Przybylski Piotr, Schilf Wojciech, Lewandowska Weronika, Brzezinski Bogumil
Faculty of Chemistry, A. Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland.
Biopolymers. 2006 Oct 15;83(3):213-25. doi: 10.1002/bip.20548.
A new derivative of racemic gossypol with 2-thiophenecarbohydrazide (GHHT) and its complexes with monovalent cations have been synthesized and studied by electrospray ionization-mass spectroscopy (ESI-MS), multinuclear nuclear magnetic resonance (NMR), as well as by the Parametric Method 5 (PM5) methods. It is demonstrated that GHHT forms stable complexes of 1:1 stoichiometry with monovalent metal cations. The structures of the complexes are stabilized by three types of intramolecular hydrogen bonds. The spectroscopic methods have provided clear evidence that GHHT and its complexes exist in the DMSO-d6 solution in the N-imine-N-imine tautomeric forms. The structures of the GHHT and its complexes with Li+, Na+, K+, Rb+, and Cs+ cations are visualized and discussed in detail.
已合成了外消旋棉酚与2-噻吩甲酰肼的一种新衍生物（GHHT）及其与一价阳离子的配合物，并通过电喷雾电离质谱（ESI-MS）、多核核磁共振（NMR）以及参数方法5（PM5）进行了研究。结果表明，GHHT与一价金属阳离子形成化学计量比为1:1的稳定配合物。配合物的结构通过三种分子内氢键得以稳定。光谱方法提供了明确证据，表明GHHT及其配合物在DMSO-d6溶液中以N-亚胺-N-亚胺互变异构形式存在。详细可视化并讨论了GHHT及其与Li+、Na+、K+、Rb+和Cs+阳离子形成的配合物的结构。
