Biotransformation of Paeonol and Emodin by Transgenic Crown Galls of Panax quinquefolium

Abstract

Two aromatic substrates, paeonol (1) and emodin (2), were biotransformed by using transgenic crown galls of Panax quinquefolium. Four biotransformed products (3-6) were isolated and identified by physicochemical and spectral methods. A beta-glucoside (3, 73.2% of biotransformation yield) and a 1-(2,4-dimethoxyphenyl)- ethanone (4, 8.03%) were isolated from the suspension cultures after 7-day incubation of substrate 1. Upon administration of substrate 2, another beta-glucoside [emodin-6-O-beta-D: -glucopyranoside (5), 19.2%] and a hydroxylated derivative, citreorosein (6, 54.6%), were also obtained. The results demonstrate that transgenic crown galls of P. quinquefolium have the capacities to catalyze glycosylation, hydroxylation, and methylation reactions in the plant cells on those aromatic compounds.

Biotransformation of Licochalcone A by transgenic crown galls of Panax quinquefolium

“…For example, in the biotransformation system of crown galls of P. quinquefolium: paeonol was monoglucosylated to yield paeonol-2-O-β-D-glucopyranoside [20]. While, in our research, it's the first time to biotransform chalcone using the transgenic crown galls of P. quinquefolium.…”

“…Usually, the system of transgenic crown galls of panax quinquefolium was reported to use for the glycosylation of substrate, including the biotransformation of phenolic acids [19], anthraquinone [20], sesquiterpenes [21]. For example, in the biotransformation system of crown galls of P. quinquefolium: paeonol was monoglucosylated to yield paeonol-2-O-β-D-glucopyranoside [20].…”

Biotransformation of eugenol by suspension cultures of transgenic crown galls of Panax quinquefolium and suspension cultures of Nicotiana tabacum

“…In our previous work (Ma et al 2009), paeonol and emodin were used as substrates to investigate the biotransformation ability of crown galls of P. quinquefolium, and three reaction types occurred: glycosylation, hydroxylation and methylation. In this present study, further confirmation was obtained about the reaction types of glycosylation and methylation.…”

Region-selective biosynthesis of artemisinic acid glycosides by crown galls of Panax quinquefolium and their in vitro antitumor activities

“…[ 14 ] Compared with callus and cell culture, the crown gall cultures grow faster, produce more active constituents, and are free of exogenous phytohormones. [ 11 15 16 ] The results of our previous studies demonstrated that the crown galls of P. quinquefolium had the capacities to catalyze glycosylation, hydroxylation and methylation reactions. [ 16 17 ] In order to explore new plant biotransformation system by feeding AA as precursor, and to find out novel artemisinin derivatives with good anti-malaria and/or antitumor activities, the biotransformation of AA by crown galls of P. quinquefolium was investigated in the present paper.…”