Premium
Spectroscopic studies and PM5 semiempirical calculations of new Schiff bases of gossypol with polyoxaalkylamines
Author(s) -
Przybylski Piotr,
Bartl Franz,
Brzezinski Bogumil
Publication year - 2002
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.10193
Subject(s) - chemistry , gossypol , schiff base , hydrogen bond , fourier transform infrared spectroscopy , polymer chemistry , organic chemistry , molecule , biochemistry , physics , quantum mechanics
Three Schiff bases of racemic gossypol with polyoxaalkylamines were synthesized and studied by FTIR and 1 H‐NMR spectroscopy, and their structures were calculated by the PM5 semiempirical method. These Schiff bases exist in the solid state and in solutions as enamine forms. An increasing length of the polyoxaalkyl chain causes the increase of the interaction of the oxygen atoms of this chain with the OH groups in the 6,6′ positions. This interaction is very well evidenced in the FTIR and 1 H‐NMR spectra. The structures of the Schiff bases and the hydrogen bonds within these structures are discussed. © 2002 Wiley Periodicals, Inc. Biopolymers (Biospectroscopy) 65: 111–120, 2002