GET THE APP

Study of some mixed-ligand ternary complexes of Ni (II) ion with drug dapsone as primary ligand and different amino acids as secondary ligand

Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

ISSN: 0975-413X

ilbet

süperbetin giriş

All submissions of the EM system will be redirected to Online Manuscript Submission System. Authors are requested to submit articles directly to Online Manuscript Submission Systemof respective journal.

agariookey oyna istanbul okey

Research Article - Der Pharma Chemica ( 2020) Volume 12, Issue 6

Study of some mixed-ligand ternary complexes of Ni (II) ion with drug dapsone as primary ligand and different amino acids as secondary ligand

Damini Vishwakarma1*, Shraddha Shukla1, Anupama Kashyap1 and Anil Kumar Kashyap1
 
1Department of chemistry, Govt. V. Y. T. PG Autonomous College, Durg, India
 
*Corresponding Author:
Damini Vishwakarma, Department of chemistry, Govt. V. Y. T. PG Autonomous College, Durg, India, Email: [email protected]

Received Date: Feb 17, 2020 / Accepted Date: Oct 20, 2020 / Published Date: Oct 28, 2020

Abstract

Mixed -ligand ternary complexes of Ni (II) ion with drug dapsone and different amino acids are synthesized and characterized. In this process drug dapsone is used as primary ligand and different amino acids such as prolein, glycine, alanine, histidin, arginine, threonine, valein, methionine, tryptophan and lysine are used as secondary ligand. The prepared ternary complexes were characterized by elemental analysis, UV-Visible and IR spectral analysis as well as magnetic measurements. The general formula [Ni(dap)L]. xH2O were found for the ternary complexes, where L is amino acid and x is the number of coordinated water molecules. From the analytical and spectral data, the stoichiometry has been found to be 1:1:1 for the complexes.

Keywords

Dapsone, Spectral analysis, Mixed-ligand complexes, Magnetic measurements

Introduction

Mixed ligand complex formation is widely in systems where metal ion and two or more ligands are present [1]. They also play an important role in catalytic centre of mtalloenzymes and metal activated enzymes. Thus, investigation and the interaction between various transition metals and amino acids and their ternary complexes can be used as metalloenzyme models [2].

Amino acids with one or more than one coordination site along with different functional group has a significant role in complexes of drugs play an important role in numerous chemical and biological systems [3]. The role of transition metal ions and their complexes are involved in metabolism, transportation and catalytic procceses in systems [4]. Nickel catalyse reactions proceed through cycles involving the nickel in various oxidation states. The catalytic applications of nickel complexes have been explained extensively [5-12].

The main attempt of this work is to know the proper mechanism of action of drugs and lower side effects [13]. The complexes of drugs has higher efficacy than potent drug [14]. Dapsone is antileprotic drug [15-16], nearly water insoluble and very weakly basic drug. It is used in the treatment of dermatitis herpetiformis, rheumatic and connective tissue disorders [17].

The literature survey shows that there is very limited work of ternary complexes of transition metals like Ni (II) ion with drug and different amino acids have reported. Hence the present paper deals with the systematic study of Ni (II) complexes with drug dapsone as primary ligand and different amino acids as secondary ligand.

image

Materials and Methods

During the study all chemicals were used A.R. grade.0.025 molar aqueous solution of drug and different amino acids was added with freshly prepared nickel hydroxide precipitate. The mixture was heated on water bath for two hours. After that filter the hot solutions and evaporate on water bath. Blue coloured complexes are obtained. These complexes were separated and crystallized by distilled water. The crystals were dried in vaccum at 600C.

Results and Discussions

Elemental analysis The elemental analysis data along with some physical properties of the synthesized ternary complexes are given in table 1. The prepared ternary complexes are water soluble. From the elemental data the tentative molar ratio of the ternary complexes via Metal:L1:L2 comes out to be 1:1:1, where L1=drug as primary ligand and L2=amino acids as secondary ligand respectively.

Table 1: Elemental data of synthesized ternary complexes

S.NO. Name of complexes Molecular formula Molecular weight % analysis  
%C %H %N %O %S %M  
1. [Ni(dap)(pro)].5H2O C17H21N3O4S.5H2O 520.69 39.17%
(38.05)
5.95%
(5.22)
8.06%
(7.90)
29.38%
(29.35)
6.14%
(6.00)
11.27%
(11.10)
2. [Ni(dap)(gly)].6H2O C14H17N3O4S.6H2O 489.69 34.30%
(33.01)
5.92%
(5.87)
8.57%
(8.00)
32.67%
(32.01)
6.53%
(6.14)
11.98%
(10.87)
3 [Ni(dap)(ala)].3H2O C15H19N3O4S.3H2O 449.69 40.02%
(39.56)
5.55%
(5.34)
9.33%
(9.25)
24.90%
(23.98)
7.11%
(7.68)
13.00%
(12.97)
4. [Ni(dap)(hist)].7H2O C18H21N5O4S.7H2O 587.69 36.75%
(36.45)
5.95%
(5.84)
11.91%
(10.67)
29.94%
(29.87)
5.44%
(5.41)
9.98%
(9.12)
5. [Ni(dap)(arg)].8H2O C18H26N6O4S.8H2O 624.69 34.57%
(33.58)
6.72%
(6.66)
13.44%
(12.85)
30.73%
(29.56)
5.12%
(5.00)
9.39%
(8.66)
6. [Ni(dap)(threo)].4H2O C16H21N3O5S.4H2O 497.69 38.57%
(38.22)
5.82%
(5.78)
8.43%
(8.41)
28.93%
(26.87)
6.42%
(6.52)
11.79%
(11.02)
7. [Ni(dap)(val)].6H2O C17H23N3O4S.6H2O 531.69 38.36%
(37.26)
6.58%
(6.45)
7.80%
(7.60)
30.09%
(29.65)
6.01%
(5.78)
11.03%
(10.12)
8. [Ni(dap)(meth)].5H2O C17H23N3O4S2.5H2O 545.69 37.38%
(36.58)
6.02%
(6.00)
7.69%
(7.65)
26.38%
(25.64)
5.86%
(5.48)
10.57%
(9.98)
9. [Ni(dap)(tryp)].3H2O C23H24N4O4S.3H2O 564.69 48.87%
(47.59)
5.31%
(5.34)
19.83%
(18.64)
9.91%
(8.69)
5.66%
(5.62)
10.39%
(9.36)
10. [Ni(dap)(lys)].4H2O C18H26N4O4S.4H2O 524.69 41.16%
(40.62)
6.48%
(6.32)
10.67%
(10.35)
24.39%
(23.87)
6.09%
(6.00)
11.18%
(11.00)

UV-Visible Spectral analysis


The UV-Visible spectral details of the prepared ternary complexes are given in table 2. All ternary complexes show two absorption peaks in the uv-visible region, one strong peak at the range 320-385 nm and the other peak at 620-640 nm. The first band assigned to ligand to metal charge transfer while the second band can be ascribed to an intraligand transition of the amino acid moieties. These bands were assigned to 3A2g-3T1g(F) and 3A2g-3T1g(P) transitions respectively, which correspond to an octahedral structure for Ni2+ complexes [18].

Table 2: UV-Visible data of the synthesized ternary complexes

S.N. Name of complexes λmax Absorbance
(cm-1)
Wave no. Energy Frequency
(Hz)
εmax
1. [Ni(dap)(pro)].5H2O 640,320 0.154 15625.00 1.9373 468 15.40
2. [Ni(dap)(gly)].6H2O 620,320 0.168 16129.03 1.9997 483 16.80
3. [Ni(dap)(ala)].3H2O 615,325 0.624 16260.16 2.0160 487 62.40
4. [Ni(dap)(hist)].7H2O 641,320 0.239 15586.03 1.9342 467 23.90
5. [Ni(dap)(arg)].8H2O 616,325 0.114 16233.77 2.0127 486 11.40
6. [Ni(dap)(threo)].4H2O 598,300 0.007 16722.41 2.0733 501 0.70
7. [Ni(dap)(val)].6H2O 635,350 2.844 15748.03 1.9525 472 248.40
8. [Ni(dap)(meth)].5H2O 640,385 0.154 15625.00 1.9373 468 15.40
9. [Ni(dap)(tryp)].3H2O 628,320 0.114 15923.57 1.9743 477 2.40
10. [Ni(dap)(lys)].4H2O 620,325 0.168 16129.03 1.9997 483 16.80

IR Spectral studies

The careful inspection of the FTIR spectra free ligands and its ternary complexes is based on some references [19-21]. Table 3 shows the measured IR band positions of the ternary chelatesin order to facilitate the assigned of these bands in the free ligands and their metal chelates.

Table 3: IR spectral data of synthesized ternary complexes

S.No Name of complexes ν NH2 ν C=O ν C-O δ C=O ν MN C-W
1. [Ni(dap)(pro)].5H2O 3340 1593 ----- 781 449 852
2. [Ni(dap)(gly)].6H2O 3273 1589 1411 738 412 858
3. [Ni(dap)(ala)].3H2O 3242 1573 1435 786 445 821
4. [Ni(dap)(hist)].7H2O 3308 1581 1411 713 420 817
5. [Ni(dap)(arg)].8H2O 3294 1585 1460 744 420 850
6. [Ni(dap)(threo)].4H2O 3230 1593 1419 711 435 800
7. [Ni(dap)(val)].6H2O 3319 1593 1496 ----- 447 844
8. [Ni(dap)(meth)].5H2O 3379 1580 1454 794 464 868
9. [Ni(dap)(tryp)].3H2O 3227 1579 1425 713 468 856
10. [Ni(dap)(lys)].4H2O 3265 1570 1444 788 445 852

The well-defined peak at 3223 cm-1 in the spectrum of dapsone is assigned to the ν(N-H) vibration. The other series of weak bands at 1589 cm-1,1631 cm-1 and 1435 cm-1 are related to νC=O,δ (NH2) and νC-O vibrations. The band located at 428 cm-1 assigned to ν(M-N), which indicate the interaction between metal ion N-atom of aromatic ring of amino acids. After complexation ν(NH2) vibration shows positive shift from the spectrum of free amino acids.

A distinct band appearing in the 1573-1593 cm-1 region in the IR spectrum of various complexes is typical of the stretching of coordinated COO- group. The amino acid ligands are coordinated to the metal ion as divalent anion via oxygen atom of the carboxylate groups [22]. Further, the observed weak band at 1411-1498 cm-1 in the spectra is responsible for the symmetric vibration frequency of the coordinated COO- group and is further evidence for the participation of the carboxylate group in the coordination with the central metal ion.

Some important bands in the spectrum of dapsone at 1435 cm-1 (νC-O) and 563 cm-1 (πC-O) are disappear in the spectrum of some ternary complexes. This change indicates that these groups are in coordination with the central metal ion.

Magnetic measurement

The magnetic moment data of the ternary complexes are presented in table 4. These values are closer to those reported in some similar type of complexes [23-24]. These values are in the range 1.8-2.5 indicates that the presence of two unpaired electron in the central metal ion.

Table 4: Magnetic measurement data of ternary complexes

S.N. Name of complexes Mol. Wt. Sus.mass Suss. Mol. µeff
1. [Ni(dap)(pro)].5H2O 520.69 3.26 0.001697 1.9
2. [Ni(dap)(gly)].6H2O 489.69 3.13 0.001532 1.8
3. [Ni(dap)(ala)].3H2O 449.69 3.46 0.001555 1.9
4. [Ni(dap)(hist)].7H2O 587.69 4.31 0.002532 2.4
5. [Ni(dap)(arg)].8H2O 624.69 2.32 0.001449 1.8
6. [Ni(dap)(threo)].4H2O 497.69 3.12 0.001552 1.9
7. [Ni(dap)(val)].6H2O 531.69 5.29 0.002812 2.5
8. [Ni(dap)(meth)].5H2O 513.69 4.14 0.002126 2.2
9. [Ni(dap)(tryp)].3H2O 564.69 4.42 0.002495 2.4
10. [Ni(dap)(lys)].4H2O 524.69 3.12 0.001637 1.9

Conclusion

It can be concluded on the basis of the above conducted studies that drug dapsone act as a bidentate ligand and coordinates with the metal ion via oxygen atom and sulfer atoms of carboxylate and thiole groups respectively, while amino acid moieties utilize the nitrogen atom of amino group and oxygen atom of the carboxylate group for coordinate bond formation. Finally, we suggest the octahedral geometry for the synthesized metal complexes.

Acknowledgement

Authors wish to thank to the Principle, Govt. V. Y. T. PG Autonomous College, Durg (C.G.) for providing instrumental facilities. Also, thanks to saif CDRI Lucknow and STIC Kochi for elemental and IR analysis respectively. The authors are also grateful to Amravati University for providing magnetic measurements of synthesized complexes.

References

[1] Schuber J. Environmental health perspectives,1981. 40: p. 227-232.

[2] S. Chang, V. Karambelkar, R. Sommer et al., Inorganic Chemistry, 2002. 41: p. 239-248.

[3] VD Bhale, CD Thakur, SG Shankarwar et al., Advanced in Applied Science Research. 2015. 6 (5): p. 133-137.

[4] K. Baban, B Magar and Milind and Ubale, Der Chemia Sinica, 2011. 2 (2): p. 158-164.

[5] BM Boardman and GC Bazan, Acc. Chem. Review, 2009. 42: p. 1597.

[6] A Salzer, Cood. Chem. Rev. 2003. 242: p. 59.

[7] KC Gupta, AK Sutar, Coord. Chem. Rev. 2008. 252: p. 1420.

[8] J Bravo, S Balano, LG onsalvi et al., Coord. Chem. Rev., 2010. 254: p. 555.

[9] O Belda and C Moberg. Coord. Chem. Rev., 2005. 249: p. 727.

[10] S Mecking, Coord. Chem. Rev., 2000. 203: p. 325.

[11] AD Phillips, L Gonsalvi, A Romerasa et al., Coord. Chem. Rev., 2004. 248: p. 955.

[12] J Heinicke, N Peuleck, M Koehler et al., J. Organomet. Chem., 2005. 690: p. 2449.

[13] MM Annupama, ME Bhanojirao and BVV Ravikumar. E-Journal of chemistry. 2006. 3(13): p. 274-277,

[14] G Thomas, Medicinal Chemistry, John Wiley and Son Co. Ltd. London, 2002.

[15] JNC Kew, Pharmacol, Ther, 2004. 104: p. 233-244.

[16] J Mathiesen, M. Svendsen and H Brauner. Br. J. Pharmacol, 2003. 138: p. 1026-103.

[17] C Bhimrao, P Khade and M Pragati. Deore and Balasaheb R. Arbad, 2010. 2(2): p. 1036-1041.

[18] ABD Lever, Inorganic Electronic Spectroscopy,1st ed, Elsvier, Amsterdam, 1968.

[19] G. Gehad. Mohammed, EA Nadia. El-Gamel, Spectrochemica. Acta Part A, 2004. 60: p. 3141-3154.

[20] Shaesta Quyoom, Research Journal of Chemical Science, 2014. 4(3): p. 32-35.

[21] Shraddha Shukla, Anupama Kashyap and Anil Kashyap, Res. J. Pharm, 2013. 4(4): p. 1062-1066.

[22] B Anupama and C. G. Kumari, J. Scientific Research, 2014. 6(3): p. 487-496.

[23] K Nakamoto, 4th edition, John Wiley and Sons, New York, 1986. p. 228-239.

[24] ABP Lever, Inorganic Electronic Spectroscopy, 4th edition, 1980. p. 481-579.

rokettube brazzers

paper.io

agar io

wowcappadocia.com
cappadocia-hotels.com
balloon-rides.net

wormax io

Smok
Elektronik Sigara