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Abstract
1H NMR studies show that the diastereoisomeric adducts 3 of gossypol 1 and (L)-phenylalanine methyl ester undergo epimerisation, in hexane/ethyl acetate or deuteriochloroform, in sunlight. The individual diastereoisomers 3 can be equilibrated to a 50:50 mixture of diastereoisomers, thus allowing an efficient procedure for the recycling of the biologically-inactive D-gossypol. 1H NMR studies show that the diastereoisomeric adducts 3 of gossypol 1 and (L)-phenylalanine methyl ester undergo epimerisation, in hexane/ehtyl acetate or deuteriochloroform, in sunlight thus allowing the recycling of the biologically inactive enantiomer of gossypol.
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