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Received May 13, 2021
Accepted August 11, 2021
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UV-Visible spectroscopic and DFT studies of the binding of ciprofloxacinhydrochloride antibiotic drug with metal ions at numerous temperatures

1Department of Chemistry, Jahangirnagar University, Savar, Dhaka-1342, Bangladesh 2Center of Excellence for Advanced Materials Research, King Abdulaziz University, Jeddah-21589, Saudi Arabia 3Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah-21589, Saudi Arabia 4Department of Chemistry & Physics, Gono Bishwabidyalay, Savar, Dhaka-1344, Bangladesh
malikrub@gmail.com, aabdalrab@kau.edu.sa
Korean Journal of Chemical Engineering, March 2022, 39(3), 664-673(10), 10.1007/s11814-021-0924-z
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Abstract

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.

References

Waranyoupalin R, Wongnawa S, Wongnawa M, Pakawatchai C, Panichayupakaranant P, Sherdshoopongse P, Cent. Eur. J. Chem., 7, 388 (2009)
Fazary AE, Bani-Fwaz MZ, Fawy KF, Abd-Rabboh HSM, J. Mol. Liq., 253, 178 (2018)
Umadevi B, Muthiah PT, Shui X, Eggleston DS, Inorg. Chim. Acta, 234, 149 (1995)
Sanchez-del Grado RA, Navarro M, Perez H, Urbina JA, J. Med. Chem., 39, 1095 (1996)
Zhou J, Wang LF, Wang JY, Tang N, J. Inorg. Biochem., 83, 41 (2001)
Kostova I, Manolov I, Nicolova I, Konstantinov S, Karaivanova M, Eur. J. Med. Chem., 36, 339 (2001)
Khalil MM, Radalla AE, Qasem F, Khaled R, Korean J. Chem. Eng., 31, 109 (2014)
Sun B, Bilal M, Jia S, Jiang Y, Cui J, Korean J. Chem. Eng., 36, 1949 (2019)
Ivanov IB, Slavchov RI, Basheva ES, Sidzhakova D, Karakashev SI, Adv. Colloid Interface Sci., 168, 93 (2011)
Rana VA, Barot DK, Vankar HP, Pandit TR, Karakthala JB, J. Mol. Liq., 296, 111840 (2019)
Turel I, Coord. Chem Rev., 232, 27 (2002)
Drevenski P, Golobic A, Turel I, Poklar N, Sepcic K, Acta Chim. Slov., 49, 857 (2002)
King DE, Malone R, Lilley SH, Am. Fam. Physicians., 61, 2741 (2000)
Hussien MA, El-Megharbel SM, Refat MS, J. Mol. Liq., 221, 61 (2016)
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).
Thompson KH, Orvig C, Science, 300, 936 (2003)
Martell AE, Biol. Trace Elem. Res., 21, 295 (1989)
Kaur H, Puri JK, Singla A, J. Mol. Liq., 182, 39 (2013)
Roya S, Banerjeea R, Sarkar M, J. Inorg. Biochem., 100, 1320 (2006)
Weber W, Newmark S, Pediatr. Clin. North Am., 54, 983 (2007)
Lapshin SV, Alekseev VG, Russian J. Inorg. Chem., 54, 1066 (2009)
Chadar SN, Khan F, Sharma S, Chemija, 19, 1 (2008)
Khan F, J. Chinese Chem. Soc., 54, 673 (2007)
Ogunniran KO, Ajanaku KO, James OO, Ajani OO, Adekoya JA, Nwinyi OC, Afr. J. Pure Appl. Chem., 2, 69 (2008)
Chang EL, Simmers C, Knight DA, Pharmaceuticals, 3, 1711 (2010)
Nagy L, Csintalan G, Kalman E, Sipos P, Szventnik A, Acta Pharmaceutica Hungarica., 73, 221 (2003)
Qandil AM, Al-Zoubi LO, Al-Bakri AG, Amawi HA, Al-Balas QA, Alkatheri AM, Albekairy AM, Antibiotics, 3, 244 (2014)
Zuyun H, Rux C, Analyst, 125, 1477 (2000)
Wilson WD, In: Blacksburn GM, Gait MJ, Nucleic acids in chemistry and biology, IRL Press, New York (1990).
Eboka CJ, Okeri HA, Trop. J. Pharm. Res., 4, 349 (2005)
Chohan ZH, Supuran CT, Scozzafava A, J. Enzyme Inhib. Med. Chem., 20, 303 (2005)
Panda J, Das S, Patnaik AK, Padhi S, J. Pharm. Innov., 16, 454 (2021)
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).
Gupta SP, MOJ Biorg. Org. Chem., 2, 221 (2018)
Lippard SJ, Berg JM, Principles of bioinorganic chemistry, Mill Valley, University Science Books (1994).
Cowan JA, Inorganic biochemistry/An introduction, Wiley-VCH, New Jersey (1994).
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).
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).
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)
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)
Park HR, Chung KY, Lee HC, Lee JK, Bark KM, Bull. Korean Chem. Soc., 21, 849 (2000)
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).
Becke AD, J. Chem. Phys., 98, 5648 (1993)
Cazedey ECL, Salgado HRN, Adv. Anal. Chem., 2, 74 (2012)
Akinremi CA, Obaleye JA, Amolegbe SA, Adediji JF, Bamigboye MO, Int. J. Med. Biomed. Res., 1, 24 (2012)
Ganesh K, Balraj C, Satheshkumar A, Elango KP, Arabian J. Chem., 12, 503 (2019)
Kuntz ID Jr., Gasparro FP, Johnston MD Jr., Taylor RP, J. Am. Chem. Soc., 90, 4778 (1968)
Mahbub S, Shahriar I, Iqfath M, Rub MA, Hoque MA, Halim MA, Khan MA, Asiri AM, J. Environ. Chem. Eng., 7, 103364 (2019)
Siddiqi KS, Mohd A, Khan AAP, Ban S, J. Korean Chem. Soc., 53, 152 (2009)
Koculi E, Hyeon C, Thirumalai D, Woodson SA, J. Am. Chem. Soc., 129, 2676 (2007)
Patra N, Mal A, Dey A, Ghosh S, J. Mol. Liq., 280, 307 (2019)
Khan MAR, Amin MR, Rub MA, Hoque MA, Khan MA, Asiri AM, J. Chem. Eng. Data, 64, 668 (2019)
Hoque MA, Mahbub S, Rub MA, Rana S, Khan MA, Korean J. Chem. Eng., 35, 2269 (2018)
Ross PD, Subramanian S, Biochemistry, 20, 3096 (1981)
Banipal TS, Kaur N, Banipal PK, J. Mol. Liq., 223, 1048 (2016)
Pramauro E, Pelizzetti E, Surfactants in analytical chemistry: Applications of organized media, in: Weber SG, (Ed.), Comprehensive Analytical Chemistry, Elsevier, Amsterdam (1996).
Beesley A, Evans DF, Laughlin RG, J. Phys. Chem., 92, 791 (1988)
Amin MR, Mahbub S, Hidayathulla S, Alam MM, Hoque MA, Rub MA, J. Mol. Liq., 269, 417 (2018)
Mahbub S, Rub MA, Hoque MA, J. Chem. Eng. Data, 64, 4181 (2019)
Aktar S, Molla MR, Mahbub S, Rub MA, Hoque MA, Islam DSM, J. Dispers. Sci. Technol., 40, 574 (2019)
Rahman M, Hoque MA, Rub MA, Khan MA, Chinese J. Chem. Eng., 27, 1895 (2019)
Zheng Y, Lu X, Lai L, Yu L, Zheng H, Dai C, J. Mol. Liq., 299, 112108 (2020)
Jolicoeur C, Philip RP, Can. J. Chem., 52, 1834 (1974)
Lumry R, Rajender S, Biopolymers, 9, 1125 (1970)
Uivarosi V, Molecules, 18, 11153 (2013)
Esmaielzadeh S, Mashhadiagha G, Bull. Chem. Soc. Ethiop., 31, 159 (2017)
Kianfar AH, Fath RH, Egyptian J. Petrol., 26, 865 (2017)
Ungordo A, Tezer N, J. Saudi Chem. Soc., 21, 837 (2017)
Kumar S, Saini V, Maurya IK, Sindhu J, Kumari M, Kataria R, Kumar V, PLoS ONE, 13, e0196016 (2018)
Ridha SMA, Saleh ZA, Askar FW, Phys. Chem., 5, 6 (2015)

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