Just from reading >chalcone" and "naringenin chalcone" it is hard to imagine WHAT compounds you mean. It would be helpful to have two full names according to IUPAC nomenclature. By comparison of their structures one could think about a structural difference between them that could be used for separation.
Thanks for your replies. However, I could not get any convincing answer. Actually some part of the compound "Naringenin chalcone" gets spontaneously converted to its isomer "Naringenin" in aqueous state and upon acidification under in-vitro conditions. The same reaction is carried out by "chalcone isomerase" enzyme under in-vivo conditions.
For further information, I have provided the links pertaining to these two compounds viz Naringenin (C15H12O5; MW=272.25278 g/mol) and Naringenin chalcone (C15H12O5; MW=272.25278 g/mol)
I am no HPLC specialist. Can give no advice for this method. I see that this is an example of an oxo-cyclo-tautomerism such as for the two cyclic and one open chain form of glucose which are in an equlilibrium.
Let us have another look at this problem, startuing from the glucose example.
Is it really necessary to have them separated?
Will not a re-isomerization process immediateley take place, in case of you would have them separated? Then, the game would begin agin.....Is it not possible to "handle" them as an isomerizing pair for or in your future needs/investigations?
I would say in such case SFC provide a very nice alternative to traditional RP-HPLC, since a lot of different stationary phases are available. If you don't have access to this kind of tool I would say as Tao Xu to make some trials with other column (such as phenylhexil maybe). Finally it depend a lot of the possibilities you can have access to.