A novel di-hydroxycinnamoylquinic acid ester, 1,3-di-O-trans-feruloylquinic
acid (DFQA), was isolated from roots of nutrient-deprived Brachiaria speci
es - the most widely sown tropical forage grasses in South America. In cont
rast to other so far characterized quinic-acid esters, DFQA exists in a cha
ir conformation with the carboxylic group in the axial orientation. It accu
mulates in older parts of the root system, but not in root apices or shoots
. Higher levels were found in B. ruziziensis, which is poorly adapted to in
fertile acid soils, than in well adapted B. decumbens. DFQA was also found
in the soil, most likely as a result of root decay, because it was not dete
cted in root exudates of plants cultivated in solution culture. Nitrogen an
d phosphorus deficiency - but not aluminum toxicity or deprivation of other
nutrients - stimulated its synthesis in roots. Its accumulation was correl
ated with a shift in biomass partitioning toward the root system. (C) 2000
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