European Journal of Chemistry 2013, 4(3), 226-234. doi:10.5155/eurjchem.4.3.226-234.809

Potentiometric determination of stability constants and thermodynamic data for ternary Cd(II) complexes with 2-aminomethyl benzimidazole (AMBI) and other bioactive ligands


Mutlaq Shedeed Aljahdali (1,*)

(1) Department of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah 21589, Kingdom of Saudi Arabia
(*) Corresponding Author

Received: 25 Apr 2013, Accepted: 23 May 2013, Published: 30 Sep 2013

Abstract


The complexing properties of 2-(aminomethyl)-benzimidazole with cadmium(II) were investigated pH-metrically at 25 oC and at ionic strength of 0.1 mol.dm-3 (NaNO3). Ternary complex formation equilibria of cadmium(II) complexes involving (AMBI) and some bio-relevant ligands (L = amino acid and peptides) have been investigated. Ternary complexes of amino acids and peptides are formed by a simultaneous mechanism. Amino acids form the complex Cd(AMBI)L, whereas amides form two complex species Cd(AMBI)L and Cd(AMBI)(LH-1). The stability of ternary complexes was quantitatively compared with their corresponding binary complexes in terms of the parameters ΔLog K, Log βStat and Log X. The effect of the side chains of amino acid ligands (ΔR) on complex formation was discussed. The values of ΔLog K indicate that the ternary complexes containing aromatic amino acids are significantly more stable than the complexes containing alkyl- and hydroxyalkyl-substituted amino acids. This may be taken as evidence for a stacking interaction between the aromatic moiety of AMBI and the aromatic side chains of the bioactive ligands. The concentration distributions of various species formed in solution were also evaluated as a function of pH. The thermodynamic parameters ΔHo, ΔGo and ΔSo calculated from the temperature dependence of the equilibrium constants were investigated for the interaction of Cd(II)-AMBI with glycine as a representative example of amino acids.

4_3_226_234

Keywords


Peptides; Equilibria; Speciation; Amino acids; Potentiometry; Benzimidazole

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.4.3.226-234.809

Get Citation | Scilit | GrowKudos | ResearchGate | Publons | Microsoft Academic

WorldCat | Dimensions | SemanticScholar | PlumX Metrics | Kopernio | Zotero | Mendeley

Article Metrics


This Abstract was viewed 689 times | PDF Article downloaded 326 times


References

[1]. Garcia-Raso, A.; Fiol, J. J.; Adrover, B.; Tauler, P.; Pons, A.; Mata, I.; Espinosa, E.; Molins, E. Polyhedron 2003, 22, 3255-3264.
http://dx.doi.org/10.1016/j.poly.2003.07.013

[2]. Lau, S.; Sarkar, B. Can. J. Chem. 1975, 53, 710-715.
http://dx.doi.org/10.1139/v75-099

[3]. Skalitzky, D. J.; Marakovits, J. T.; Maegley, K. A.;, Ekker, A.; Yu, X. H.; Hostomsky, Z.; Webber, S. E.; Eastman, B. W.; Almassy, R.; Li, J.; Curtin, N. J.; Newell, D. R.; Calvert, A. H.; Griffin, R. J.; Golding, B. T. J. Med. Chem. 2003, 46, 210-213.
http://dx.doi.org/10.1021/jm0255769
PMid:12519059

[4]. Hauel, N. H.; Nar, H.; Prirpke, H.; Ries, U.; Stassen, J. M.; Wienen, W. J. Med. Chem. 2002, 45, 1757-1766.
http://dx.doi.org/10.1021/jm0109513

[5]. Dressing, S. A.; Mass, R. P.; Weiss, C. M. Buln Environ. Contam. Toxicol. Buln Environ. Contam. Toxicol. 1982, 28, 172-180.
http://dx.doi.org/10.1007/BF01608571

[6]. Titus, J. A.; Pfister, R. M Buln Environ. Contam. Toxicol. 1982, 28, 697-704.
http://dx.doi.org/10.1007/BF01605638

[7]. Hung, Y. W. Buln Environ. Contam. Toxicol. . 1982, 28, 546-551.
http://dx.doi.org/10.1007/BF01605582
PMid:6212092

[8]. Jones, M. M. Comment. Inorg. Chem. 1991, 13, 91-110.
http://dx.doi.org/10.1080/02603599208048460

[9]. Shoukry, M. M.; Hosny, W. M.; Khalil, M. M. Trans. Metal Chem. 1995, 20, 252-258.
http://dx.doi.org/10.1007/BF00143487

[10]. Al-Kandary, J. A.; Mandani, F. M. A.; Al-Jimaz, A. S.; El-Sherif, A. A.; Shoukry, M. M. J. Solution Chem. 2007, 36, 247-257.
http://dx.doi.org/10.1007/s10953-006-9107-0

[11]. Nawrocka, W.; Stuzba, B.; Kowalska, M. W.; Liszkiewicz, H.; Wietrzyk, J.; Nasulewicz, A.; Pelczynska, M.; Opolski, A. J. Il Farmaco 2004, 59, 83-91.
http://dx.doi.org/10.1016/j.farmac.2003.12.001
PMid:14871499

[12]. Küçükbay, H.; Durmaz, R.; Orhan, E.; Günal, S. Il Farmaco 2003, 58, 431-437.
http://dx.doi.org/10.1016/S0014-827X(03)00068-5

[13]. El-Sherif, A. A.; Shoukry, M. M. Inorg. Chim. Acta. 2007, 360, 473-487
http://dx.doi.org/10.1016/j.ica.2006.07.108

[14]. He, Y.; Wu, B.; Yang, J.; Robinson, D.; Risen, L.; Ranken, R.; Blyn, L.; Sheng, S.; Swayze, E. E. Bioorg. Med. Chem. Lett. 2003, 13, 3253-3256.
http://dx.doi.org/10.1016/S0960-894X(03)00661-9

[15]. Ayhan, G.; Altanlar, N. J Il Farmaco 2003, 58, 1345-1350.
http://dx.doi.org/10.1016/S0014-827X(03)00190-3

[16]. Ozden, S.; Atabey, D.; Yildiz, S.; Goker, H.; Bioorg. Med. Chem. 2005, 13, 1587-1597.
http://dx.doi.org/10.1016/j.bmc.2004.12.025
PMid:15698776

[17]. Navarrete-Vazquez, G.; Cedillo, R.; Hernandez-Campos, A.; Yepez, J.; Hernndez-Luis, F.; Valldez, J.; Morales, R.; Cortes, R.; Hernandez, M.; Castillo, R. Bioorg. Med. Chem. Lett. 2001, 11, 187-190.
http://dx.doi.org/10.1016/S0960-894X(00)00619-3

[18]. Kabanos, T. A.; Kersmidas, A. D.; Mentzafos, D.; Russo, U.; Terzis, A.; Tsangaris, J. M. J. Chem. Soc. Dalton Trans. 1992, 2729-2733.

[19]. Carpio, A. J. Neurol. Neurosur. Ps. 1999, 66, 411-420.
http://dx.doi.org/10.1136/jnnp.66.3.411a

[20]. Kratz, F.; Nuber, B.; Weiss, J.; Keppler, B. K. Polyhedron 1999, 11, 487-498.
http://dx.doi.org/10.1016/S0277-5387(00)83206-4

[21]. El-Sherif, A. A. J. Coord. Chem. 2011, 64(7), 1240-1253.
http://dx.doi.org/10.1080/00958972.2011.565755

[22]. Gans, P.; Sbatini, A.; Vacca, A. Inorg. Chim. Acta 1976, 18, 237-239.
http://dx.doi.org/10.1016/S0020-1693(00)95610-X

[23]. Pettit, L. (University of Leeds, U. K), The program species downloaded from internet site of Academic Soft Co., UK. http://www.acadsoft.co.uk/scdbase/scdbase.htm (1999).

[24]. Aljahdali, M.; El-Sherif, A. A. J. Solution Chem. 2012, 41, 1759-1776.
http://dx.doi.org/10.1007/s10953-012-9908-2

[25]. El-Sherif, A. A.; Shoukry, M. M. Spectrochim. Acta A 2007, 66, 691-700.
http://dx.doi.org/10.1016/j.saa.2006.04.013
PMid:16956788

[26]. Irving, H.; Williams, R. J. P.; Irving, H. M.; Williams, R. J. P. Analyst (London) 1952, 77, 813-829.
http://dx.doi.org/10.1039/an9527700813

[27]. Beck, M. T. Chemistry of Complex Equilibria, Akademiai Kiado, Budapest, 1970.

[28]. El-Sherif, A. A. J. Solution Chem. 2006, 35, 1287-1301.
http://dx.doi.org/10.1007/s10953-006-9062-9

[29]. El-Sherif, A. A. J. Solution Chem. 2010, 39, 1562-1581.
http://dx.doi.org/10.1007/s10953-010-9593-y

[30]. El-Sherif, A. A. "Coordination Chemistry of Palladium(II) Ternary Complexes with Relevant Biomolecules", Stoichiometry and Research-The Importance of Quantity in Biomedicine, In-Tech Publisher; P. 79-120, 2012.

[31]. El-Sherif, A. A. J. Solution. Chem. 2010, 39, 131-150
http://dx.doi.org/10.1007/s10953-009-9486-0

[32]. Sigel, H. Coordination Chemistry, (Pergamon Press, Oxford), Vol. 20, 1980.

[33]. Shoukry, M. M.; Khairy, E. M.; El-Sherif, A. A. Trans. Metal Chem. 2002, 27, 656-646.
http://dx.doi.org/10.1023/A:1019831618658

[34]. El-Sherif, A. A.; Shoukry, M. M. J. Coord. Chem. 2005, 58, 1401-1415.
http://dx.doi.org/10.1080/00958970500055435

[35]. El-Sherif, A. A.; Shoukry, M. M.; Van Eldik, R. Dalton Trans. 2003, 1425-1432.
http://dx.doi.org/10.1039/b212104b

[36]. El-Sherif, A. A.; Shoukry, M. M.; El-Bahnasawy, R. M.; Ahmed, D. M. Cent. Eur. J. Chem. 2010, 8(4), 919-927.
http://dx.doi.org/10.2478/s11532-010-0057-4

[37]. Walker, F. A.; Sigel, H.; McCormick, D. B. Inorg. Chem. 1972, 11, 2756-2763.
http://dx.doi.org/10.1021/ic50117a036

[38]. Mahmoud, M. M. A.; El-Sherif, A. A. J. Solution Chem. 2010, 39, 639-653.
http://dx.doi.org/10.1007/s10953-010-9535-8

[39]. Bonomo, R. P.; Musumeci, S.; Rizzarelii, E.; Sammartano, S. Inorg. Chim. Acta 1975, 14, 251-257.
http://dx.doi.org/10.1016/S0020-1693(00)85750-3

[40]. Murakami, T.; Murata, K.; Ishikawa, Y. Inorg. Chim. Acta, 1996, 244(1), 51-56.
http://dx.doi.org/10.1016/0020-1693(96)81137-6

[41]. Fischer, B. E.; Sigel, H. J. Am. Chem. Soc. 1980, 102(9), 2998-3008.
http://dx.doi.org/10.1021/ja00529a021

[42]. Yamauchi, O.; Odani, A.; J. Am. Chem. Soc. 1985, 107(21), 5938-5945.
http://dx.doi.org/10.1021/ja00307a019

[43]. Tabata, M.; Tanaka, M. Inorg. Chem. 1988, 27(18), 3190-3192.
http://dx.doi.org/10.1021/ic00291a029

[44]. El-Sherif, A. A. Inorg. Chim. Acta 2009, 362, 4991-5000.
http://dx.doi.org/10.1016/j.ica.2009.08.004

[45]. El-Sherif, A. A. J. Solution Chem. 2012, 41, 392-409.
http://dx.doi.org/10.1007/s10953-012-9806-7

[46]. El-Sherif, A. A.; Shehata, M. R.; Barakat, M. H.; Shoukry, M. M. Spectrochim. Acta A 2012, 96, 889-897.
http://dx.doi.org/10.1016/j.saa.2012.07.047
PMid:22935596

[47]. El-Sherif, A. A.; Shehata, M. R.; Shoukry, M. M.; Barakat, M. H. Bioinorg. Chem. Appl. 2012, 984291. doi:10.1155/2012/984291.
http://dx.doi.org/10.1155/2012/984291


How to cite


Aljahdali, M. Eur. J. Chem. 2013, 4(3), 226-234. doi:10.5155/eurjchem.4.3.226-234.809
Aljahdali, M. Potentiometric determination of stability constants and thermodynamic data for ternary Cd(II) complexes with 2-aminomethyl benzimidazole (AMBI) and other bioactive ligands. Eur. J. Chem. 2013, 4(3), 226-234. doi:10.5155/eurjchem.4.3.226-234.809
Aljahdali, M. (2013). Potentiometric determination of stability constants and thermodynamic data for ternary Cd(II) complexes with 2-aminomethyl benzimidazole (AMBI) and other bioactive ligands. European Journal of Chemistry, 4(3), 226-234. doi:10.5155/eurjchem.4.3.226-234.809
Aljahdali, Mutlaq. "Potentiometric determination of stability constants and thermodynamic data for ternary Cd(II) complexes with 2-aminomethyl benzimidazole (AMBI) and other bioactive ligands." European Journal of Chemistry [Online], 4.3 (2013): 226-234. Web. 6 Dec. 2019
Aljahdali, Mutlaq. "Potentiometric determination of stability constants and thermodynamic data for ternary Cd(II) complexes with 2-aminomethyl benzimidazole (AMBI) and other bioactive ligands" European Journal of Chemistry [Online], Volume 4 Number 3 (30 September 2013)

DOI Link: https://doi.org/10.5155/eurjchem.4.3.226-234.809

| | | | |

| | | | | |

.

Refbacks

  • There are currently no refbacks.




Copyright (c)




© Copyright 2019  Atlanta Publishing House LLC All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2019 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 4614 Lavista road, Tucker, GA, 30084, USA. Registered in USA.