title: Novel synthetic 2,6-dichloroisonicotinate derivatives as effective elicitors for inducing the biosynthesis of plant secondary metabolites.
abstract: Two novel 2,6-dichloroisonicotinic acid (INA) derivatives [trifluoroethyl 2,6-dichloroisonicotinate (TFINA) and 2-(2,6-dichloro-pyridine-4-carbonyloxy)-ethyl jasmonate (DPCEJ)] were chemically synthesized and evaluated by bioassay as potential elicitors for inducing the biosynthesis of plant secondary metabolites. A suspension culture of Taxus chinensis, which stably produces a high level of bioactive taxuyunnanine C (Tc), was taken as a model plant cell system. A significant increase in Tc accumulation was observed in the presence of TFINA or DPCEJ. For example, addition of 100 microM TFINA or DPCEJ on day 7 led to a high Tc content of 21.6 +/- 2.0 or 27.7 +/- 1.0 mg g(-1) (on day 21), while the Tc content was 13.7 +/- 1.0 and 17.1 +/- 0.9 mg g(-1) for the control and that with addition of 100 microM INA, respectively. To the best of our knowledge, this is the first report on the use of synthetic INA derivatives for inducing the biosynthesis of plant secondary metabolites. The results indicate that the newly synthesized INA analogues can act as promising elicitors for secondary metabolism induction in plant cell cultures.
authors.affiliation: State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai, PR China.
authors.forename: Zhi-Gang
authors.initials: ZG
authors.lastname: Qian
authors.forename: Zhen-Jiang
authors.initials: ZJ
authors.lastname: Zhao
authors.forename: Yufang
authors.initials: Y
authors.lastname: Xu
authors.forename: Xuhong
authors.initials: X
authors.lastname: Qian
authors.forename: Jian-Jiang
authors.initials: JJ
authors.lastname: Zhong
mesh_terms: D001681:Biological Assay; D018533:Biomass; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000494:pharmacology; D007539:Isonicotinic Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D054883:Oxylipins; D010937:Plant Growth Regulators / Q000138:chemical synthesis* / Q000494:pharmacology; D011897:Random Allocation; D043823:Taxoids / Q000378:metabolism*; D020946:Taxus / Q000187:drug effects* / Q000378:metabolism*
chemical_list: D003517:Cyclopentanes; D007539:Isonicotinic Acids; D054883:Oxylipins; D010937:Plant Growth Regulators; D043823:Taxoids; C494600:taxuyunnanine C; C011006:jasmonic acid