Phosphorus-nitrogen compounds. Part 23: Syntheses, structural investigations, biological activities, and DNA interactions of new N/O spirocyclotriphosphazenes

ASMAFİLİZ N., KILIÇ Z., HAYVALI Z., AÇIK L., HÖKELEK T., DAL H., ...Daha Fazla

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, cilt.86, ss.214-223, 2012 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 86
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1016/j.saa.2011.10.027
  • Dergi Adı: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.214-223
  • Anahtar Kelimeler: N/O spirocyclotriphosphazenes, Syntheses, Spectroscopy, Crystal structure, DNA interactions, SPIROCYCLIC CYCLOTRIPHOSPHAZENES, BIOMEDICAL APPLICATIONS, CRYSTAL-STRUCTURE, DERIVATIVES, PHOSPHAZENE, RETARDANT, POLYMERS, SPIRO, CYCLOTETRAPHOSPHAZENE, LIGANDS
  • Gazi Üniversitesi Adresli: Evet

Özet

The Schiff base compounds (1 and 2) are synthesized by the condensation reactions of 2-furan-2-yl-methylamine with 2-hydroxy-3-methoxy- and 2-hydroxy-5-methoxy-benzaldehydes and reduced with NaBH4 to give the new N/O-donor-type ligands (3 and 4). The monospirocyclotriphosphazenes containing 1,3,2-oxazaphosphorine rings (5 and 6) are prepared from the reactions of N3P3Cl6 with 3 and 4, respectively. The reactions of 5 and 6 with excess pyrrolidine, morpholine, and 1,4-dioxa-8-azaspiro [4,5] decane (DASD) produce tetrapyrrolidino (5a and 6a), morpholino (5b and 6b), and 1,4-dioxa-8-azaspiro [4,5] deca (5c and 6c) spirocyclotriphosphazenes. The structural investigations of the compounds are examined by H-1, C-13, P-31 NMR, DEPT, HSQC, and HMBC techniques. The solid-state structures of 5, 5a, and 6 are determined using X-ray crystallography. The compounds 5a, 5b, 5c, 6a, 6b, and 6c are subjected to antimicrobial activity against six patojen bacteria and two yeast strains. In addition, interactions between these compounds and pBR322 plasmid DNA are presented by agarose gel electrophoresis. (C) 2011 Elsevier B.V. All rights reserved.