Chalcones are intermediates in the biosynthesis of all flavonoids. In
addition, in some species they constitute the major yellow flower pigm
ents. There are two types of chalcones, distinguished by the presence
(6'-hydroxychalcones) or absence (6'-deoxychalcones) of a hydroxyl gro
up at the 6' position of the A-ring. The 6'-deoxychalcones are formed
when the enzyme chalcone reductase (CHR) is active in conjunction with
chalcone synthase (CHS). In Petunia, only 6'-hydroxychalcones are syn
thesized, and except in the pollen of some genotypes, they are ephemer
al intermediates in flavonoid metabolism. By introducing a CHR cDNA fr
om Medicago sativa under the control of the 35S CaMV promoter into acy
anic- or cyanic-flowered lines of Petunia, flower colour was changed f
rom either white to pale yellow or deep purple to pale purple, respect
ively. Lines were generated that accumulated up to 60% of their petal
flavonoids as 6'-deoxychalcones. Several different 6'-deoxychalcones a
ccumulated in the petals of the CHR transgenics. The structures of thr
ee of these were determined: one, butein 4-O-glucoside, is a novel pla
nt chalcone. Another chalcone compound was identified in the pollen of
the transgenics. The results show that the Petunia chalcone isomerase
is unable to use 6'-deoxychalcones as substrates so that 6'-deoxychal
cones are stable in Petunia petals, leaves and pollen, but some Petuni
a flavonoid enzymes can use 6'-deoxychalcones as substrates to modify
their structures. The introduction of CHR provides a method to redirec
t the flavonoid pathway into chalcone production, in order to modify f
lower colour or to reduce the biosynthesis of other flavonoid types.