Biotransformation of furannoligularenone by transgenic crown galls of Panax quinquefolium.
BACKGROUND
Transgenic plant suspension cultures could be used as an effective tool for the biotransformation of exogenous compounds.


OBJECTIVE
To investigate the biotransformation of furannoligularenone (1) by transgenic crown galls of Panax quinquefolium.


METHODS
Compound 1 was administered into the crown gall cultures and co-cultured for 6 days. The cultures were dried and extracted with methanol for HPLC analyses. The extract was separated on column chromatography, and biotransformation products' structures were elucidated by the physicochemical properties and the data of NMR and MS. Moreover, three flasks were randomly chosen each day to establish time-course during the period for co-culturing.


RESULTS
Co-culturing compound 1 with crown galls yielded two compounds, 3-oxo-eremophila-1,7(11)-dien-12,8-olide (2) and 3-oxo-8-hydroxy-eremophila-1,7(11)-dien-12,8-olide (3), which were obtained by biotransformation using P. quinquefolium crown galls for the first time. Time-course investigation revealed that the mole conversion ratio reached the highest level of 45.5% and 33.9% on fourth and fifth day after substrate administration, respectively. Furthermore, a proposal biosynthesis pathway was given from compound 1 to compounds 2 and 3.


CONCLUSIONS
This was the first example of compound 1 being successfully converted into compounds 2 and 3 by transgenic crown galls of P. quinquefolium.
Department of Natural Medicinal Chemistry, College of Pharmacy, Guangdong Pharmaceutical University, Guangzhou, China.
Chunyan
C
Yan
Jue
J
Wang
Guoyan
G
Duan
Rongmin
R
Yu