Microbial transformation studies on arteannuin B.
The microbial transformation of the sesquiterpene lactone arreannuin B [3] using Aspergillus flavipes produced dihydroarteannuin B [4] as the main transformation product. Preparative-scale fermentation of 3 with Beauveria bassiana, on the other hand, has resulted in the production of two metabolites, 3 beta-hydroxyarteannuin B [5] and 13-hydroxy-11-epi-dihydroarteannuin B [6]. The structure of these metabolites, all of which are new compounds, was established using chemical and spectroscopic techniques. The isomeric dihydrocompound, 11-epi-dihydroarteannuin B [7] and an isomer of arteannuin B [8] were also prepared chemically. All compounds were subjected to 2D-nmr experiments and full 1H- and 13C-nmr assignments were made.
Department of Pharmacognosy, University of Mississippi, University 38677.
S A
SA
Elmarakby
F S
FS
el-Feraly
H N
HN
Elsohly
E M
EM
Croom
C D
CD
Hufford
D037621:Artemisinins; D001230:Aspergillus / Q000378:metabolism; D001711:Biotransformation; D003470:Culture Media; D005285:Fermentation; D009682:Magnetic Resonance Spectroscopy; D012717:Sesquiterpenes / Q000378:metabolism*
D037621:Artemisinins; D003470:Culture Media; D012717:Sesquiterpenes; C031327:artemisinin