Repozytorium

Hydroxy lactones with the gem-dimethylcyclohexane system : synthesis and antimicrobial activity.

Autorzy

Małgorzata Grabarczyk

Katarzyna Wińska

Wanda Mączka

Barbara Żarowska

Agata Białońska

Mirosław Anioł

Rok wydania

2019

Czasopismo

Arabian Journal of Chemistry

Numer woluminu

12

Strony

2280-2288

DOI

10.1016/j.arabjc.2015.02.018

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

Two new lactones comprising the gem-dimethylcyclohexane ring: 2-chloro-5,5-dimethyl-9-oxabicyclo[4.3.0]nonan-8-one and 2-bromo-5,5-dimethyl-9-oxabicyclo[4.3.0]nonan-8-one as well as the already known 2-iodo-5,5-dimethyl-9-oxabicyclo[4.3.0]nonan-8-one, were obtained from (6,6-dimethylcyclohex-2-en-1-yl)acetic acid. These lactones were used as substrates for the screening of biotransformation by whole cells of nine fungal strains (Fusarium species, Syncephalastrum racemosum and Cunninghamella japonica). Some of these microorganisms (mainly Fusarium species) transformed all three lactones during the hydrolytic dehalogenation into 2-hydroxy-5,5-dimethyl-9-oxabicyclo[4.3.0]nonan-8-one. It is worth noting that two microorganisms (Fusarium culmorum and Fusarium scirpi) converted iodolactone with very high enantioselectivity (75.1% and 91.6%, respectively). The (+) isomer of hydroxy lactone was preferred. At the last step the hydroxy lactone obtained during biotransformation was examined for its biological activity against bacteria, yeasts and fungi. It was found that this compound inhibits growth of some tested microorganisms.

Słowa kluczowe

lactones, biotransformations, Hydrolytic dehalogenation, Fusarium species, antimicrobial activity

Licencja otwartego dostępu

CC-BY-NC-ND

Licencja ta zezwala na rozpowszechnianie, przedstawianie i wykonywanie utworu jedynie w celach niekomercyjnych oraz pod warunkiem zachowania go w oryginalnej postaci (nie tworzenia utworów zależnych). Jest to najbardziej restrykcyjna z licencji.

Pełny tekst licencji: https://creativecommons.org/licenses/by-nc-nd/4.0/legalcode

Adres publiczny

http://dx.doi.org/10.1016/j.arabjc.2015.02.018

Strona internetowa wydawcy

http://www.elsevier.com

Podobne publikacje
2024

New Hydroxylactones and Chloro-Hydroxylactones Obtained by Biotransformation of Bicyclic Halolactones and Their Antibacterial Activity

Grabarczyk Małgorzata, Duda-Madej Anna, Romanenko Fedor, Maciejewska Gabriela, Mączka Wanda, Białońska Agata, Wińska Katarzyna

2011

Fungistatic activity of bicyclo[4.3.0]-γ-lactones.

Olejniczak Teresa, Boratyński Filip, Białońska Agata