title: 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 ofSyncephalastrum racemosumandAbsidia cylindrosporagave products with a hydroxy group introduced into a tertiary carbon, while thePenicillium vermiculatumstrain hydroxylated primary carbons. TheSyncephalastrum racemosumstrain hydroxylated both substrates in an allylic position. Using theAbsidia cylindrosporaandPenicillium vermiculatumstrains led to the obtained epoxylactones. The structures of all lactones were established on the basis of spectroscopic data.
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. katarzyna.winska@upwr.edu.pl.
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Wińska
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. magrab@onet.pl.
authors.forename: Małgorzata
authors.initials: M
authors.lastname: Grabarczyk
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. wanda_m19@o2.pl.
authors.forename: Wanda
authors.initials: W
authors.lastname: Mączka
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. adakondas@gmail.com.
authors.forename: Adrianna
authors.initials: A
authors.lastname: Kondas
authors.affiliation: Faculty of Chemistry, Wrocław University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland. gabriela.maciejewska@pwr.edu.pl.
authors.forename: Gabriela
authors.initials: G
authors.lastname: Maciejewska
authors.affiliation: Institute of General Food Chemistry, Lodz University of Technology, Stefanowskiego 4/10, 90-924 Łódź, Poland. radoslaw.bonikowski@p.lodz.pl.
authors.forename: Radosław
authors.initials: R
authors.lastname: Bonikowski
authors.affiliation: Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. miroslaw.aniol@up.wroc.pl.
authors.forename: Mirosław
authors.initials: M
authors.lastname: Anioł
mesh_terms: D020095:Absidia / Q000378:metabolism; D001711:Biotransformation; D006900:Hydroxylation; D007783:Lactones / Q000138:chemical synthesis* / Q000378:metabolism*; D009090:Mucorales / Q000378:metabolism; D010407:Penicillium / Q000378:metabolism
chemical_list: D007783:Lactones
keywords: biotransformation; epoxidation; hydroxylation; unsaturated lactones