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Spectral identification of the ketol tautomer of gossypol
Author(s) -
Stipanovic R. D.,
Bell A. A.,
Howell C. R.
Publication year - 1973
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02639855
Subject(s) - gossypol , tautomer , chemistry , aldehyde , solvent , aqueous solution , sodium hydroxide , medicinal chemistry , organic chemistry , biochemistry , catalysis
Abstract Nuclear magnetic reasonance studies have identified the ketol lc as the major tautomer of (±) gossypol in basic solvent system. The hydroxymethylene proton of gossypol absorbs at δ 9.50 in aqueous sodium hydroxide. Acidification converts the ketol to the aldehyde tautomer la .