Syntheses, structural and antimicrobial studies of a new N-allylamide of monensin A and its complexes with monovalent metal cations
作者:Daniel Łowicki、Adam Huczyński、Joanna Stefańska、Bogumil Brzezinski
DOI:10.1016/j.tet.2009.06.077
日期:2009.9
A new N-allylamide of monensin A (M-AM2) was synthesized and its capacity to form complexes with Li+, Na+ and K+ cations was studied by ESI MS, 1H and 13C NMR, FTIR spectroscopy and PM5 semi-empirical methods. ESI mass spectrometry indicates that M-AM2 forms complexes with Li+, Na+ and K+ of exclusively 1:1 stoichiometry which are stable up to cv=70 V, and the formation of 1:1 complexes between M-AM2
合成了一种新的莫能菌素A N-烯丙基酰胺(M-AM2),并通过ESI MS,1 H和13 C NMR,FTIR光谱和PM5半光谱研究了其与Li +,Na +和K +阳离子形成络合物的能力。经验方法。ESI质谱表明,M-AM2与Li +,Na +和K +形成仅1:1化学计量的配合物,在cv = 70 V时稳定,并且在M-AM2与Na +之间形成1:1的配合物。阳离子极受青睐。高于cv = 90 V时,我们观察到了涉及多个脱水步骤的各个复合物的碎裂。光谱研究表明,M-AM2及其与Li +,Na +和K +阳离子的配合物的结构通过分子内的氢键稳定,其中氢原子始终与OH基团有关。数据还表明,C O酰胺基团参与了每个阳离子的络合过程。然而,对于K +阳离子,我们还发现了这种C O酰胺基团在很大程度上不参与络合的结构。在体外 对M-AM2酰胺的生物学测试表明,它对某些革兰氏阳性菌(Giz 13–19 mm;