Sabtu, 20 Oktober 2012

The Biosynthesis of Flavonoids


The biosynthesis of flavonoids is a very complex process and involves series of reactions. The basic pathways to the core flavonoid skeletons have been established both enzymatically and genetically.7,8 The flavonoid biosynthesis, starts with general phenylpropanoid pathway. The synthesis of phenylpropanoids starts with the removal of the amino group of phenylalanine by phenyl ammonium lyase (PAL) to produce trans-cinnamic acid. The aromatic ring of trans-cinnamic acid is then hydroxylated to produce p-coumaric acid by the enzyme cinnamate 4-hydroxylate (C4H). Coumaric acid can then be ligated to coenzyme A by a ligase [ 4-coumaroyl-CoA ligase (4CL) ]. 





Coumaroyl-CoA, an intermediate formed by the phenylpropanoid pathway is a substrate for the enzyme chalcone synthase (CHS) and stilbene synthase (STS). Coumaroyl-CoA alongwith malonyl-CoA results in the formation of Chalcones and stilbene as shown below: 





Ring closure of chalcone to produce a pyran ring in naringenin occurs spontaneously. This step is catalysed by a chalcone isomerase (CHI). 








Flavones and flavonols can be made from flavanone (naringenin). Flavanone 3-hydroxylase (F3H) catalyzes the hydroxylation of C-3 position of C-ring. Then the introduction of a double bond between C-2 and C-3, results in the formation of flavonol. The desaturation of C-ring is calatyzed by flavonol synthases (FLS).








Further, the reduction of keto group in the C-ring is reduced by the action of dihydroflavonol reductase (DFR), and then anthocyanidin synthase (ANS) introduces two double bonds in the C-ring forming anthocyanidin. flavonoid 3-O-glucosyltransferase (F3GT) transfers the glucose residue from nucleotide sugar to 3-OH position forming anthocyanin.


(http://202.141.40.218/wiki/index.php/Flavonoids)