Molecules 2012, 17(8), 9741-9753; doi:10.3390/molecules17089741
Article

Fungal Strains as Catalysts for the Biotransformation of Halolactones by Hydrolytic Dehalogenation with the Dimethylcyclohexane System

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Received: 26 June 2012; in revised form: 30 July 2012 / Accepted: 1 August 2012 / Published: 14 August 2012
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Bicyclic chloro-, bromo- and iodo-γ-lactones with dimethylcyclohexane rings were used as substrates for bioconversion by several fungal strains (Fusarium, Botrytis and Beauveria). Most of the selected microorganisms transformed these lactones by hydrolytic dehalogenation into the new compound cis-2-hydroxy-4,6-dimethyl-9-oxabicyclo[4.3.0]- nonan-8-one, mainly the (−)-isomer. When iodo-γ-lactone was used as the substrate, two products were observed: a hydroxy-γ-lactone and an unsaturated lactone. The structures of all substrates and products were established on the basis of their spectral data. The mechanism of dehalogenation of three halolactones was also studied.
Keywords: lactones; biotransformation; hydrolytic dehalogenation; Fusarium species
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MDPI and ACS Style

Grabarczyk, M. Fungal Strains as Catalysts for the Biotransformation of Halolactones by Hydrolytic Dehalogenation with the Dimethylcyclohexane System. Molecules 2012, 17, 9741-9753.

AMA Style

Grabarczyk M. Fungal Strains as Catalysts for the Biotransformation of Halolactones by Hydrolytic Dehalogenation with the Dimethylcyclohexane System. Molecules. 2012; 17(8):9741-9753.

Chicago/Turabian Style

Grabarczyk, Małgorzata. 2012. "Fungal Strains as Catalysts for the Biotransformation of Halolactones by Hydrolytic Dehalogenation with the Dimethylcyclohexane System." Molecules 17, no. 8: 9741-9753.

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