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Issue
Korean Journal of Chemical Engineering,
Vol.39, No.3, 664-673, 2022
UV-Visible spectroscopic and DFT studies of the binding of ciprofloxacinhydrochloride antibiotic drug with metal ions at numerous temperatures
Uddin MA, Sutonu BH, Rub MA, Mahbub S, Alotaibi MM, Asiri MA, Rana S, Hoque MA, Kabir M
Ciprofloxacin hydrochloride (CPFH) is a very common antibiotic drug for the treatment of different types of bacterial infections. The activity of the drug depends on the complexation of the employed drug with different metals present in the body. In the current investigation, the complexation behavior of CPFH drug with numerous metal ions was explored by means of UV-Visible spectroscopic and density functional theory (DFT) techniques at various temperatures. The binding constants (Kf) of CPFH+metal ions complexes were determined from the Benesi-Hildebrand equation. The Kf values experience an alteration with the nature of metal ions employed and the change of temperature. The binding of CPFH with alkali earth metals decreases with the increase of metal size and increases with the increase of temperature, while the opposite effect of temperature was observed for transition metals. The Gibbs free energy of binding (ΔGo) for the complexation between CPFH and metal ions was negative in all cases, which reveals that the complexation phenomenon is spontaneous. The values of enthalpy and entropy connote the presence of both hydrophobic and electrostatic interactions. The complexation of CPFH was observed to be endothermic in the case of alkali earth metals while exothermic for transition metals. The intrinsic enthalpy gain (ΔHo, *) values signify the higher stability of metal-drug complexes. The compensation temperature (TC) values were found to be comparable to the biological systems. DFT studies show the formulation of 1 : 1 complexes with transition metals as well as the square planar geometry of the complexes. HOMO and LUMO analyses reveal that the stability of CPFH-Ni complexes is higher than that of CPFH-Co/CPFH-Zn complexes.
Keywords: Ciprofloxacin Hydrochloride; Metal Ion; Binding Constant; DFT Studies; Complexation
[References]
  1. Waranyoupalin R, Wongnawa S, Wongnawa M, Pakawatchai C, Panichayupakaranant P, Sherdshoopongse P, Cent. Eur. J. Chem., 7, 388, 2009
  2. Fazary AE, Bani-Fwaz MZ, Fawy KF, Abd-Rabboh HSM, J. Mol. Liq., 253, 178, 2018
  3. Umadevi B, Muthiah PT, Shui X, Eggleston DS, Inorg. Chim. Acta, 234, 149, 1995
  4. Sanchez-del Grado RA, Navarro M, Perez H, Urbina JA, J. Med. Chem., 39, 1095, 1996
  5. Zhou J, Wang LF, Wang JY, Tang N, J. Inorg. Biochem., 83, 41, 2001
  6. Kostova I, Manolov I, Nicolova I, Konstantinov S, Karaivanova M, Eur. J. Med. Chem., 36, 339, 2001
  7. Khalil MM, Radalla AE, Qasem F, Khaled R, Korean J. Chem. Eng., 31, 109, 2014
  8. Sun B, Bilal M, Jia S, Jiang Y, Cui J, Korean J. Chem. Eng., 36, 1949, 2019
  9. Ivanov IB, Slavchov RI, Basheva ES, Sidzhakova D, Karakashev SI, Adv. Colloid Interface Sci., 168, 93, 2011
  10. Rana VA, Barot DK, Vankar HP, Pandit TR, Karakthala JB, J. Mol. Liq., 296, 111840, 2019
  11. Turel I, Coord. Chem Rev., 232, 27, 2002
  12. Drevenski P, Golobic A, Turel I, Poklar N, Sepcic K, Acta Chim. Slov., 49, 857, 2002
  13. King DE, Malone R, Lilley SH, Am. Fam. Physicians., 61, 2741, 2000
  14. Hussien MA, El-Megharbel SM, Refat MS, J. Mol. Liq., 221, 61, 2016
  15. Jurca T, Marian E, Vicas LG, Muresan ME, Fritea L, In Metal complexes of pharmaceutical substances, Sharmin E, Zafar F, Eds., IntechOpen Limited, London, UK (2017).
  16. Thompson KH, Orvig C, Science, 300, 936, 2003
  17. Martell AE, Biol. Trace Elem. Res., 21, 295, 1989
  18. Kaur H, Puri JK, Singla A, J. Mol. Liq., 182, 39, 2013
  19. Roya S, Banerjeea R, Sarkar M, J. Inorg. Biochem., 100, 1320, 2006
  20. Weber W, Newmark S, Pediatr. Clin. North Am., 54, 983, 2007
  21. Lapshin SV, Alekseev VG, Russian J. Inorg. Chem., 54, 1066, 2009
  22. Chadar SN, Khan F, Sharma S, Chemija, 19, 1, 2008
  23. Khan F, J. Chinese Chem. Soc., 54, 673, 2007
  24. Ogunniran KO, Ajanaku KO, James OO, Ajani OO, Adekoya JA, Nwinyi OC, Afr. J. Pure Appl. Chem., 2, 69, 2008
  25. Chang EL, Simmers C, Knight DA, Pharmaceuticals, 3, 1711, 2010
  26. Nagy L, Csintalan G, Kalman E, Sipos P, Szventnik A, Acta Pharmaceutica Hungarica., 73, 221, 2003
  27. Qandil AM, Al-Zoubi LO, Al-Bakri AG, Amawi HA, Al-Balas QA, Alkatheri AM, Albekairy AM, Antibiotics, 3, 244, 2014
  28. Zuyun H, Rux C, Analyst, 125, 1477, 2000
  29. Wilson WD, In: Blacksburn GM, Gait MJ, Nucleic acids in chemistry and biology, IRL Press, New York (1990).
  30. Eboka CJ, Okeri HA, Trop. J. Pharm. Res., 4, 349, 2005
  31. Chohan ZH, Supuran CT, Scozzafava A, J. Enzyme Inhib. Med. Chem., 20, 303, 2005
  32. Panda J, Das S, Patnaik AK, Padhi S, J. Pharm. Innov., 16, 454, 2021
  33. Mishra PR, Gupta GK, Jain V, Keshava GBS, Shukla PK, Ciprofloxacin Surf-plexes as Emulsion to Improve Antimicrobial Efficacy, International Conference on Bioencapsulation 14th Groningen, Netherland (2009).
  34. Gupta SP, MOJ Biorg. Org. Chem., 2, 221, 2018
  35. Lippard SJ, Berg JM, Principles of bioinorganic chemistry, Mill Valley, University Science Books (1994).
  36. Cowan JA, Inorganic biochemistry/An introduction, Wiley-VCH, New Jersey (1994).
  37. Prasad AS, Zinc deficiency and its therapy, In: H. G. Seiler and H. Sigel (Eds.) Metal Ions in Biological Systems, vol. 14, Marcel Dekker, New York (1982).
  38. Anastassopoulou J, Theophanides T, The role of metal ions in biological systems and medicine, In: Kessissoglou DP, (Eds.) Bioinorganic Chemistry, NATO ASI Series (Series C: Mathematical and Physical Sciences), vol. 459. Springer, Dordrecht (1995).
  39. Hoque MA, Hossen MD, Mahbub S, Aktar S, Rahman MM, Rub MA, Islam DMS, Khan A, Asiri AM, Russian J. Phys. Chem. A, 94, 2752, 2020
  40. Hoque MA, Rahman MM, Mahbub S, Hossain M, Khan MA, Amin MR, Alqahtani AS, Ahmed MZ, Alqahtani MS, Almarfadi OM, Korean J. Chem. Eng., 38, 1487, 2021
  41. Park HR, Chung KY, Lee HC, Lee JK, Bark KM, Bull. Korean Chem. Soc., 21, 849, 2000
  42. Frisch MJ, Trucks GW, Schlegel HB, Scuceria GE, Rob MA, Cheeseman JR, Pople JR, Gaussian 03, Revision A.1, Gaussian, Inc., Pittsburgh, Pa, USA (2003).
  43. Becke AD, J. Chem. Phys., 98, 5648, 1993
  44. Cazedey ECL, Salgado HRN, Adv. Anal. Chem., 2, 74, 2012
  45. Akinremi CA, Obaleye JA, Amolegbe SA, Adediji JF, Bamigboye MO, Int. J. Med. Biomed. Res., 1, 24, 2012
  46. Ganesh K, Balraj C, Satheshkumar A, Elango KP, Arabian J. Chem., 12, 503, 2019
  47. Kuntz ID Jr., Gasparro FP, Johnston MD Jr., Taylor RP, J. Am. Chem. Soc., 90, 4778, 1968
  48. Mahbub S, Shahriar I, Iqfath M, Rub MA, Hoque MA, Halim MA, Khan MA, Asiri AM, J. Environ. Chem. Eng., 7, 103364, 2019
  49. Siddiqi KS, Mohd A, Khan AAP, Ban S, J. Korean Chem. Soc., 53, 152, 2009
  50. Koculi E, Hyeon C, Thirumalai D, Woodson SA, J. Am. Chem. Soc., 129, 2676, 2007
  51. Patra N, Mal A, Dey A, Ghosh S, J. Mol. Liq., 280, 307, 2019
  52. Khan MAR, Amin MR, Rub MA, Hoque MA, Khan MA, Asiri AM, J. Chem. Eng. Data, 64, 668, 2019
  53. Hoque MA, Mahbub S, Rub MA, Rana S, Khan MA, Korean J. Chem. Eng., 35, 2269, 2018
  54. Ross PD, Subramanian S, Biochemistry, 20, 3096, 1981
  55. Banipal TS, Kaur N, Banipal PK, J. Mol. Liq., 223, 1048, 2016
  56. Pramauro E, Pelizzetti E, Surfactants in analytical chemistry: Applications of organized media, in: Weber SG, (Ed.), Comprehensive Analytical Chemistry, Elsevier, Amsterdam (1996).
  57. Beesley A, Evans DF, Laughlin RG, J. Phys. Chem., 92, 791, 1988
  58. Amin MR, Mahbub S, Hidayathulla S, Alam MM, Hoque MA, Rub MA, J. Mol. Liq., 269, 417, 2018
  59. Mahbub S, Rub MA, Hoque MA, J. Chem. Eng. Data, 64, 4181, 2019
  60. Aktar S, Molla MR, Mahbub S, Rub MA, Hoque MA, Islam DSM, J. Dispers. Sci. Technol., 40, 574, 2019
  61. Rahman M, Hoque MA, Rub MA, Khan MA, Chinese J. Chem. Eng., 27, 1895, 2019
  62. Zheng Y, Lu X, Lai L, Yu L, Zheng H, Dai C, J. Mol. Liq., 299, 112108, 2020
  63. Jolicoeur C, Philip RP, Can. J. Chem., 52, 1834, 1974
  64. Lumry R, Rajender S, Biopolymers, 9, 1125, 1970
  65. Uivarosi V, Molecules, 18, 11153, 2013
  66. Esmaielzadeh S, Mashhadiagha G, Bull. Chem. Soc. Ethiop., 31, 159, 2017
  67. Kianfar AH, Fath RH, Egyptian J. Petrol., 26, 865, 2017
  68. Ungordo A, Tezer N, J. Saudi Chem. Soc., 21, 837, 2017
  69. Kumar S, Saini V, Maurya IK, Sindhu J, Kumari M, Kataria R, Kumar V, PLoS ONE, 13, e0196016, 2018
  70. Ridha SMA, Saleh ZA, Askar FW, Phys. Chem., 5, 6, 2015
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