Phosphorus–nitrogen compounds part 22. Syntheses, structural investigations, biological activities and DNA interactions of new mono and bis (4-fluorobenzyl) spirocyclophosphazenes

The Syntheses and Structural Characterizations, Antimicrobial Activity and in Vitro Dna Binding of 4-Fluorobenzylspiro(n/O)cyclotriphosphazenes and Their Phosphazenium Salts

“…Various cyclotriphosphazene derivatives have been prepared from the Cl replacement reactions of N3P3Cl6 with the different nucleophiles [2]. The condensation reactions of N3P3Cl6 with excess monodentate and bidentate ligands resulted in the formation of fully substituted cyclotriphosphazenes [3]. For instance, there are several studies in the literature on the reactions of cyclotriphosphazenes with NO donor type difunctional reagents [4][5][6].…”

Phosphorus-nitrogen compounds (Part 51): the relationship betweenspectroscopic and crystallographic data of mono- and di-spirocyclophosphazenederivatives with 4-fluoro/nitrophenylmethyl pendant arm/arms

“…Besides this, our research group has long focused on performing substituent exchange reactions of Cl-atoms in partly substituted derivatives with heterocyclic amines {pyrrolidine, piperidine, morpholine, 1,4-dioxa-8-azaspiro [4,5]decane, 1-(2aminoethyl)pyrrolidine, 1-(2-aminoethyl) piperidine, 4-(2-aminoethyl)morpholine}and vanillin side groups, aiming at investigating spectral properties, cytotoxic, antituberculosis and antimicrobial activities, and DNA interactions of the obtained fully substituted cyclophosphazenes. In the last decade, 4-fluorobenzyl pendant armed monospiro and dispiro phosphazenes were prepared from the separate reactions of N 3 P 3 Cl 6 and N 4 P 4 Cl 8 with 4-fluorobenzyl-NN/NO donor type ligands [47][48][49][50][51][52]. The phosphezenium salts (protic ionic liquids, PILs or protic molten salts, PMOSs) of fully substituted 4-fluorobenzyl spirocyclotriphosphazenes were also synthesized via reactions of free phosphazene bases with bulky organic acids [53][54][55].…”

“…The phosphezenium salts (protic ionic liquids, PILs or protic molten salts, PMOSs) of fully substituted 4-fluorobenzyl spirocyclotriphosphazenes were also synthesized via reactions of free phosphazene bases with bulky organic acids [53][54][55]. The spectroscopic and stereogenic properties, and biological activity (antibacterial, antifungal, and cytotoxic activities) of all the (4-fluorobenzyl)spirocyclophosphazenes and some of their phosphazenium salts have been investigated by our research groups [47][48][49][50][51][52][53][54][55].…”

“…It was found out that in cyclotriphosphazene derivatives, variations in the 31 P NMR shifts depend primarily on the electronic, steric and conformational factors (e.g., electron-releasing and withdrawing powers of substituents, the steric hindrance between the exocyclic groups), and on the differences in the bond lengths and bond angles around the phosphorus atoms, particularly endocyclic ( α) and on exocyclic ( α ′ ) bond angles. As a particular interest in our ongoing studies on phosphazene-based chemistry, the present study primarily focuses on a number of correlations established among the structural parameters in mono-and di-spirocyclophosphazene derivatives with 4-fluoro/nitrophenylmethyl pendant arm/arms of the compounds previously synthesized and published by our research group (Table 1) [49][50][51][52][57][58][59]. In this context, here we report our findings on the relationship among the δ P spiro shifts with endocyclic and exocyclic NPN bond angles, and electron density transfer parameters, and a brief description of the synthesis methods of 5 types and a total of 19 cyclotri/tetraphosphazenes containing 4-fluoro/nitrophenylmethyl pendant arm and 5-to 7-membered spiro-rings.…”

Ligational behavior of new mononucleating NOO ethyl pyruvate Schiff base towards 3d metal(II) ions: an emphasis on antiproliferative and photocleavage property

“…The study of ligands involving such hydrazones is interesting as they demonstrate versatility in coordination and tendency to yield bioactive compounds . Numerous biological experiments have demonstrated that DNA is the primary intracellular target of anticancer drugs due to the interaction between small molecules and DNA, which cause DNA damage in cancer cells, blocking the division of cancer cells and resulting in cell death . Of these studies, the interaction of transition metal complexes containing multidentate aromatic ligands with DNA has gained much attention.…”