应用化学 ›› 1988, Vol. 0 ›› Issue (4): 17-23.

• 研究论文 • 上一篇    下一篇

十一种2,3-二取代喹喔啉-1,4-二氧化物抗菌剂的合成与谱学研究

林树坤   

  1. 中国科学院兰州化学物理研究所
  • 收稿日期:1987-06-15 修回日期:1987-11-02 出版日期:1988-08-10 发布日期:1988-08-10

SYNTHESES AND SPECTROSCOPIC INVESTIGATIONS ON ELEVEN 2,3-DISUBSTITUTED QUINOXALINE-1,4-DIOXIDE ANTIBIOTICS

Lin Shukun   

  1. Lanzhou Institute of Chemical Physics, Academia Sinica
  • Received:1987-06-15 Revised:1987-11-02 Published:1988-08-10 Online:1988-08-10

摘要: 采用直接氧化法和Beirut反应合成了十一种抗菌剂2,3-二取代喹喔啉-1。4-二氧化物.给出了完整的UV,IR,NMR数据和有关谱学特性.EPR研究表明这些N-氧化物在溶液光解过程中生成稳定的顺磁物.从含有2,3-环丁亚基喹喔啉-1,4-氧化物(2g)的氯仿溶液光解体系记录的EPR谱得到9.69G(1N)、3.59G(2H),1.25G(2H)和0.76G(1H)等超精细分裂值,指认为1-羟基-2,3-环丁亚甲基喹喔啉-4-氧基(4).指出喹喔啉-1,4-氧化物与对萘醌化合物有结构、物性的类似性.

关键词: 抗菌剂, 取代喹喔啉-1,4-二氧化物, 合成, Beirut反应, 光谱性质, 顺磁共振谱

Abstract: Eleven antibiotics quinoxaline-1, 4-dioxides (2α-k) were synthesi/ed according to direct oxidation and Beirut reaction.Detailed UV,IR, NMR data were reported and relevant spectroscopic properties were discussed. EPR studies showed that stable paramagnetic species were formed in the photolytic process of these N-oxides in solution.Well-resolved EPR spectrum was obtained from the photolytic solution of 2,3-cyclobutylenequinoxaline-l,4-dioxide(2g). in chloroform, and the hyperfire splittings of 9.69G(1N), 3.59G(2H), 1.25G(2H) and 0.76G(1H) were determined from the spectrum. This radical was assigned as l-hydroxy-2,3-cyclobutylenequinoxalinyl-4-oxyl(4).The similarities between naphthaquinones and quinoxaline-l,4-dioxides in molecular structure and in properties were also pointed out.

Key words: Antibiotics, Quinoxaline-1,4-dioxides(p), Synthesis, Beirut reaction, Spectroscopic property, Electron paramagnetic resonance spectrum