Details

Autor(en) / Beteiligte

• Park, Jisu
• Han, Fubo
• Lee, Ik-Soo

Titel

Biotransformation of (-)-α-Bisabolol by Absidia coerulea

Ist Teil von

• Molecules (Basel, Switzerland), 2022-01, Vol.27 (3), p.881

Ort / Verlag

Switzerland: MDPI AG

Erscheinungsjahr

2022

Link zum Volltext

Quelle

EZB Electronic Journals Library

Beschreibungen/Notizen

• (-)-α-Bisabolol, a bioactive monocyclic sesquiterpene alcohol, has been used in pharmaceutical and cosmetic products with anti-inflammatory, antibacterial and skin-caring properties. However, the poor water solubility of (-)-α-bisabolol limits its pharmaceutical applications. It has been recognized that microbial transformation is a very useful approach to generate more polar metabolites. Fifteen microorganisms were screened for their ability to metabolize (-)-α-bisabolol in order to obtain its more polar derivatives, and the filamentous fungus was selected for scale-up fermentation. Seven new and four known metabolites were obtained from biotransformation of (-)-α-bisabolol ( ), and all the metabolites exhibited higher aqueous solubility than that of the parent compound . The structures of newly formed metabolites were established as (1 ,5 ,7 )- and (1 ,5 ,7 )-5-hydroxy-α-bisabolol ( and ), (1 ,5 ,7 ,10 )-5-hydroxybisabolol oxide B ( ), (1 ,7 ,10 )-1-hydroxybisabolol oxide B ( ), 12-hydroxy-α-bisabolol ( ), (1 ,3 ,4 ,7 )- and (1 ,3 ,4 ,7 )-3,4-dihydroxy-α-bisabolol ( and ) on the basis of spectroscopic analyses. These compounds could also be used as reference standards for the detection and identification of the metabolic products of in the mammalian system.