Phosphorus-nitrogen compounds. Part 41. Ferrocenyl pendant-armed spirocyclopiperidinocyclotriphosphazatrienes: Langmuir-Blodgett thin films and biological activity studies


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ASMAFİLİZ N., Civan M., Uzunalioglu N., Ozben A., KILIÇ Z., Kayalak H., ...More

JOURNAL OF CHEMICAL SCIENCES, vol.130, no.11, 2018 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 130 Issue: 11
  • Publication Date: 2018
  • Doi Number: 10.1007/s12039-018-1545-x
  • Journal Name: JOURNAL OF CHEMICAL SCIENCES
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Keywords: Pendant-armed ferrocenyl phosphazenes, spectroscopy, thin films, DNA cleavage, SPIRO-ANSA-SPIRO, DNA INTERACTIONS, CYTOTOXIC ACTIVITIES, STRUCTURAL INVESTIGATIONS, ANTIMICROBIAL ACTIVITIES, ELECTROCHEMICAL INVESTIGATIONS, CRYSTAL-STRUCTURES, SPIROCYCLIC CYCLOTRIPHOSPHAZENES, PHOTOPHYSICAL PROPERTIES, STEREOGENIC PROPERTIES

Abstract

The Cl replacement reactions of N/N or N/O spirocyclic monoferrocenylcyclotriphosphazatrienes (1-5) with the piperidine resulted in the geminal- (6-10) and tetra-piperidinophosphazenes with monoferrocenyl pendant arm (11-15). The structures of all the new compounds were determined using spectroscopic techniques. The ultrathin Langmuir-Blodgett (LB) films of two compounds (3 and 12) were prepared. The characterization of the LB films using p-polarized grazing angle (GAIR) and horizontal attenuated total reflectance (HATR) techniques was carried out. The molecular and crystal structure of the compound 6 was examined using X-ray crystallography. In addition, the interactions between six compounds (6, 7, 11, 12, 14 and 15) and pBR322 plasmid DNA were investigated by agarose gel electrophoresis.Graphical AbstractSYNOPSIS The ultrathin Langmuir-Blodgett (LB) films of two of these compounds were prepared. Molecular and crystal structure of a representative example was determined. In addition, the interactions between several of these with pBR322 plasmid DNA were investigated by agarose gel electrophoresis.