Synthese, Characterization and Antibacterial Activity of Macrocyclic Schiff Bases

Hamid Hussein Eissa

Authors

Hamid Hussein Eissa

macrocyclic schiff bases, open schiff bases spectral technique, antibacterial activity

Abstract

In this work we focused on the synthesis of two new macrocyclic Schiff bases: (III), ( IV), (VI) containing nitrogen -oxygen donor atoms were synthesized by condensation of intermediate compounds: 1,6-bis (2-formylphenel) hexane (I)and α,α'-bis (2-carboxyaldehyde phenoxy) xylene(II) with 4,4′-Diamino-diphenylmethane and 4-Aminophenyl sulfone. Also new open Schiff bases (V) which were prepared by condensation of benzylhydrazidewith 1, 6-bis (2-formylphenel) hexane (I). Identification of these macrocyclic Schiff bases: 1,16-di aza-3,4,13,14-tri phenyl-17,25 -di phenyl methane-5,12-di oxacyclo penta-icozane-1,15-diene(III), 1,16-di aza-3,4, 7, 10, 13,14-tri phenyl-17,25 -di phenyl methan-5,8-di oxacyclo penta-icozane-1,15-diene. (IV).1,16-di aza-3,4,13,14-tri phenyl-17,25 -di phenyl sulphide-5,12-di oxacyclo penta-icozane-1,15-diene(V), And N',N'-(2,2′-(hexane-1,6-bis(oxy))bis(2,1-phenylene)) bis(methanylidene) dibenzhydra-zide. (VI).The Schiff bases were checked by different spectral technique (LC-MS, 1H-NMR, IR, elemental analyses). The new Schiff Bases were studied for antibacterial activities against (Bacillus subtilis and Staphylococcus aureus) are Gram positive and (Salmonella typhi and Escherichia coli) are Gram negative. The ligands were exhibited a variable activity of inhibition on the growth of the bacteria.

Downloads

How to Cite

Synthese, Characterization and Antibacterial Activity of Macrocyclic Schiff Bases. (2014). Global Journal of Science Frontier Research, 14(B2), 39-49. https://www.journalofscience.org/index.php/GJSFR/article/view/1121

Download Citation

References

S Kopolow, T E Hogen-Esch, J Smid (1973) -Poly (vinyl macrocyclic polyethers). Synthesis and Cation Binding Properties. 6, 133.

Lip Lindoy, H Lip, L Power, J Rea (1976) Studies involving nitrogen-oxygen donor macrocyclic ligands. 2. Copper(II), zinc(II), and cadmium(II) complexes of cyclic tetradentate ligands derived from salicylaldehyde. 15(7), 1724-1727.

J Lisowski, P Starynowicz (1999) Heterodinuclear macrocyclic complexes containing both nickel (II) and lanthanide (III) ions. 38, 1351.

Esteban Bastida.R, A Blas, A Macias, A Rodriguez, T Rodriguez-Blas, Adams Fenton Barium templating Schiff-base lateral macrobicycles. 38.

Andrew Vance, Nathaniel Alcock, Daryle Busch, Joseph Heppert (1997) Copper(II) Template Synthesis of a 20-Membered [1+1] Schiff Base Macrocycle and Nickel(II) Template Synthesis of a 40-Membered [2+2] Schiff Base Macrocycle from 2,6-Pyridinedicarboxaldehyde and 1,13-Diamino-4,7,10-trioxatridecane. 36(22), 5132-5134.

A Ekstrom, . Lindoy, Smith (1980) Cyclic ligand control of kinetic lability. Kinetics of dissociation of nickel (II) complexes of a series of O2N2-donor macrocycles in acid. 19, 724.

Alfred Ekstrom, Leonard Lindoy, Hyacinth Lip, Roland Smith, Hilary Goodwin, Mary Mcpartlin, Peter Tasker (1027) Kinetics and mechanism of formation of nickel(II) complexes of nitrogen-oxygen donor macrocyclic ligands in methanol, and the X-ray structure determination of one of the products, dichloro(6,7,8,9,10,11,17,18-octahydro-5H-dibenzo[e,n][1,4]dioxa[8,12]diazacyclopentadecine)-nickel(II). 6(6), 1027-1031.

G Anderegg, A Ekstrom, . Lindoy, Smith (1980) Synthesis and reactions of 1, 6-diaryl-2,5bis(diazo)-1,3,4,6-tetraoxohexanes. 102, 2670.

Adam, Lindoy Skelton, A H White (1994) The Interaction of Transition and Post Transition Metal Ions with O2N2 Donor Macrocycles Incorporating Pendant Pyridyl Groups. 3361.

Murphy Fenton, Lindoy Leong, Mcpartlin Bashall (1987) -Studies of metal-ion recognition. The interaction of COII, Ni(II), and Cu(II) with new oxygen-nitrogen donor macrocycles; X-ray structures of complexes of Cu(II) and Ni(II) with a 15-membered O2N3 derivative. 2543.

Adam, Lindoy, Lip, Rea Skelton, A H White (1981) -Studies involving nitrogen-oxygen donor macrocyclic ligands. Interaction of copper (II) with new O2N3-donor macrocycles and the X-ray analysis of aqua. 1, 16.

Kim Henrick, Leonard Lindoy, Mary Mcpartlin, Peter Tasker, Michael Wood (1984) Specification of the bonding cavities available in metal-binding sites: a comparative study of a series of quadridentate macrocyclic ligands. 106(6), 1641-1645.

R Kenneth, Darren Adam, Paul Baldwin, Leonard Duckworth, Mary Lindoy, Alan Mcpartlin, Harold Bashall, Peter Powell, Tasker (1995) -Macrocyclic ligand design. Effect of donorset and ringsize variation onsilver (I)/lead (II) discrimination within an extended series of dibenzo substituted rings. 1127-1131.

I Salih, Ismail Hamdi, Memet (2007) Synthesis and characterization of new macrocyclic Schiff basederived from 2,6-diaminopyridine and 1,7--bis(2-formylphenyl)-1,4,7-trioxaheptane and its Cu(II), Ni(II), Pb(II), Co(III) and La(III) complexes. 26, 2795-2802.

Cansu Sultan, Ramazan (2011) -Synthesis and characterization of bis(azine) ligands andmetal complexes: DNA-interaction and extractionproperties for metals and dichromate anions. 1-17.

Ibrahim Basaran, Cakir Kilic (2006) Synthesis, complexation and anti-fungal, antibacterial activity studies of a new Macrocyclic Schiff Base. 43, 1679.

P Pathak, V Jolly, K Sharma (2000) Synthesis and biological activities of some new substituted arylazo Schiff bases. 16, 161-162.

A Rajaa (2008) Preparation characterization and biological activity of some new tetra - azo compounds. 35-44.

A Jarraphour, Motamedifar Pakshir, Zarei Hadi (2004) Synthesis of Novel Azo Schiff Bases and Their Antibacterial and Antifungal Activites. 9, 815-824.

V Unknown Title.