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Synthesis and Biotransformation of Bicyclic Unsaturated Lactones with Three or Four Methyl Groups.


ABSTRACT: The aim of this study was to obtain new unsaturated lactones by chemical synthesis and their microbial transformations using fungal strains. Some of these strains were able to transform unsaturated lactones into different hydroxy or epoxy derivatives. Strains of Syncephalastrum racemosum and Absidia cylindrospora gave products with a hydroxy group introduced into a tertiary carbon, while the Penicillium vermiculatum strain hydroxylated primary carbons. The Syncephalastrum racemosum strain hydroxylated both substrates in an allylic position. Using the Absidia cylindrospora and Penicillium vermiculatum strains led to the obtained epoxylactones. The structures of all lactones were established on the basis of spectroscopic data.

SUBMITTER: Winska K 

PROVIDER: S-EPMC6155629 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature

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Synthesis and Biotransformation of Bicyclic Unsaturated Lactones with Three or Four Methyl Groups.

Wińska Katarzyna K   Grabarczyk Małgorzata M   Mączka Wanda W   Kondas Adrianna A   Maciejewska Gabriela G   Bonikowski Radosław R   Anioł Mirosław M  

Molecules (Basel, Switzerland) 20170117 1


The aim of this study was to obtain new unsaturated lactones by chemical synthesis and their microbial transformations using fungal strains. Some of these strains were able to transform unsaturated lactones into different hydroxy or epoxy derivatives. Strains of <i>Syncephalastrum racemosum</i> and <i>Absidia cylindrospora</i> gave products with a hydroxy group introduced into a tertiary carbon, while the <i>Penicillium vermiculatum</i> strain hydroxylated primary carbons. The <i>Syncephalastrum  ...[more]

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