SYNTHESIS OF STRONTIUM COMPLEX OF SOME NOVEL SCHIFF S BASE UNDER AQUEOUS CONDITION AND THEIR BIOLOGICAL ACTIVITY.

Transcription

1 SYNTHESIS OF STRONTIUM COMPLEX OF SOME NOVEL SCHIFF S BASE UNDER AQUEOUS CONDITION AND THEIR BIOLOGICAL ACTIVITY. KHAN RESHMA HASNAIN*,RAHUL GUPTA, SHANKAR DUTT PANDEY, RASHMI SHANKAR,KABITA SAUD,SATU T CHAVHAN, R P CHAVAN Department of Chemistry, Dnyanasadhana College,Thane, India. Shiff bases are aldehyde or ketone like compound in which the carbonyl group is replaced by an imine or azomethinegroup.they are widely used for Industrial purpose and also exhibits the broad range of biological activities.this short review give the idea of the anti-microbial activity of Schiff s base. An overview of methodologies used for synthesis of Schiff s base and their strontium complex is also described. Kewords :Schiff s base, anti-microbial activity, stirring. INTRODUCTION Schiff s bases are formed when any primary amine reacts with an aldehyde or ketone under specific condition. Structurally a Schiff s base is a nitrogen analogue of an aldehyde or ketone in which carbonyl group (>C=O) has been replaced by an imine or azomethine group. Schiff s bases are some of the most widely used organic compound. They are used in pigments and dyes, catalyst, inter mediate in dyes, inter mediate in organic synthesis and as a polymer stabilizer. Schiff s base have also been shown to exhibits a broad range of biological activities including anti-fungal, anti-bacterial, anti-viral, anti inflammatory and anti- pyretic properties. Imine group are present in such compound has been shown to be critical to their biological activities.imine or azo- methine group are present in various natural, natural derived, and non-natural compound. The general structure of Schiff s base is, R-CH=N-R CORDINATION CHEMISTRY OF SCHIFF S BASE COMPLEX Metal complexes derived from Schiff bases have beenknown since First Schiff base type complex was synthesizedby Ettling5 by the reaction of cupric acetate, salicylaldehyde andaqueous ammonia. He isolated a dark green crystalline product:which was later known to bebis(salicylaldimino)copper(ii). Thearyl derivatives of this compound were isolated in 1869 byschiff. Since then, a large number of Schiff base complexes have been prepared and even now they comprise the major portion of the Current literature on coordination chemistry. The chemistry ofschiff bases and their complexes has been repeatedly reviewed byseveralworkers.schiff base can be represented by the general formula R-CH=N-R, where Rand R are various substituents. TheseCompoundscontains the azomethine group (- RC=N-).

2 APPLICATION IN MODERN TECHNOLOGY: Due to photochromic properties of Schiff s base behave as photostabiliser, solar filters. They are also exerted in optical sound recording technology. Imine derivative can exerted to obtain conductive polymers. Schiff s base as an electrical conductor possess a variety range of uses as catalyst and photochemical process, electrode materials, micro electronic equipment, organic batteries or electro- chromicdisplay.due to presence of the imine group, the electron cloud of the aromatic ring and electro negative nitrogen, oxygen andsulpher atoms are in the Schiff s base molecules, these compound effectively prevent corrosion of mild steel, copper, Aluminum, zinc in acidic medium. EXPERIMENTAL : In this chapter an extension of the experimental parts which includes the synthesis of Schiff s base and their complex with strontium metal ions and experimental techniques.these synthesized ligands were characterized by IR, purity was checked by TLC.All the materials chemicals used as starting materials to the synthesis of the Schiff s base and their complex were of A.R grade. Sr. No Aldehyde/ Ketone Amine Metal 1. Benzophenone 2. Anisaldehyde 3. Benzil Ethylene diamine Strontium chloride 4. 2-nitrobenzaldehyde 5. Vanillin o-phenylenediamine - PREPRATION OF SCHIFF BASE (I): The ethylene diaminewith benzophenone was taken and stirred for 15 minutes.thereactionmixtures was cooled and poured into cold water. Product form was filtered under suction. The solid obtained was recrystallized from ethanol and dried then melting point was determined.the melting point of compound: 60⁰C SYNTHESIS OF COMPLEX (I):- The complex was synthesized by the Reaction of metal salt with ligands in suitable Reaction condition. The metal salt used for the preparation of complexes was StCl₂.6H₂O.The Schiff s base complex was synthesized by their mixture of Schiff s base formed from ethylenediamine of benzophenone with ethanolic solution of metal (Stcl₂). The Reaction mixture was refluxed for 5 hours and their volume reduced to its original volume. The solution was left to stand for 2 hours. The colored product obtained was filtered under suction washed with ethanol. The product was recrystalisedfromethanol.the melting point of complex: 106 ⁰C PREPRATION OF SCHIFF BASE - (II): The ethylene diamine with be anisadehyde was taken and stirred for 15 minutes.the reaction mixtures was cooled and poured into cold water. Product form was filtered under suction. The solid obtained was recrystallized from ethanol and dry then determine its melting point.the melting point of compound: 145⁰C SYNTHESIS OF COMPLEX(II):- The complex was synthesized by the Reaction of metal salt with ligands in suitable Reaction condition. The metal salt used for the preparation of complexes was Stcl₂.6H₂O. The Schiff s base complex was synthesized by their mixture of Schiff s base formed from ethylenediamine ofanisaldehyde with ethanolic solution of metal (Stcl₂). The Reaction mixture was refluxed for 5 hours and their volume reduced to its original volume. The solution was left to stand for 2 hours. The colored product obtained was filtered under suction washed with ethanol. The product was recrystalised from ethanol.the melting point of complex: 170⁰C

3 PREPRATION OF SCHIFFBASE(III): The ethylene diaminewith o-nitrobenzaldehyde was taken and stirred for 15 minutes.the reaction mixtures was cooled and poured into cold water. Product form was filtered under suction. The solid obtained was recrystallized from ethanol and dry then determine its melting point.the melting point of compound: 109⁰C SYNTHESIS OF COMPLEX(III):- The complex was synthesized by the Reaction of metal salt with ligands in suitable Reaction condition. The metal salt used for the preparation of complexes was Stcl₂.6H₂O. The Schiff s base complex was synthesized by their mixture of Schiff s base formed from ethylenediamine of o-nitrobenzaldehyde with ethanolic solution of metal (Stcl₂). The Reaction mixture was refluxed for 5 hours and their volume reduced to its original volume. The solution was left to stand for 2 hours. The colored product obtained was filtered under suction washed with ethanol. The product was recrystalised from ethanol.melting point of complex: 125 ⁰C PREPRATION OF Schiff s BASE(IV): The ethylene diamine with benzil was taken and stirred for 15 minutes.the reaction mixtures was cooled and poured into cold water. Product form was filtered under suction. The solid obtained was recrystallized from ethanol and dry then determine its melting point.the melting point of compound: 205⁰C SYNTHESIS OF COMPLEX(IV):- The complex was synthesized by the Reaction of metal salt with ligands in suitable Reaction condition. The metal salt used for the preparation of complexes was Stcl₂.6H₂O. The Schiff s base complex was synthesized by their mixture of Schiff s base formed from ethylenediamine of benzil with ethanolic solution of metal (Stcl₂). The Reaction mixture was refluxed for 5 hours and their volume reduced to its original volume. The solution was left to stand for 2 hours. The colored product obtained was filtered under suction washed with ethanol. The product was recrystalisedfromethanol.the melting point of complex: 160 ⁰C PREPARATION OF SCHIFF SBASE BY GRINDING METHOD: 1gm of o-phenylenediamine and 2 gm. of vanillin was taken and grinded for about 1 hr. The honey type compound was formed. This honey type compound was converted into a solid compound by disproponation of solvent. The honey type compound was dissolve in ethylacatate solvent and reappears in n-hexane solvent.the solid obtained was recrystalised by ethanol. The reaction done was checked by TLC, and determines its melting point. ANTIBACTERIAL ACTIVITY All the synthesized test compound were screened for their anti-bacterial activity by Ditch Plate Technique Using (Gram positive) organism Such as Staphylococcus aureus and Coryrobacteriumdiphtherie (Gram negative ) Escherichia coli And Salmonellatyphi. Media used is Sterile Mucller Hinton Agar and Inhibition condition is 37 0 C For 24 Hours.

4 o- Sample Culture used Positive control (Septran tablet) phenylenediamine + vanillin Results were recorded as zone of inhibition as shown in table. 1. ditch Amou nt added to ditch in gm Escherichi a coli Salmonell a typhi test test Staphylococcus aureus test test test test Coryrobacteri umdiphtherie test test test test Conclusio n Compound has antibacterial activity and is active against both gram positive as well as gram negative bacteria Sample Culture used Positive control (Septran tablet) o- phenylenediami ne + vanillin Amoun t added to ditch in gm Escherichi a coli 2. Growth around ditch Salmonell Staphylococc a typhi us aureus No Growth on test No Growth on test test test test test Coryrobacteriumdiphthe rie Conclusio n Compound has antibacterial activity and is active against both gram positive and gram negative bacteria

5 PHYSCIAL CONSTANTS: RESULT AND DISCUSSION : Five different Schiff bases were synthesized by using different reagents, substrates and reaction conditions. Then every base numbered from I to IV is subjected to synthesise its respective complex numbered from I to IV by using same salt ethanolic SrCl 2.6H 2 O. The physical constant (Melting point ) of these Bases and their respective complexes is given in the following table - Table of Physical constant of Base(I - IV) and their respective complexes(i -IV) Sr.No. Compound Structure Physical constant (melting Point) 1. Base I 60 0 C 2. Complex I C 3. Base II C 4. Complex II C 5. Base III C 6. Complex III C 7. Base IV C 8. Complex IV C

6 ANTIMICROBIAL ACTIVITY : The Schiff base V is prepared by grinding method using o-phenylenediamine and vanillin is screened for its antimicrobial activity by Ditch Plate Technique using (Gram positive) organism Such as Staphylococcus aureus and Coryrobacteriumdiphtherie (Gram negative ) Escherichia coli And Salmonellatyphi. Media used is Sterile Mucller Hinton Agar and Inhibition condition is 37 0 C For 24 Hours. Results recorded are - 1) ditch : The sample used for the positive control is Septran table with gm and gm which shows no growth on the for all the four bacterias while the base V shows growth on the for bacteria salmonella Typhi in both amounts gm and gm and for other three bacterias it does not show growth on. 2) Growth around ditch: The sample used for the positive control is Septran tablet with amount gm and gm which shows no growth on the for all the four bacterias while the base V for amount gm shows growth on the for bacteria Escherichia coli,salmonellatyphi and Staphylococcus whereas does not show growth for Coryrobacterium diphtheria. However for gm shows growth for Escherichia coli,salmonellatyphi and for other two bacteriasstaphylococcus,coryrobacterium diphtheria it does not show growth on. CONCLUSION: Our present work brings forth one of the method for the synthesis of Schiff bases (I-III) using Stirring and grinding which offers significant improvements over existing conventional procedures. This simple technique affords various Schiff base derivatives with short reaction times, without formation of undesirable side products. From data of antimicrobial activity, it could be observed that compound (V) has Antibacterial activity against Gram positive bacteria and against some gram negative bacteria. REFERENCE: 1) R.H. Holm and M. J.O connor, Prog.Inorg. Chem.14,241 (1971). 2) M. C. Golonka and A. Bartecki, Coord. Chem. Rev., 31, 251 (1979). 3) I. J. Geargensen, G. Tcodoresuc and M. Zaharesu, Rev., Ran., Chim.,18, 195 (1973). 4) M. Kobayash, M. Yoshida and H. Minato, J. Org. Chem., 3583 (1971). 5) S. Yamala, Coord. Chem. Rev., 1, 415; 2,83 (1967). 6) C. K. Bhaskare and P. G.More, J. Indian.Chem. Soc., 63, 270 (1986). 7) A. Shigeki and S. Toy, Anal. chim. Acta, 274(1), 141, (1993). 8) E. Larsen, Acta. Chem. Scand., 23, 2158 (1969); 25, 962 (1971). 9) P. Guerriero, S. Tarnburin and P.A. Vigato, Coord. Chem., 139, (1995). 10) S. Larsen, Acta.Chem. Scand., 23, 2158 (1969); 25, 962 (1971). 11) S. N. Poddar and S. Ghosh, J. Indian Chem. Soc., 52, 7 (1985). 12) D. Esteban, H. Adms and D. Bariobre, Eur. J. Inorg. Chem., 1445 (2000). 13) T. Hokelek, E. E. Kaya and Kilicz.,ActaCrystallogr., E57, o309 (2000).

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