Evidence map›Paper›PMID 27376255›Full record

ArticleMolecules (Basel, Switzerland)2016

A Macrosphelide as the Unexpected Product of a Pleurotus ostreatus Strain-Mediated Biotransformation of Halolactones Containing the gem-Dimethylcyclohexane Ring. Part 1.

Katarzyna Wińska, Wanda Mączka, Małgorzata Grabarczyk, Kenji Sugimoto, Yuji Matsuya, Antoni Szumny, Mirosław Anioł

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Article in Molecules (Basel, Switzerland), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 · Who and what money

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7 authors.

Katarzyna WińskaDepartment of Chemistry, Wroclaw University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. katarzyna.winska@up.wroc.pl.
Wanda MączkaDepartment of Chemistry, Wroclaw University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. wanda_m19@o2.pl.
Małgorzata GrabarczykDepartment of Chemistry, Wroclaw University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. magrab@onet.pl.
Kenji SugimotoGraduate School of Medicine and Pharmaceutical Sciences, University of Toyama, 2630 Sugitani, 930-0194 Toyama, Japan. ksugimo@pha.u-toyama.ac.jp.
Yuji MatsuyaGraduate School of Medicine and Pharmaceutical Sciences, University of Toyama, 2630 Sugitani, 930-0194 Toyama, Japan. matsuya@pha.u-toyama.ac.jp.
Antoni SzumnyDepartment of Chemistry, Wroclaw University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. antjasz@o2.pl.
Mirosław AniołDepartment of Chemistry, Wroclaw University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland. miroslaw.aniol@up.wroc.pl.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The aim of the study was to obtain new compounds during biotransformation of two halocompounds, the δ-bromo and δ-iodo-γ-bicyclolactones 1 and 2. Unexpectedly Pleurotus ostreatus produced together with the hydroxylactone, 2-hydroxy-4,4-dimethyl-9-oxabicyclo[4.3.0]nonane-8-one (3), its own metabolite (3S,9S,15S)-(6E,12E)-3,9,15-trimethyl-4,10,16-trioxacyclohexa-deca-6,12-diene-1,5,8,11,14-pentaone (4). The method presented here, in which this macrosphelide 4 was obtained by biotransformation, has not been previously described in the literature. To the best of our knowledge, this compound has been prepared only by chemical synthesis to date. This is the first report on the possibility of the biosynthesis of this compound by the Pleurotus ostreatus strain. The conditions and factors, like temperature, salts, organic solvents, affecting the production of this macrosphelide by Pleurotus ostreatus strain were examined. The highest yield of macroshphelide production was noticed for halolactones, as well with iodide, bromide, iron and copper (2+) ions as inductors.

Indexed as

BiotransformationHeterocyclic CompoundsHydrolysisLactonesMagnetic Resonance SpectroscopyMolecular StructurePleurotusHeterocyclic CompoundsLactonesbiotransformationhydrolytic dehalogenationmacrosphelidePleurotus ostreatus

Identifiers

PMID27376255
PMCPMC6273929

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