1H AND 13C NMR SPECTRA OF TRANSFORMATION PRODUCTS OF GOSSYPOL IN SOLUTIONS

Article abstract of DOI:10.1007/BF00607527

The complete cycle of the transformation of gossypol in solutions takes place in the measuring ampul of a NMR spectrometer.It has been established for the first time that, in methanol, gossypol is converted into stereoisomeric dilactol 15,15'-dimethyl ethers which change into dianhydrogossypol in chloroform and back into gossypol in aqueous acetone.The 1H and 13C NMR spectra of the main and intermediate products of the conversion of gossypol in the solvents mentioned have been studied in detail for the first time and a complete assignment of their resonance characteristics has been made.It has been shown that dianhydrogossypol is formed through intermediate stereoisomeric 15,15'-dimethyl ethers of the dilactol form of gossypol.