Author(s):
Fawzi Yahya Wadday, Ahmed Ali Hussein
Email(s):
fawzi.almuwashi@uokufa.edu.iq , ahmedchem1978@gmail.com
DOI:
10.52711/0974-360X.2022.00578
Address:
Fawzi Yahya Wadday1, Ahmed Ali Hussein2
1Department of Chemistry, College of Science, University of Kufa, Al-Najaf-Iraq.
2Ministry of Education, School of Ali Al-Wardi, Al-Najaf-Iraq.
*Corresponding Author
Published In:
Volume - 15,
Issue - 8,
Year - 2022
ABSTRACT:
Reacting [O, O-2, 3-(chloro(carboxylic)methylidene)]-5, 6-isopropylidene-L-ascorbic acid with the L-proline gave new product "[O, O-2, 3-(N-carboxylic methylidene)-N-proline-5, 6-isopropylidene]-L-ascorbic acid (NCNPA)", that has been isolated and categorized through "1H, 13C-NMR, elemental analysis (C.H.N), mass spectroscopy, UV-Visible in addition to Fourier Transform infrared (FTIR) approaches". The complexes of (NCNPA) with metal ions, M2+ (Mn, Co, Ni, Cu, Zn, Cd, Hg) and Cr3+ have been produced and characterized through FTIR, UV-Vis., molar conductance, atomic absorption, magnetic susceptibility, elemental analysis (C.H.N) methods. The ratio of metal: ligand have been obtained was (1:1) for every complex. Studying thermodynamic functions (?G, ?H, ?S) for the complexes at dissimilar temperatures the data indicated, that the reaction between metals ions and (NCNPA) was exothermic, spontaneous, and more random. The complexes have been proven stable and follow the Irving-Williams series that refers to an octahedral, and their stability decreases with increasing the temperature. The TLC for L(NCNPA) and complexes depicted one spot for each, indicating the purity of these compounds. All these compounds have been evaluated against dual kinds of humanoid pathogenic bacteria gram +ve and gram -ve.
Cite this article:
Fawzi Yahya Wadday, Ahmed Ali Hussein. Synthesis, Identification, Thermodynamic and Biological Studies of New Ligand Derivative from L-ascorbic acid and its Complexes with some Metal ions. Research Journal of Pharmacy and Technology. 2022; 15(8):3452-8. doi: 10.52711/0974-360X.2022.00578
Cite(Electronic):
Fawzi Yahya Wadday, Ahmed Ali Hussein. Synthesis, Identification, Thermodynamic and Biological Studies of New Ligand Derivative from L-ascorbic acid and its Complexes with some Metal ions. Research Journal of Pharmacy and Technology. 2022; 15(8):3452-8. doi: 10.52711/0974-360X.2022.00578 Available on: https://www.rjptonline.org/AbstractView.aspx?PID=2022-15-8-20
REFERENCES:
1. SaKheim GI and Lehman DD. Chemistry for Health Sciences. Macmillan Publishing Company, 1994; 7th. ed: 531-542.
2. Dosedˇel M, Jirkovský E, Macáková K. et al. Vitamin C-Sources, Physiological Role, Kinetics, Deficiency, Use, Toxicity, and Determination. Nutrients 2021; 13(615): 34.https://doi.org/10.3390/nu13020615 https://www.mdpi.com/journal/nutrients
3. Lachapelle MY and Drouin G. Inactivation dates of the human and guinea pig vitamin C genes. Genetica. 2011; 139 (2): 199-207. DOI:10.1007/s10709-010-9537-x
4. Wrobleski A E and Glowacka IE. Synthesis of (1R, 2S)-and (1S, 2S)-3-azido-1, 2-dihydroxypropylphosphonates. Tetrahedron Asymmetry, 2002; 13(9): 989-994. DOI:10.1016/S0957-4166(02)00223-9
5. Mohamed GG and Abd El-Wahab Z. H. Mixed ligand complexes of bis(phenylimine) Schiff base ligands incorporating pyridinium moiety Synthesis, characterization and antibacterial activity. Spectrochim. Acta A Mol Biomol Spectrosc. 2005; 61: 1059-1068. https://doi.org/10.1016/j.saa.2004.06.021
6. Musa FH. Fizea SM. Fidhel HA. Synthesis And Spectral Studies of Metal Complexes With 3, 4, 6, 7-O, O, O, O-Tetrakis-(Carboxy (Chloro) Methyl)-L-Ascorbic Acid (H4L) J. Ibn-Al-Haytham Pure Appl. Sci., 2014; 3(9): 915-919. https://www.researchgate.net/publication/325392928_
7. Waddia FY. Musa FH. Ahmed HF. Synthesis and Characterization Of Some Metal Complexes With Bis [O, O-2, 3; O, O-5, 6-(N, N-Dicarboxylic Methylidene)-N-2-Methylenepyridyl]-L-Ascorbic Acid. European Chemical Bulletin. 2015; 27(1): 225-233. DOI:10.17628/ECB.2015.4.74-79
8. El-Sonbati AZ. Mohamed GG. Morgan SM. et al. Geometrical structures, thermal properties and antimicrobial activity studies of azodye complexes. J. of molecule. Liquids. 2017; 218:16-34. http://dx.doi.org/10.1016/j.molliq.2016.02.026
9. Lawal M. Obaleye JA. Bamigboye M. et al. Mixed Metal Complexes of Isoniazid and Ascorbic Acid: Chelation, Characterization and Antimicrobial Activities. J. of Chemical Resea. Nigerian. 2017; 22 (1): 20-28. https://www.ajol.info/index.php/njcr/article/view/160396/149972
10. Phul R. Kaur C. Farooq U. Ahmad T. Ascorbic acid assisted synthesis, characterization and catalytic application of copper nanoparticles. Material Sci and Eng Int J. 2018; 2(4): 90-94. DOI: 10.15406/mseij.2018.02.00040
11. Radisavljevic S. and Petrovic B. Gold(III) Complexes: An Overview on Their Kinetics, Interactions With DNA/BSA, Cytotoxic Activity, and Computational Calculations. Frontiers in chemistry. 20 May 2020; 8, 379, 1-8. https://doi.org/10.3389/fchem.2020.00379
12. Ahmed NT. et al. Composition, Characterization and Antibacterial activity of Mn (II), Co (II), Ni (II), Cu (II) Zn (II) and Cd (II) mixed ligand complexes Schiff base derived from Trimethoprim with 8Hydroxy quinoline. J. of Physics: Conference Series. 2018; 1003(1): IOP Publishing. DOI:10.1088/1742-6596/1003/1/012016
13. Juda KM. Al-Hamdani, A A; Gun KY. et al. Synthesis, characterization, and determination antioxidant activities for new Schiff base complexes derived from 2-(1Hindol-3-yl)-ethylamine and metal ion complexes. J. of Molecular Structure. 5 May 2021; 1231: 129669. DOI:10.1016/j.molstruc.2020.129669
14. Raman N and Sobha S, Synthesis, characterization, DNA interaction and antimicrobial screening of isatin-based polypyridyl mixed-ligand Cu (II) and Zn (II) complexes. J.of the Serbian chemical Society. 2010; 75 (6): 773-788. https://doi.org/10.2298/JSC091020054R
15. Lee KL and Carthy M. Study of Benzene Fragmentation, Isomerization, and Growth Using Microwave Spectroscopy. J. of physical Chemistry letter. 2019; 10(10): 2408-2413. https://doi.org/10.1021/acs. jpclett.9b00586
16. Al-Noor TH. Mohapatra RK. Azam M. et al. Mixed-ligand complexes of ampicillin derived Schiff base ligand and Nicotinamide: Synthesis, physico-chemical studies, DFT calculation, antibacterial study and molecular ocking analysis. J. of Molecular Structure. 5 April 2021; 1229: 129832. DOI:10.1016/j.molstruc.2020.129832
17. Nayaz A. Mohd R. Altaf A. Madhulika B. Synthesis, Characterization, and Biological Evaluation of Zn(II) Complex with Tridentate (NNO Donor) Schiff Base Ligand. Intern. J. of Inorganic Chemistry. 2015; 2015, 607178: 1-5. https://doi.org/10.1155/2015/607178
18. Kunshan G and Hualing M. Application of Membrane-Inlet Mass Spectrometry to Measurements of Photosynthetic Processes. Research Methods of Environmental Physiology in Aquatic Sciences. Springer, Singapore. December 2021; 187-192. DOI:10.1007/978-981-15-5354-7_22
19. Ahmed AH. Hassan AM. Guma HA. Eraky AM. Nickel(II)-oxaloyldihydrazone complexes: Characterization, indirect band gap energy and antimicrobial evaluation. Cogent Chemistry. 2016; 2(1): 1-14. https://doi.org/10.1080/23312009.2016.1142820
20. Nisah K. Ramli M. Marlina M. et al. Study of linearity and stability of Pb(II)-1, 10phenanthroline complex with the presence of Fe (II) dan Mg (II) matrix ions using UV-Vis spectrophotometry. IOP Conference Series: Materials Science and Engineering. February 2021; 1087: IOP Publishing. DOI; 10.1088/1757-899X/1087/1/012052
21. Toole N. Lecourt C. Suffren Y. et al. Photogeneration of Manganese(III) from Luminescent Manganese(II) Complexes with Thiacalixarene Ligands: Synthesis, Structures and Photophysical Properties. European J. of Inorganic Chemistry. 15 October 2019; 2019(1): 73-78.http://dx.doi.org/10.1002/ejic.201801104
22. Singha RP. Maurya V K. Kafeel BM. Synthesis, structure and thermogravimetric analysis of novel dithiocarbamate based Zn(II), Cd(II) and Hg(II) complexes. J. of Molecular Structure. December 2019; 1198(15): 126912. http//doi.org/10.1016/j.molstruc.2019.126912
23. Gençkal M. Erkisa M. Alper P. et al. Mixed ligand complexes of Co (II), Ni (II) and Cu (II) with quercetin and diimine ligands: Synthesis, characterization, anti-cancer and anti-oxidant activity. J. of Biological Inorganic Chemistry. Feb 2020; 25(1): 161-177. doi: 10.1007/s00775-019-01749-z
24. Pahontu EM. Socea LI. Barbuceanu SF. et al. Synthesis, Characterization and Toxicity Evaluation of Cu(II), Mn(II), Co(II), Ni(II), Pd(II) Complexes with Ligand Derived from Hydrazinecarbothioamide. Revista De chimie-Bucherest-Original Edition. Nove 2018; 69(11):2959-2963.DOI; 10.37358/RC.18.11.6662
25. Yoe JH. and Jones L. Colorimetric Determination of iron with Disodium-1, 2-dihydroxybenzene-3, 5-disulfonate. Industrial and Engineering Chemistry, Analytical Edition. 1944; 16(2): 111-115. https://doi.org/10.1021/i560126a015
26. Govindaraj V. Ramanathan S. Rajendran S. et al. Synthesis of Schiff base ligand from Nsubstituted benzenesulfonamide and its complexes: Spectral, thermal, electrochemical behavior, fluorescence quenching, in vitro-biological and invitro cytotoxic studies. J. of Molecular Structure. January 2020; 1199(5):127029. DOI:10.1016/j.molstruc.2019.127029
27. Vosburgh WC and Copper GR. Complex Ions. I. The Identification of Complex Ions in Solution by Spectrophotometric Measurements. J. Am. Chem. Soc., February 1941; 63(2): 437-442. https://doi.org/10.1021/ja01847a025
28. Atakol A. Nazir H. Svoboda I. et al. Synthesis, crystal structure, theoretical calculations and thermal characterization of two heterodinuclear Ni(II), Zn (II) complexes prepared from ONNO-type symmetrical Schiff base and its reduced derivative. J. of Thermal Analysis and Calorimetry. 2020; 139(3):1863-1882. DOI:10.1007/s10973-019-08630-w
29. Shiekhzadeh A. et al. Kinetic and thermodynamic investigation of human serum albumin interaction with anticancer glycine derivative of platinum complex by using spectroscopic methods and molecular docking. Applied biochemistry and biotechnology. February 2020; 190(2): 506-528. doi: 10.1007/s12010-019-03078-y.
30. Abu Dief AM. Abdel Rahman LH. et al. A robust in vitro anticancer, antioxidant and antimicrobial agents based on new metal azomethine chelates incorporating Ag (I), Pd (II) and VO (II) cations: Probing the aspects of DNA interaction. Applied Organometallic Chemistry. February 2020; 34(2): 5373. https://doi.org/10.1002 /aoc.5373
31. Omotade, E. T. and Oviawe A.P. Structural Elucidation, Thermal Studies And Antimicrobial Screening of Mixed Ligand Complexes of 4-Benzylimino-2, 3-Dimethyl-1-Phenylpyrazal-5-one and L-Lysine. J. of Pure and Applied Sciences, December 2019; 12(2): 96-103. http://dx.doi.org/10.4314/bajopas.v12i2.13
32. Xue LW. Zhang H J. Wang P.P. Synthesis, crystal structures, and antimicrobial activity of copper(II) complexes derived from N′-(1-(pyridin-2-yl)ethylidene)isonicotinohydrazide. Inorganic and Nano-Metal Chemistry. February 2020; .50(8): 637-643. https://doi.org/10.1080/24701556.2020.1723627
33. Abdel-Rahman LH. Abu-Dief AM. Ismael M. et al. Synthesis, structure elucidation, biological screening, molecular modeling and DNA binding of some Cu (II) chelates incorporating imines derived from amino acids. J. of Molec. Structu. 2016; 1103: 232-244. DOI:10.1016/j.molstruc.2015.09.039
34. pang Z. Raudonis R. Glick BR. et al. Antibiotic resistance in Pseudomonas aeruginosa: mechanisms and alternative therapeutic strategies. Biotechnology advances, Elsevir. January–February 2019; 37(1): 177- 192. https://doi.org/10.1016/j.biotechadv.2018.11.013
35. Hameed GF. Wadday FY. Farhan MA. et al. Synthesis, Spectroscopic characterization and bactericidal valuation of some metal (II) complexes with new Tridentate Heterocyclic Azo Ligand Type (NNO) Donor. Egypt. J. Chem. May 2021; 64 (3): 1333-1345. DOI: 10.21608/EJCHEM.2020.49716.3034