Antimicrobial activity of hydroxylactone obtained by biotransformation of bromo- and iodolactone with gem-dimethylcyclohexane ring

Journal of the Brazilian Chemical Society

Malgorzata Grabarczyk²  Wanda Mączka²  Katarzyna Wińska²  Barbara Żarowska¹  Mirosław Anioł² 

[1] ,Wrocaw University of Environmental and Life Sciences Department of Chemistry Wrocaw,Poland

关键词: lactones;    biotransformations;    hydrolytic dehalogenation;    Fusarium species;    antimicrobial activity;   

DOI  :  10.5935/0103-5053.20130238

来源: SciELO

【 摘 要 】

Two bicyclic lactones with gem-dimethylcyclohexane rings (δ-bromo-γ-lactone and δ-iodo-γ-lactone) were used as substrates for biotransformation by whole cells of several fungal strains (five cepas Fusarium, Nigrospora oryzae, Syncephalastrum racemosum, Stemphylium botryosum, Cunninghamella japonica and Acremonium sp). Some of the selected microorganisms (mainly Fusarium strains) transformed these lactones by hydrolytic dehalogenation into cis-(-)-2-hydroxy-4,4-dimethyl-9-oxabicyclo[4.3.0]nonan-8-one. The conversion of the substrate was equal or close to 100%, showing that this method allows for the complete removal of the halogen atom from the molecule, replacing it by a hydroxy group. The structures of all substrates and products were established on the basis of their spectral data. Hydroxylactone obtained as a result of biotransformation was examined for its biological activity against bacteria, yeasts and fungi. This compound inhibits the growth of some tested microorganisms.

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