%0 Journal Article
%T Lactones 41. Synthesis and Microbial Hydroxylation of Unsaturated Terpenoid Lactones with p-Menthane Ring Systems
%A Aleksandra Grudniewska
%A CzesŁżaw Wawrze¨˝czyk
%J Molecules
%D 2013
%I MDPI AG
%R 10.3390/molecules18032778
%X Racemic [(ˇŔ)-4-isopropyl-1-methyl-7-oxa- cis-bicyclo[4.3.0]non-4-en-8-one] and optically active d,e-unsaturated lactones [(-)-(1 R,6 R)-4-isopropyl-1-methyl-7-oxabicyclo[4.3.0]non-4-en-8-one and (+)-(1 S,6 S)-4-isopropyl-1-methyl-7-oxabicyclo[4.3.0] non-4-en-8-one)] with the p-menthane system were obtained and their odoriferous properties were evaluated. Biotransformations of the racemic lactone with three fungal strains: Absidia cylindrospora AM336, Absidia glauca AM177 and Syncephalastrum racemosum AM105, were carried out. Microbial transformations afforded hydroxylactones with the hydroxy group in the allylic position.
%K lactones
%K p-menthane system
%K biotransformation
%K hydroxylation
%K odoriferous compounds
%K Absidia cylindrospora
%K Absidia glauca
%K Syncephalastrum racemosum
%U http://www.mdpi.com/1420-3049/18/3/2778