Furan 2 carboxylic

Transactions on Engineering and Sciences Vol.3, Issue 2, February 2015

ISSN: 2347-1964 (Online) 2347-1875 (Print)

Synthesis, Physico -Chemical and Antimicrobial Properties of n(II),Fe(II),Co(II),Ni(II),Cu(II),Zn(II) and Cd (II), Mixed Ligand Complexes of cephalexin mono hydrate (antibiotics) and Furan-2-carboxylic acid Taghreed . Hashim Al-Noor1 1,2&3 Department

Faiza. H Ghanim2

Bassim Abd Shahoobi3

of Chemistry .Ibn -Al-Haithem College of Education for pure science, University of Baghdad, Baghdad, Iraq.

Abstract— A series of new mixed ligand complexes of Mn(II),Fe(II),Co(II),Ni(II),Cu(II),Zn(II) and Cd (II) have been synthesized with cephalexin mono hydrate ( CephH) = ( C16H19N3O5S.H2O) and Furan-2-carboxylic acid(FCA H) =( C5H4O3) .The mixed ligand complexes have been repeated

melting

point

determination,

spectroscopic

spectral

UV-Vis.),molar conductance, magnetic susceptibility measurements and determination of

the metal

in

the

complexes

by

flame(AAS). The

characterized by

measurements

(FT-IR,

the percentage

ligands and their metal complexes were

screened for their antimicrobial activity against four bacteria (gram + ve) and (gram -ve).The proposed structure of the complexes using program, Chem office 3D (2006) . The general formula have been given for the prepared

mixed ligand complexesNa2[M(FCA)3(Ceph)], M(II) = Mn (II) , Fe

(II),Co(II) ,Ni(II),Cu (II), Zn(II) , and Cd(II).

Index Terms— Cephalexin antibiotics, Furan 2-carboxylic acid, drugs mixed ligand complexes, and antibacterial activities.

I. INTRODUCTION Bioactive donor site of ( N,S/O) atoms in organic ligand moieties were widely used in the development of metal based drugs, analytical, industrial, medicinal, agricultural, biological and clinical areas. [1-2].

Many drugs possess modified toxicological and pharmacological properties when they are in the form of metal complexes. The most widely studied metal in this respect is copper(II) which has proved beneficial in diseases such as tuberculosis, gastric ulcers, rheumatoid arthritis and cancers. [3].The coordination chemistry of some beta-lactam antibiotics with transition and d10 metal ions has been reported [4-8].

Furan-2-carboxylic acid( C5H4O3) (FCAH) is a heterocyclic aromatic compound with five- membered ring structure consisting of four CH2 groups, one oxygen atom and a carboxylic group. [9].Synthesis and identification of type mixed ligand complexes of

M+2

Ions using Furan-2-carboxylic acid as a primary

ligand and 1,10-phenanthroline (phen )as secondary ligand has been reported. [10].

Literature survey shows that no studies on the synthesis and characterization of mixed ligand complexes of Furan-2-carboxylic acid and cephalexin (antibiotics) have been reported.

In this paper we present the synthesis and study of Mn(II),Fe(II),Co(II),Ni(II), Cu(II),Zn(II), and Cd(II) complexes with cephalexin mono hydrate (antibiotics) as a primary ligand and

Furan-2-carboxylic acid

as secondary ligand.

II. EXPERIMENTAL A. Chemicals : All chemical reagents and solvents used were of analytical grade and were used without further

purification

and

were

used

as

received

1

MnCl2.2H2O,

FeCl2.9H2O,CoCl2.6H2O,

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Transactions on Engineering and Sciences Vol.3, Issue 2, February 2015

ISSN: 2347-1964 (Online) 2347-1875 (Print)

NiCl2.6H2O,CuCl2.H2O, CdCl2.H2O, and ZnCl2,KOH (supplied by either Merck or Fluka) ethanol, methanol dimethylforamaide, and KBr, acetone , benzene, and chloroform

from (B.D.H).Cephalexin powder DSM

(Spain) and Furan-2-carboxylic acid (merck).

B. Instrumentals: UV-Vis spectra were recorded on a (Shimadzu UV- 160A) Ultra Violet-Visible Spectrophotometer. IR- spectra were taken on a (Shimadzu, FTI R- 8400S) Fourier Transform Infrared Spectrophotometer (4000- 400) cm-1 with samples prepared as KBr discs. Metal contents of the complexes were determined by atomic absorption(A.A)technique using a Shimadzu AA 620G atomic absorption spectrophotometer. The Chloride contents of complexes were determined by potentiometric titration method using (686-Titro processor-665. Dosimat 10-3M

of complexes in DMF at

25оC

Metrohn Swiss). Conductivities were measured for

using (conductivity meter, Jewnwary, model 4070). Magnetic

measurements were recorded on a Bruker BM6 instrument at 298°K following the Farady’s method. In addition melting points were obtained using (Stuart Melting Point Apparatus). The proposed molecular structure of the complexes was drawing by using chem. office prog, 3DX (2006).

C. General synthesis of the mixed ligands metal complexes: A general method was used for the synthesis of the metal complexes .A solution of Furan-2-carboxylic acid (0.336 gm, 3 m mol) in 50% (v/v) ethanol –water (10 ml) containing potassium hydroxide (0.168, 3mmol) and a solution of

cephalexin mono hydrate (0.347

gm ,1 m mol) in 50% (v/v)ethanol–water (10 mL) containing potassium hydroxide (0.056,1mmol)were added simultaneously to

a solution of MCl2.nH2O (1 m mol) in 50% (v/v)

ethanol –water, (10 mL) in the

stoichiometric ratio.[3FCA- : M: ceph-] ( Scheme 1).The above solution was stirred for 1-houre to stand for overnight .the product formed was filtered off ,washed several times with ethanol –water to remove any traces of the un reacted starting materials and dried

and allowed

hot 50% (v/v)

in air ,and analyzed

employing standard method. [11] III. RESULTS AND DISCUSSION A. Characterization of Metal Complexes: Generally, the complexes were prepared by reacting the respective metal chloride with the ligands using 1:1:3 mole ratios, [M: Ceph:3(FCA)], i.e. one mole of metal chloride : one mole of

cephalexin and three moles of FCAK . The synthesis of mixed ligand metal complexes may be

represented as follows (Schem1): K+

-O

HO

1:1(H 2 O :C 2 H 5 O H) + 3 K OH

+ 3H 2 O

3 O

O

O

O

potassium Furan-2-carboxylate.

F uran-2-carboxylic ac id .

O

H K+

-

H S

O

+

3 O

+M Cl 2

N H

O

C H3

N N H2

1:1(H 2O:C 2H5OH)

O

O

O

HO

H

H

S

N H C H3

N O N H2 O

O

O

K2

O

O M O O

O

O O

O

M= M n(II),Fe(II ),Co( II),N i(II),C u(II),Zn(II) and C d (II )

Figure 1: Scheme (1): Preparation of K2[M(Ceph)(FCA)3] complexes The formula weights and melting points, are given in(Table I ).Based on the physicochemical

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Transactions on Engineering and Sciences Vol.3, Issue 2, February 2015

ISSN: 2347-1964 (Online) 2347-1875 (Print)

characteristics. All the mixed ligand complexes are colored complexes. They are stable in air at room temperature, non

hygroscopic and appears as powders with high melting points indicating a strong

metal-ligand bond. The synthesized complexes are sparingly soluble in the common organic solvents (benzene, chloroform) but they are completely soluble in water, ethanol, acetone and dimethyl form amide (DMF) solvent.

The complexes were analyzed for their metal by atomic absorption measurements, and chloride contents were determined by standard methods [11]. Table(1) for all complexes gave approximated values for theoretical values.The molar conductance values of the metal complexes (measured in 10−3 M DMF) are in the range of (93.5-180.5) Ω-1 cm2 mol-1, indicating the electrolytic nature with(2:1).[12]. The atomic absorption measurements and chloride contents (Table-1) for all complexes gave approximated values for theoretical values.

B. UV-Visible Spectra and Magnetic Susceptibility Measurements: The values of band positions (λ max nm)Cm-1 and molar absorptivity's (ε max L cm-1 mol-1) are

listed in Table (2) together with the proposed

assignments transition and magnetic moment values .The electronic spectral studies of mixed ligand complexes of Mn(II), Fe(II),Co(II), Ni(II),Cu(II), Zn(II), and Cd(II) were carried out in (10−3 M) DMF solution.

The corrected magnetic moment (µeff) in Bohr magneton units of the mixed ligand complexes are given in Table 2.The electronic spectra of d10[Zn(II) and C d(II)]complexes

do show the charge transfer ,and the

magnetic susceptibility shows that two complexes have diamagnetic moments., because d-d transitions are not possible hence electronic spectra did not give any fruitful information.in fact this result is a good agreement with previous work of octahedral geometry.[2,13]. The magnetic moment value for the Ni(II) d8 complex is

3.11 B.M correspond to two unpaired electrons as expected for six coordinated spin free Ni(II)

species suggest an octahedral geometry. [4, 5] Fe(II)complex exhibits one (d-d) transition electronic spectral band at 26246 cm-1 , which is ascribed to transitions(5T2g→5Eg). Observed value magnetic moment 4.64B.M for Fe (II) complex suggest

distorted

octahedral geometry[12,13].The magnetic moment value for the Co (II) complex is 4.90 B .M. expected for octahedral geometry [13-14] with high spin paramagnetic d7 system (t2g5eg2) and 3 unpaired electrons.

The magnetic moment values of Mn(II) lie in 5.30 BM indicating octahedral stereochemistry of the complex [2].The Ni(II) complexes show two(d-d) transition bands and 26666

cm-1,which

(Table 2) in the region around 21929

are ascribed to transitions 3A2g(F) →3T1g(F) (ν 2) and

3A2g(F) →3T1g(P) (ν 3), respectively .As the ν 1 band occurs at low energy, usually in the range not accessible due to instrumental limitations ,it is not observed in the present cases.

C. FT-IR of Na2 [Mn(Ceph)(FCA)3](1),Na2[Fe(Ceph)(FCA)3](2),Na2[Co(Ceph)(FCA)3](3),Na2[Ni (Ceph)(FCA)3](4), Na2[Cu(Ceph)(FCA)3](5),Na2[Zn(Ceph)(FCA)3] (6) and Na2[Cd (Ceph)(FCA)3] (7) complexes: The IR spectra of the free ligands were compared with those of the metal complexes in order to ascertain the bonding mode of the drug to metal ion in the complexes. The coordination of metal with the ligands causes shifts of bands of the ligands to slightly lower or higher frequencies with different intensities [16].

The relevant vibration bands of the free ligand and the complexes are in the region 400–4000 cm−1.The assignment of the characteristic bands (FT-IR) spectra for the free ligand(Ceph) and (FCAH)

are

summarized in table (3) and (4 ) respectively. The characteristic frequencies of the (1), (2), (3), (4), (5), (6) and (7) metal complexes are given in Table(5). Interpretation of IR bands of the complex have been carried out comparing with the spectrum of IR of cephalexin , FCA

and related compound have been well

studied [ 13,17] The IR spectra of the (FCA) and ( Ceph.) exhibited characteristic band due ʋ (C=O) at 1685 cm-1 and 1691 cm-1 [5,18] respectively. The band of ʋ (C=O) in the region 1560-1691 cm-1 in the metal complexes

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Transactions on Engineering and Sciences Vol.3, Issue 2, February 2015 showing the shift

ISSN: 2347-1964 (Online) 2347-1875 (Print)

to lower wave numbers confirms that, the carbonyl oxygen is coordinated to the metal

ion [7,10]. IR spectra of the free ligands (FCA)and (Ceph.) exhibited a broad band at 2590 cm-1 along with shoulder at 3010 cm-1 assignable to ʋ (CH) of Phenyl group respectively. A strong band typical of (C=C) stretching frequency, υ, are found in 1685 cm-1

in (FCA) and in 1789 cm-1

in ( Ceph) respectively. The

un altered position of a band due to furan ring ν (C-O-C) and υ(C-S)in all the metal complexes indicates that, these groups are not involved in coordination. The new

weak

bands in the region of (501-579) cm-1

and (435-497) cm-1 in the spectra of the complexes are assigned to stretching frequencies of (M-N) and (M-O) bonds respectively [10,18] which interns support the involvement of oxygen and nitrogen atoms in coordination [17,19].The asymmetric carboxyl stretching νasym(COO−) was shifted to higher frequency in the 1585 and 1589 cm−1 range and the symmetric carboxyl stretching νsym(COO−) was shifted to lower frequency in the 1379 and 1384 cm−1 range, indicating the linkage between the metal ion and carboxylato oxygen atom. The asymmetric and symmetric stretching vibration of the carboxylate group in the complexes shows the separation value (∆ν) greater than 200 cm−1.

The large difference (∆ν) between the νasym (-COO −) and νsy(-COO−) values greater than ∼200 cm−1 indicates the monodentate binding nature of the carboxylato group[17,19] The results showed that the deprotonated ligand (Furan-2-carboxylic acid (FCA H) to (Furan-2-carboxylate ion (FCA -) by using (KOH) coordinated to metal ions as a monodendate ligand through the oxygen atom of the carboxylate group (−COO−),and the retention of υ (C-O-C) band of the (FCA -) ring at 1224 cm-1

oxygen atom of the ring cm-1 indicates that is not taking part in

coordination.[10] D. Antibacterial Activities studies: The effectiveness of an antimicrobial agent in sensitivity is based on the zones of inhibition. The synthesized metal complexes were screened for their antimicrobial activity by well plate method in nutrient agar. The invitro antibacterial activity was carried against 4 hold cultures of pathogenic bacteria like gram (+)and gram (-) at 37o C. In order to ensure that solvent had no effect on bacteria, a control test was performed with DMSO and found inactive in culture medium. Antimicrobial activity was evaluated by measuring the diameter of the inhibition zone (IZ) around the hole. Most of the tested compounds showed remarkable biological activity against different types of gram positive and gram negative bacteria. The diameter of the susceptibility zones were measured in mm and the results are presented in Table (6) Scheme (2). Compounds were considered as active when the (IZ) was greater than 6 mm. The ligand (FCAH) was active against Bacillus only. ( Ceph) and

the all

M(II) complexes showed

antibacterial activity against all the four strains of microbes. The Ni(II) complex was significantly more active against four strains of microbes and Zn(II) complex shows moderate activity as presented in Table (6). Scheme (2).A possible explanation is that, in the chelated complex, the positive charge of the metal is partially shared with the donor atoms in the ligand and there is ̟-electron delocalization over the whole chelating ring. This, in turn, increases the lipophilic character of the metal chelate and favor's its permeation through the lipid layers of the membranes of the micro-organism. [20, 21]. Apart from this, other factors such as solubility, conductivity and dipole moment influenced by the presence of the metal ions may also be reasons for the increased activity.[ 21,22] IV. CONCLUSION In conclusion, the Mn (II),Fe(II) Co(II),Ni(II),Cu(II),Zn(II), and Cd(II) complexes of mixed cephalexin mono hydrate (antibiotics) and (FCA) are reported. The resultant complexes are characterized by melting point, conductivity measurement, UV-Vis and Infra-red spectroscopy. Investigation of antimicrobial activities was carried out against the tested organisms. All the complexes are found to be in octahedral geometry.

Preliminary

results

indicate

that

newly

synthesized

mixed

ligand

complexes

Na2[M(Ceph)(FCA)3] exhibited promising antibacterial activities and they warrant more consideration as prospective antimicrobials.

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Transactions on Engineering and Sciences Vol.3, Issue 2, February 2015

ISSN: 2347-1964 (Online) 2347-1875 (Print) REFERENCES

[1] A., O Adkhis,. M.A. enali-Baitich, P,Khan. Subbaraj, A. Ramu, N. Raman, J. Dharmaraja m, Res. J. Appl. Sci. Eng. Technol., 3(11): 2011, pp.1233-1238.

[2] N.K. Fayad, H. Taghreed Al-Noor, F.H GhanimSynthesis, Characterization, And Antibacterial Activities Of Manganese (II), Cobalt(II), Iron (II), Nickel (II) , zinc (II) And Cadmium(II) Mixed- Ligand Complexes Containing Amino Acid(L-Valine) and Saccharin,Advances in Physics Theories and Applications Vol 9, 2012,pp 1-13 [3] J.R. Sorenson,.J. In: J.O. Nraign, (Ed.), Copper in the Environment (Wiley-Interscience, New York), Part 2, Chapter 5,1981.

[4] N.K. Fayad , Taghreed H. Al-Noor and F.H Ghanim, ynthesis ,characterization and antibacterial activity of mixed ligand complexes of some metals with 1-nitroso-2-naphthol and L-phenylalanine , Chemistry and Materials Research, Vol 2, No.5, 2012, pp18-29.

[5] Y Sindhu, CJ .Athira, MS .Sujamol, RJ Selwin, K Mohanan, Synthesis, characterization, DNA cleavage, and antimicrobial studies of some transition metal complexes with a novel Schiff base derived from 2-aminopyrimidine, Synth. React. Inorg. Met-Org. Nano-Met. Chem 43(3): 2013; 226-236.

[6] J.R., Anacona , Synthesis and antibacterial activity of cefotaxime metal complexes J. Chil. Chem. Soc., 50, N 2 (2005), págs.: 447-450 [7] Anacona J.R. and I. Rodriguez, J. Coord. Chem., 57, 1263 (2004).

[8] H. Taghreed. Al-Noor , Amer. J. Jarad , Abaas Obaid Hussein , Synthetic, spectroscopic And antibacterial Studies Of Fe(II),Co(II),Ni(II),Cu(II),Zn(II),Cd(II)and Hg (II),mixed ligand complexes of Saccharin and

amoxicillin (antibiotics),Journal of Chemistry and Materials Research ,Vol.6 No.3,

2014.,pp 20-30.

[9] R. Gupta, N. Agrawal and K.C.Gupta , Potentiometric and IR spectral studies of Binary and ternary complexes of La3+, Sm3+, Gd 3+ and Dy3+ with all cis-1,2,3,4-cyclopentanetetra carboxylic acid(CPTA)and Furan-2-carboxylic acid(FCA) . Pelagia Research Library Der Chemica Sinica, , 3(1):, 2012pp91-98.

[10] Et Taouil, A.; Lallemand, F.; Melot, J.-M.; Husson, J.; Hihn, J.-Y.; Lakard, B. Syntheses and applications of furanyl-functionalised ,2’:6’,2’’-terpyridines, Synth. Met. 160, 2010, pp1073–1080.

[11] AIA. Vogel's textbook of quantitative chemical analysis. - 5th ed .Amazon.com (2007).

[12] W. J. Geary, The Use of

Conductivity Measurements in Organic Solvents for the Characterization of

Coordination Compounds. J., Coord. Chem. Rev. 1971; 7, 81-122 [13] Dutta R. L. and Syamal A., Elements of Magnatochemistry, 2nd Ed., East west press,New Delhi, (1996).

[14] A. B. P. Lever “Inorganic Electronic Spectroscopy“, Elsevier Science Publishers, 1984; 2nd Edn., Amsterdam.

[15] A. Choudharya, R.Sharmaa, M. Nagar, Synthesis, characterization and antimicrobial activity of mixed ligand complexes of Co (II) and Cu (II) with N,O/S donor ligands and amino acids, Int Res J Pharm Pharmacol ,1(6) ,2011; pp:172-187.

[16] Sindhu Y, Athira CJ, Sujamol MS, Selwin RJ, Mohanan K, Journal of Synth. React. Inorg. Met-Org. Nano-Met. Chem

43(3): 2013;pp226-236.

[17] K. Nakamoto” Infrared and Raman Spectra of Inorganic and Coordination Compounds “5th Edn , John Wiley and Sons Inc., New York. (1997).

[18] F.A.Cotton,; Wilkinson , G. ; Murillo, C. A.; Bochmann, M. "Advanced Inorganic Chemistry”, 1999, 6th ed.,

John-Wiley and Sons , New York.

[19] D.W Shriver., P.W. Atkins “Inorganic Chemistry“,2006; 4th Ed., Freeman, New York [20] H .W ,Seely and P J Van Demark, Microbes in Action, Laboratory of Microbiology, 3rd Ed., W H Freeman and Co. U.S.A, 1981,p 385.

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Transactions on Engineering and Sciences Vol.3, Issue 2, February 2015 [21] A Kulkarni, SA Patil,

ISSN: 2347-1964 (Online) 2347-1875 (Print)

PS Badami, Synthesis, characterization, DNA cleavage and in vitro antimicrobial

studies of La (III), Th (IV) and VO (IV) complexes with Schiff bases of coumarin derivatives, Eur. J. Med. Chem 2009; 44(7):pp 2904-2912.

[22] X ,Ran, L .Wang, Cao D, Lin Y, Hao J, Synthesis, characterization and in vitro biological activity of cobalt (II), copper (II) and zinc (II) Schiff base complexes derived from salicylaldehyde and D, L-selenomethionine, Appl. Organomet. Chem25(1): 2011; pp9-15.

Table 1: The physical properties of the compounds Compounds Chemical Formula

M . wt

M .p °c

Color

(de) °c

Λm Ω-1

cm2 mol-1

Metal%

Cl%

7.22

-

-

1.06

-

-

In DMF

Ceph,H = C16H17N3O4S

347.39

off-white

C5H4O3 (FCAH)

112.08

off-white

Na2[Mn(Ceph)(FCA)3]

733.66

light- brown

195de

161.2

7.48 (8.01)

Nil

Na2[Fe(Ceph)(FCA)3]

735.37

Green

113de

95.3

7.59 (7.51)

Nil

Na2[Co(Ceph) (FCA)3]

738.62

red- brown

65de

180.5

7.98 (8.18)

Nil

Na2[Ni( Ceph)(FCA)3]

738.34

Green-deep

236

98.55

7.95 (7.05)

Nil

Na2[Cu( Ceph)(FCA)3]

743.17

Green

115

103.2

8.55 (9.05)

Nil

Na2[Zn(Ceph)(FCA)3]

745.01

light-

255

109.3

8.78 (9.18)

Nil

Na2[Cd(Ceph )(FCA)3]

792.03

Yellow Yellow

de128

93.5

14.19 (15.28)

Nil

208 132-136de

Λm = Molar Conductivity,

de =decomposition

Table 2: Electronic Spectral data, magnetic moment, of the mixed ligands complexes ύ cm-1

ε max

Compounds

λmax

Ceph = C16H17N3O4S

279

35842

1503

̟→̟*

270

37037

980

̟→̟* (C=C)

274

36496

20612

780

12820

C5H4O3

(FCA)

Na2[Mn(Ceph)(FCA)3]

280 Na2[Fe(Ceph)(FCA)3]

Na2[Co(Ceph) (FCA)3]

Na2[Ni(Ceph ) (FCA)3] Na2[Cu(Ceph )(FCA)3]

345 753

L.mol-1cm-1

Possible assignment

ligand field 6A 1g → 4Eg, 4T1g (4P)

35714

2198

28985

15558

13280

µeff BM

5.30

ligand field CT 5T 2g

4.64

→ 5E2g

286

34965

2308

ligand field

345

28985

1557

CT

607

16474

119

4T1g(F)→ 4T2g(F)(ν3)

668

14970

120

4T1g(F)→4A2g(F)(ν2)

273

36630

1463

CT

815

12269

4

3A2g(F) → 3T1g(F)(ν3)

288

34722

2351

CT

360

27777

1187

CT

4.90

3.11 1.83

Na2[Zn(Ceph )(FCA)3]

272

36764

1411

CT

0.0

Na2[Cd(Ceph )(FCA)3]

285

35087

2229

CT

0.0

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Transactions on Engineering and Sciences Vol.3, Issue 2, February 2015

ISSN: 2347-1964 (Online) 2347-1875 (Print)

Table 3: Data from the infrared Spectrum for the free ligand Ceph (cm-1)

(N-H)

Com.

primary amine

CephH

3275

ν (N-H) Secondary amide

ν

ν (C=O) for COOH

3219 3049

1759

ν

(C=O)

asm COO-

β-lacta

ν

ν

smy

(C=C)

COO-

arom.

1398

1577

m 1691vs

1595

ν

ν

(C-C

ν

ν

ν

)

(C-N)

(C-O)

(C-S)

1280

1247

580

alip.

1163

(C-H) arom.

3010

Table 4: Data from the infrared spectrum for the free ligand Furan-2-carboxylic acid (cm-1) ∆ ν Compound

ν

OH

ν

ν

(CH)

(C=O)

cyclic

ν

ν

(C-O-C)

(-COO-)

Furan ring

asym

ν

(-COO-)

(-COO-)

sym sym

FCAH

3142vs

2590

1685

1226 s

1479m

1382m

-

asym

97

Table 5. Data from the Infrared Spectra M(II)-Mixed ligand complexes of cephalexin mono hydrate and Furan-2-carboxylic acid(cm-1). ν (O-H) υ(N-H) primary amine Mn Fe Co Ni Cu Zn Cd

3423 3277 3381s 3140 3392s 3228 3354s 3250 3421s 3248 3435s 3232s 3456s 3211s

ν (N-H) Secondary amide 3045 3045 3064s 3066s 3061s 3057s 3061s

υ(C=O) β-lactam & Furan 1691 1566 1583s 1560 1595

1593s 1610s 1560 1608s 1564s 1589s 1560s

ν

ν

(C-O-C)

asm

Furan

COO

υsmy COO

ring

∆

ν

ν(-COO-)

ν

ν

sym-

(C-S)

M-N

582

526w

569

501w

195

584

564w

493w

asym

1229 1228 1226

1591

1396

1454

1355

1583

1365

1477

1371s

1560

1365s

1481s

195 218

M-O 493w 435w

1226

1558s

1367s

119

580

555w

489w

1226

1581s

1361s

220

581

579

472w

1608s

1392

1481

1361s

216

567

536w

472w

582

532w

497w

1226w 1228w

7

1608

1383

1481

1361s

225

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Transactions on Engineering and Sciences Vol.3, Issue 2, February 2015

ISSN: 2347-1964 (Online) 2347-1875 (Print)

Table 6 . The antibacterial activity (IZ mml) data of M (II)-Mixed Ligand Complexes of cephalexin mono hydrate and Furan-2-carboxylic acid Compound

E-coli

Pseudomonas

Staphylococcus aureus

Bacillus

Control(DMSO)

5

5

-

-

Furan-2-carboxylic acid

5

5

6

14

ceph

18

16

16

16

Na2[Mn(Ceph)(FCA)3]

16

17

16

15

Na2[Fe(Ceph)(FCA)3]

17

15

17

15

Na2[Co(Ceph) (FCA)3]

18

16

15

17

Na2[Ni(Ceph ) (FCA)3]

17

17

18

23

Na2[Cu(Ceph )(FCA)3]

19

15

22

18

Na2[Zn(Ceph )(FCA)3]

16

13

15

10

Na2[Cd(Ceph )(FCA)3]

17

16

16

12

Figure 2: Scheme (2): Chart of biological effects of the studied compounds

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