Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana

Chemical investigation of the barley and wheat fungal pathogen Bipolaris sorokiniana BRIP10943 yielded four new sativene-type sesquiterpenoid natural products, bipolenins K–N (1–4), together with seven related known analogues (5–11), and a sesterterpenoid (12). Their structures were determined by de...

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Autores principales: Phan, Chin-Soon, Li, Hang, Kessler, Simon, Solomon, Peter S, Piggott, Andrew M, Chooi, Yit-Heng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6720731/
https://www.ncbi.nlm.nih.gov/pubmed/31501669
http://dx.doi.org/10.3762/bjoc.15.198
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author Phan, Chin-Soon
Li, Hang
Kessler, Simon
Solomon, Peter S
Piggott, Andrew M
Chooi, Yit-Heng
author_facet Phan, Chin-Soon
Li, Hang
Kessler, Simon
Solomon, Peter S
Piggott, Andrew M
Chooi, Yit-Heng
author_sort Phan, Chin-Soon
collection PubMed
description Chemical investigation of the barley and wheat fungal pathogen Bipolaris sorokiniana BRIP10943 yielded four new sativene-type sesquiterpenoid natural products, bipolenins K–N (1–4), together with seven related known analogues (5–11), and a sesterterpenoid (12). Their structures were determined by detailed analysis of spectroscopic data, supported by TDDFT calculations and comparison with previously reported analogues. These compounds were evaluated for their phytotoxic activity against wheat seedlings and wheat seed germination. The putative biosynthetic relationships between the isolated sesquiterpenoids were also explored.
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spelling pubmed-67207312019-09-09 Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana Phan, Chin-Soon Li, Hang Kessler, Simon Solomon, Peter S Piggott, Andrew M Chooi, Yit-Heng Beilstein J Org Chem Full Research Paper Chemical investigation of the barley and wheat fungal pathogen Bipolaris sorokiniana BRIP10943 yielded four new sativene-type sesquiterpenoid natural products, bipolenins K–N (1–4), together with seven related known analogues (5–11), and a sesterterpenoid (12). Their structures were determined by detailed analysis of spectroscopic data, supported by TDDFT calculations and comparison with previously reported analogues. These compounds were evaluated for their phytotoxic activity against wheat seedlings and wheat seed germination. The putative biosynthetic relationships between the isolated sesquiterpenoids were also explored. Beilstein-Institut 2019-08-26 /pmc/articles/PMC6720731/ /pubmed/31501669 http://dx.doi.org/10.3762/bjoc.15.198 Text en Copyright © 2019, Phan et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Phan, Chin-Soon
Li, Hang
Kessler, Simon
Solomon, Peter S
Piggott, Andrew M
Chooi, Yit-Heng
Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana
title Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana
title_full Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana
title_fullStr Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana
title_full_unstemmed Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana
title_short Bipolenins K–N: New sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana
title_sort bipolenins k–n: new sesquiterpenoids from the fungal plant pathogen bipolaris sorokiniana
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6720731/
https://www.ncbi.nlm.nih.gov/pubmed/31501669
http://dx.doi.org/10.3762/bjoc.15.198
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