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


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.

SUBMITTER: Phan CS 

PROVIDER: S-EPMC6720731 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Bipolenins K-N: New sesquiterpenoids from the fungal plant pathogen <i>Bipolaris sorokiniana</i>.

Phan Chin-Soon CS   Li Hang H   Kessler Simon S   Solomon Peter S PS   Piggott Andrew M AM   Chooi Yit-Heng YH  

Beilstein journal of organic chemistry 20190826


Chemical investigation of the barley and wheat fungal pathogen <i>Bipolaris sorokiniana</i> BRIP10943 yielded four new sativene-type sesquiterpenoid natural products, bipolenins K-N (<b>1</b>-<b>4</b>), together with seven related known analogues (<b>5</b>-<b>11</b>), and a sesterterpenoid (<b>12</b>). 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 t  ...[more]

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