Bipolenins K-N: new sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana

Chin-Soon Phan; Hang Li; Simon Kessler; Peter S. Solomon; Andrew M. Piggott; Yit-Heng Chooi

doi:10.3762/bjoc.15.198

Bipolenins K-N: new sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana

Chin-Soon Phan, Hang Li, Simon Kessler, Peter S. Solomon, Andrew M. Piggott^*, Yit-Heng Chooi

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

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Abstract

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.

Original language	English
Pages (from-to)	2020-2028
Number of pages	9
Journal	Beilstein Journal of Organic Chemistry
Volume	15
DOIs	https://doi.org/10.3762/bjoc.15.198
Publication status	Published - 26 Aug 2019

Bibliographical note

Copyright the Author(s) 2019. Version archived for private and non-commercial use with the permission of the author/s and according to publisher conditions. For further rights please contact the publisher.

Keywords

Bipolaris sorokiniana
phytotoxicity
sesquiterpenes
terpenes

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10.3762/bjoc.15.198

Publisher version (open access)Final published version, 966 KBLicence: CC BY

Cite this

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abstract = "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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AU - Li, Hang

AU - Kessler, Simon

AU - Solomon, Peter S.

AU - Piggott, Andrew M.

AU - Chooi, Yit-Heng

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PY - 2019/8/26

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Bipolenins K-N: new sesquiterpenoids from the fungal plant pathogen Bipolaris sorokiniana

Abstract

Bibliographical note

Keywords

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