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

Journal of the Brazilian Chemical Society

Żarowska, Barbara¹  Wińska, Katarzyna¹  Anioł, Mirosław¹  Wrocaw University of Environmental and Life Sciences, Wrocaw, Poland¹  Grabarczyk, Malgorzata¹  Mączka, Wanda¹ 

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

DOI  :  10.5935/0103-5053.20130238

学科分类：化学（综合）

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.

【 授权许可】

Unknown