiandra
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7424705/
https://www.ncbi.nlm.nih.gov/pubmed/32803061
http://dx.doi.org/10.1021/acsomega.0c02339
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