Original Paper

Microchimica Acta

, Volume 169, Issue 3, pp 327-334

First online:

The role of glycosides in the light-stabilization of 3-hydroxyflavone (flavonol) dyes as revealed by HPLC

  • Xian ZhangAffiliated withDepartment of Chemistry, Boston University
  • , Dominique CardonAffiliated withCIHAM/UMR 5648, 18, quai Claude-Bernard, CNRS
  • , José Luis CabreraAffiliated withDepartamento de Farmacia, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba
  • , Richard LaursenAffiliated withDepartment of Chemistry, Boston University Email author 

Rent the article at a discount

Rent now

* Final gross prices may vary according to local VAT.

Get Access


Before the advent of synthetic dyes, textiles were colored primarily with extracts of plants, many of which, in the case of yellow colors, were flavonoids. One important Asian yellow dye source was buds from the pagoda tree (Sophora japonica). Using reversed phase HPLC to separate the flavonoid components of plants and of dyed textiles, and UV/Visible and mass spectrometry to detect and identify them, we have shown that the buds of pagoda trees (Sophora japonica) contain an enzyme that converts light-stable rutin, the 3-O-rutinoside of quercetin, to light-unstable quercetin. This work provides an explanation for why 3-O-substituted, rather than unsubstituted, 3-hydroxyflavones, are generally, in our experience, found in extracts of historical textiles; it also shows how, i.e., by heat inactivation of glycosidases, 3-O-substituted hydroxyflavones could have been selected for. Some other dye-producing plants, e.g., Reseda luteola and Flaveria haumanii, also appear to contain glycosidases. The need for proper processing of dyestuffs, e.g., by heat treatment, was probably recognized by dyers in ancient times, even if the processes were not understood.


HPLC, mass spectrometry Dye analysis 3-Hydroxyflavone Sophora japonica Glycosidase