棉酚与聚氧亚烷基胺新型席夫碱的光谱研究及PM5半经验计算

Spectroscopic studies and PM5 semiempirical calculations of new Schiff bases of gossypol with polyoxaalkylamines.

作者信息

Przybylski Piotr, Bartl Franz, Brzezinski Bogumil

机构信息

Department of Chemistry, A. Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland.

出版信息

Biopolymers. 2002 Oct 15;65(2):111-20. doi: 10.1002/bip.10193.

DOI:10.1002/bip.10193

PMID:12209461

Abstract

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.

摘要

合成了外消旋棉酚与聚氧亚烷基胺的三种席夫碱，并通过傅里叶变换红外光谱（FTIR）和核磁共振氢谱（¹H-NMR）对其进行了研究，同时采用PM5半经验方法计算了它们的结构。这些席夫碱在固态和溶液中均以烯胺形式存在。聚氧亚烷基链长度的增加导致该链的氧原子与6,6'位的羟基之间的相互作用增强。这种相互作用在FTIR和¹H-NMR光谱中得到了很好的证明。讨论了席夫碱的结构以及这些结构中的氢键。