Lactones 41.† Synthesis and Microbial Hydroxylation of Unsaturated Terpenoid Lactones with p-Menthane Ring Systems

Molecules

Aleksandra Grudniewska¹ 

关键词: lactones;    p-menthane system;    biotransformation;    hydroxylation;    odoriferous compounds;    Absidia cylindrospora;    Absidia glauca;    Syncephalastrum racemosum;   

DOI  :  10.3390/molecules18032778

来源: mdpi

【 摘 要 】

Racemic [(±)-4-isopropyl-1-methyl-7-oxa-cis-bicyclo[4.3.0]non-4-en-8-one] and optically active δ,ε-unsaturated lactones [(-)-(1R,6R)-4-isopropyl-1-methyl-7-oxabicyclo[4.3.0]non-4-en-8-one and (+)-(1S,6S)-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.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.