361
Views
5
CrossRef citations to date
0
Altmetric
Research Articles

Synthesis, spectral characterization of pyrazole derived Schiff base analogs: molecular dynamic simulation, antibacterial and DNA binding studies

, , , , , , ORCID Icon & ORCID Icon show all
Pages 13724-13751 | Received 08 Sep 2022, Accepted 06 Feb 2023, Published online: 24 Feb 2023

References

  • Ahmed, W., Yan, X., Hu, D., Adnan, M., Tang, R. Y., & Cui, Z. N. (2019). Synthesis and fungicidal activity of novel pyrazole derivatives containing 5-Phenyl-2-Furan. Bioorganic & Medicinal Chemistry, 27(19), 115048. https://doi.org/10.1016/J.BMC.2019.115048
  • Alanazi, R. L. B., Zaki, M., & Bawazir, W. A. (2021). Synthesis and characterization of new metal complexes containing Triazino[5,6–b]indole moiety: In vitro DNA and HSA binding studies. Journal of Molecular Structure, 1246, 131203. https://doi.org/10.1016/j.molstruc.2021.131203
  • Ali, A., Hasan, P., Irfan, M., Uddin, A., Khan, A., Saraswat, J., Maguire, R., Kavanagh, K., Patel, R., Joshi, M. C., Azam, A., Mohsin, M., Haque, Q. M. R., & Abid, M. (2021). Development of oxadiazole-sulfonamide-based compounds as potential antibacterial agents. ACS Omega, 6(42), 27798–27813. https://doi.org/10.1021/acsomega.1c03379
  • Araoka, H. (2012). Combination therapy against multidrug-resistant bacteria. Nihon Rinsho. Japanese Journal of Clinical Medicine, 70(2), 305–310.
  • Bhattacharjee, A., Das, S., Das, B., & Roy, P. (2021). Intercalative DNA binding, protein binding, antibacterial activities and cytotoxicity studies of a mononuclear copper(II) complex. Inorganica Chimica Acta, 514, 119961. https://doi.org/10.1016/j.ica.2020.119961
  • Bora, A., Maiti, S. K., Singh, A., & Barman, P. (2021). Studies on the effect of remote substituents on the DNA binding activity of novel chiral Schiff bases. Journal of Molecular Structure, 1234, 130179. https://doi.org/10.1016/j.molstruc.2021.130179
  • Brand, S., Norcross, N. R., Thompson, S., Harrison, J. R., Smith, V. C., Robinson, D. A., Torrie, L. S., Mcelroy, S. P., Hallyburton, I., Norval, S., Scullion, P., Stojanovski, L., Simeons, F., R., C., Van Aalten, D., Frearson, J. A., Brenk, R., Fairlamb, A. H., Ferguson, M., A. J., Wyatt, P. G., Gilbert, I. H., & Read, K. D. (2014). Lead optimization of a pyrazole sulfonamide series of Trypanosoma brucei N-Myristoyltransferase inhibitors: Identification and evaluation of CNS penetrant compounds as potential treatments for stage 2 human African trypanosomiasis. Journal of Medicinal Chemistry, 57(23), 9855–−9869. https://doi.org/10.1021/jm500809c
  • Bratton, L. D., Auerbach, B., Choi, C., Dillon, L., Hanselman, J. C., Larsen, S. D., Lu, G., Olsen, K., Pfefferkorn, J. A., Robertson, A., Sekerke, C., Trivedi, B. K., & Unangst, P. C. (2007). Discovery of pyrrole-based hepatoselective ligands as potent inhibitors of HMG-CoA reductase. Bioorganic & Medicinal Chemistry, 15(16), 5576–5589. https://doi.org/10.1016/j.bmc.2007.05.031
  • Burgart, Y. V., Agafonova, N. A., Shchegolkov, E. V., Krasnykh, O. P., Kushch, S. O., Evstigneeva, N. P., Gerasimova, N. A., Maslova, V. V., Triandafilova, G. A., Solodnikov, S. Y., Ulitko, M. V., Makhaeva, G. F., Rudakova, E. V., Borisevich, S. S., Zilberberg, N. V., Kungurov, N. V., Saloutin, V. I., & Chupakhin, O. N. (2020). Multiple biological active 4-aminopyrazoles containing trifluoromethyl and their 4-nitroso-precursors: Synthesis and evaluation. European Journal of Medicinal Chemistry, 208, 112768. https://doi.org/10.1016/J.EJMECH.2020.112768
  • Christensen, G. D., Simpson, W. A., Younger, J. J., Baddour, L. M., Barrett, F. F., Melton, D. M., & Beachey, E. H. (1985). Adherence of coagulase-negative Staphylococci to plastic tissue culture plates: A quantitative model for the adherence of Staphylococci to medical devices. Journal of Clinical Microbiology, 22(6), 996–1006.
  • Dassault Syst_emes Biovia. (2016). Discovery Studio Modeling Environment. Release 2017 Dassault Syst_emes.
  • Deshineni, R., G, A. C., Banothu, J., Velpula, R., & Chellamella, G. (2020). Synthesis, anticancer and antibacterial evaluation of novel 1,3-disubstituted-1H-pyrazole-4-yl-methylene embedded fused thiazolo[2,3-b]quinazolinones. Chemical Data Collections, 30, 100546. https://doi.org/10.1016/j.cdc.2020.100546
  • Djouossi, M. G., Tamokou, J.-D., Ngnokam, D., Kuiate, J.-R., Tapondjou, L. A., Harakat, D., & Voutquenne-Nazabadioko, L. (2015). Antimicrobial and antioxidant flavonoids from the leaves of Oncoba spinosa Forssk. (Salicaceae). BMC Complementary and Alternative Medicine, 15(1), 4–11. https://doi.org/10.1186/s12906-015-0660-1
  • Eda Şengül, E., Göktürk, T., Gökçe Topkaya, C., & Gup, R. (2020). Synthesis, characterization and dna interaction of cu(ii) complexes with hydrazone-schiff base ligands bearing alkyl quaternary ammonium salts. Journal of the Chilean Chemical Society. 65, 2.
  • Eftink, M. R., & Ghiron, C. A. (1981). Fluorescence quenching studies with proteins. Analytical Biochemistry, 114(2), 199–227. https://doi.org/10.1016/0003-2697(81)90474-7
  • Eicher, T., Hauptmann, S., & Speicher, A. S. H. (2003). Five-membered heterocycles: Sections 5.1–5.21. In The chemistry of heterocycles, 2nd Ed., (pp. 52–121). Weinheim: Wiley-VCH. https://doi.org/10.1002/352760183X.ch5a
  • Essmann, U., Perera, L., Berkowitz, M. L., Darden, T., Lee, H., & Pedersen, L. G. (1995). A smooth particle mesh Ewald method. The Journal of Chemical Physics, 103(19), 8577–8593. https://doi.org/10.1063/1.470117
  • Ezrahi, S., Nir, I., Aserin, A., Kozlovich, N., Feldman, Y., & Garti, N. (2002). Dielectric and calorimetric characteristics of bound and free water in surfactant-based systems. Journal of Dispersion Science and Technology, 23(1–3), 351–378. https://doi.org/10.1080/01932690208984210
  • Hedges, A. J. (2002). Estimating the precision of serial dilutions and viable bacterial counts. International Journal of Food Microbiology, 76(3), 207–214. https://doi.org/10.1016/S0168-1605(02)00022-3
  • Hoover, W. G. (1985). Canonical dynamics: Equilibrium phase-space distributions. Physical Review A, 31(3), 1695–1697. https://doi.org/10.1103/PhysRevA.31.1695
  • Jorgensen, W. L., Chandrasekhar, J., Madura, J. D., Impey, R. W., & Klein, M. L. (1983). Comparison of simple potential functions for simulating liquid water. The Journal of Chemical Physics, 79(2), 926–935. https://doi.org/10.1063/1.445869
  • Jorgensen, J. H., & Turnidge, J. D. (2015). Susceptibility test methods: Dilution and disk diffusion methods. Manual of Clinical Microbiology, 11th Ed., American society of Microbiology (pp. 1253–1273). https://doi.org/10.1128/9781555817381.CH71
  • Ju, Z., Su, M., Hong, J., La Kim, E., Moon, H. R., Chung, H. Y., Kim, S., & Jung, J. H. (2019). Design of balanced COX inhibitors based on anti-inflammatory and/or COX-2 inhibitory ascidian metabolites. European Journal of Medicinal Chemistry, 180, 86–98. https://doi.org/10.1016/J.EJMECH.2019.07.016
  • Karad, S. C., Purohit, V. B., Thummar, R. P., Vaghasiya, B. K., Kamani, R. D., Thakor, P., Thakkar, V. R., Thakkar, S. S., Ray, A., & Raval, D. K. (2017). Synthesis and biological screening of novel 2-morpholinoquinoline nucleus clubbed with 1,2,4-oxadiazole motifs. European Journal of Medicinal Chemistry, 126, 894–909. https://doi.org/10.1016/j.ejmech.2016.12.016
  • Kargar, H., Fallah-Mehrjardi, M., Behjatmanesh-Ardakani, R., Munawar, K. S., Ashfaq, M., & Tahir, M. N. (2021). Titanium (IV) complex containing ONO-tridentate Schiff base ligand: Synthesis, crystal structure determination, Hirshfeld surface analysis, spectral characterization, theoretical and computational studies. Journal of Molecular Structure, 1241, 130653. https://doi.org/10.1016/j.molstruc.2021.130653
  • Khonde, L. P., Müller, R., Boyle, G. A., Reddy, V., Nchinda, A. T., Eyermann, C. J., Fienberg, S., Singh, V., Myrick, A., Abay, E., Njoroge, M., Lawrence, N., Su, Q., Myers, T. G., Boshoff, H. I. M., Barry, C. E., Sirgel, F. A., van Helden, P. D., Massoudi, L. M., … Chibale, K. (2021). 1,3-diarylpyrazolyl-acylsulfonamides as potent anti-tuberculosis agents targeting cell wall biosynthesis in Mycobacterium tuberculosis. Journal of Medicinal Chemistry, 64(17), 12790–12807. https://doi.org/10.1021/acs.jmedchem.1c00837
  • Konaté, K., Mavoungou, J. F., Lepengué, A. N., Aworet-Samseny, R. R., Hilou, A., Souza, A., Dicko, M. H., & M’batchi, B. (2012). Antibacterial activity against β- lactamase producing Methicillin and Ampicillin-resistants Staphylococcus aureus: Fractional Inhibitory Concentration Index (FICI) determination. Annals of Clinical Microbiology and Antimicrobials, 11(1), 18–12. https://doi.org/10.1186/1476-0711-11-18
  • Kou, S.-B., Zhou, K.-L., Lin, Z.-Y., Lou, Y.-Y., Shi, J.-H., & Liu, Y.-X. (2021). Insights into the binding properties of calf thymus DNA with lopinavir from spectroscopic and computational studies. Journal of Molecular Liquids, 328, 115491. https://doi.org/10.1016/j.molliq.2021.115491
  • Lafayette, E. A., de Almeida, S. M. V., Cavalcanti Santos, R. V., de Oliveira, J. F., Amorim, C. A., da, C., da Silva, R. M. F., Pitta, M. G., da, R., Pitta, I., da, R., de Moura, R. O., de Carvalho Júnior, L. B., de Melo Rêgo, M. J. B., de Lima, M., & do, C. A. (2017). Synthesis of novel indole derivatives as promising DNA-binding agents and evaluation of antitumor and antitopoisomerase I activities. European Journal of Medicinal Chemistry, 136, 511–522. https://doi.org/10.1016/j.ejmech.2017.05.012
  • Lathwal, A., Ali, A., Uddin, A., Khan, N. S., Sheehan, G., Kavanagh, K., Haq, Q. M. R., Abid, M., & Nath, M. (2021). Assessment of dihydro[1,3]oxazine-fused isoflavone and 4-thionoisoflavone hybrids as antibacterials. ChemistrySelect, 6(29), 7505–7513. https://doi.org/10.1002/slct.202101364
  • Lepecq, J.-B., & Paoletti, C. (1967). A fluorescent complex between ethidium bromide and nucleic acids: Physical—Chemical characterization. Journal of Molecular Biology, 27(1), 87–106. https://doi.org/10.1016/0022-2836(67)90353-1
  • Li, B., Zhang, Z., Zhang, J. F., Liu, J., Zuo, X. Y., Chen, F., Zhang, G. Y., Fang, H. Q., Jin, Z., & Tang, Y. Z. (2021). Design, synthesis and biological evaluation of pleuromutilin-Schiff base hybrids as potent anti-MRSA agents in vitro and in vivo. European Journal of Medicinal Chemistry, 223, 113624. https://doi.org/10.1016/j.ejmech.2021.113624
  • Lu, L. P., Suo, F. Z., Feng, Y. L., Song, L. L., Li, Y., Li, Y. J., & Wang, K. T. (2019). Synthesis and biological evaluation of vanadium complexes as novel anti-tumor agents. European Journal of Medicinal Chemistry, 176, 1–10. https://doi.org/10.1016/J.EJMECH.2019.04.073
  • Maurya, J. K., Mir, M. U. H., Maurya, N., Dohare, N., Ali, A., & Patel, R. (2016). A spectroscopic and molecular dynamic approach on the interaction between ionic liquid type Gemini surfactant and human serum albumin. Journal of Biomolecular Structure and Dynamics, 34(10), 2130–2145. https://doi.org/10.1080/07391102.2015.1109552
  • Mehandi, R., Arif, R., Rana, M., Ahmedi, S., Sultana, R., Khan, M. S., Maseet, M., Khanuja, M., Manzoor, N., Nishat., & N., Rahisuddin. (2021). Synthesis, characterization, DFT calculation, antifungal, antioxidant, CT-DNA/pBR322 DNA interaction and molecular docking studies of heterocyclic analogs. Journal of Molecular Structure, 1245, 131248. https://doi.org/10.1016/j.molstruc.2021.131248
  • Mekky, A. E. M., & Sanad, S. M. H. (2020). Novel bis(pyrazole-benzofuran) hybrids possessing piperazine linker: Synthesis of potent bacterial biofilm and MurB inhibitors. Bioorganic Chemistry, 102, 104094. https://doi.org/10.1016/J.BIOORG.2020.104094
  • Monteiro, M. E., Lechuga, G., Lara, L. S., Souto, B. A., Viganó, M. G., Bourguignon, S. C., Calvet, C. M., Oliveira, F. O. R., Alves, C. R., Souza-Silva, F., Santos, M. S., Pereira,., & M., C. S. (2019). Synthesis, structure-activity relationship and trypanocidal activity of pyrazole-imidazoline and new pyrazole-tetrahydropyrimidine hybrids as promising chemotherapeutic agents for Chagas disease. European Journal of Medicinal Chemistry, 182, 111610. https://doi.org/10.1016/j.ejmech.2019.111610
  • Naaz, F., Srivastava, R., Singh, A., Singh, N., Verma, R., Singh, V. K., & Singh, R. K. (2018). Molecular modeling, synthesis, antibacterial and cytotoxicity evaluation of sulfonamide derivatives of benzimidazole, indazole, benzothiazole and thiazole. Bioorganic & Medicinal Chemistry, 26(12), 3414–3428. https://doi.org/10.1016/j.bmc.2018.05.015
  • NARMS—National Antimicrobial Resistance Monitoring System. (2002). Enteric Bacteria. CDC.
  • Nastasă, C., Vodnar, D. C., Ionuţ, I., Stana, A., Benedec, D., Tamaian, R., Oniga, O., & Tiperciuc, B. (2018). Antibacterial evaluation and virtual screening of new thiazolyl-triazole Schiff Bases as potential DNA-Gyrase inhibitors. International Journal of Molecular Sciences, 19(1), 222. https://doi.org/10.3390/ijms19010222
  • Ojo, O. A., Aruleba, R. T., Adekiya, T. A., Sibuyi, N. R. S., Ojo, A. B., Ajiboye, B. O., Oyinloye, B. E., Adeola, H. A., & Fadaka, A. O. (2022). Deciphering the interaction of puerarin with cancer macromolecules: An in silico investigation. Journal of Biomolecular Structure and Dynamics, 40(2), 848–859. https://doi.org/10.1080/07391102.2020.1819425
  • Ozluer, C., & Kara, H. E. S. (2014). In vitro DNA binding studies of anticancer drug idarubicin using spectroscopic techniques. Journal of Photochemistry and Photobiology. B, Biology, 138, 36–42. https://doi.org/10.1016/j.jphotobiol.2014.05.015
  • Parchegani, F., Amani, S., & Zendehdel, M. (2021). Eco-friendly chitosan Schiff base as an efficient sensor for trace anion detection. Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 255, 119714. https://doi.org/10.1016/J.SAA.2021.119714
  • Petronijević, J., Joksimović, N., Milović, E., Crnogorac, M. Đ., Petrović, N., Stanojković, T., Milivojević, D., & Janković, N. (2021). Antitumor activity, DNA and BSA interactions of novel copper(II) complexes with 3,4-dihydro-2(1H)-quinoxalinones. Chemico-Biological Interactions, 348, 109647. 109647. https://doi.org/10.1016/j.cbi.2021.109647
  • Ramachandran, E., Thomas, S. P., Poornima, P., Kalaivani, P., Prabhakaran, R., Padma, V. V., & Natarajan, K. (2012). Evaluation of DNA binding, antioxidant and cytotoxic activity of mononuclear Co(III) complexes of 2-oxo-1,2-dihydrobenzo[h]quinoline-3-carbaldehyde thiosemicarbazones. European Journal of Medicinal Chemistry, 50, 405–415. https://doi.org/10.1016/j.ejmech.2012.02.026
  • Rana, M., Arif, R., Khan, F. I., Maurya, V., Singh, R., Faizan, M. I., Yasmeen, S., Dar, S. H., Alam, R., Sahu, A., Ahmad, T. & Rahisuddin. (2021). Pyrazoline analogs as potential anticancer agents and their apoptosis, molecular docking, MD simulation, DNA binding and antioxidant studies. Bioorganic Chemistry, 108, 104665. https://doi.org/10.1016/j.bioorg.2021.104665
  • Rather, L. J., Zhou, Q., Ali, A., Haque, Q. M. R., & Li, Q. (2021). Valorization of agro-industrial waste from peanuts for sustainable natural dye production: focus on adsorption mechanisms, ultraviolet protection, and antimicrobial properties of dyed wool fabric. ACS Food Science & Technology, 1(3), 427–442. https://doi.org/10.1021/acsfoodscitech.1c00005
  • Sett, R., Sen, S., Paul, B. K., & Guchhait, N. (2018). How does nanoconfinement within a reverse micelle influence the interaction of phenazinium-based photosensitizers with DNA? ACS Omega, 3(2), 1374–1385. https://doi.org/10.1021/acsomega.7b01820
  • Shahabadi, N., Shiri, F., & Hadidi, S. (2019). Studies on the interaction of antibiotic drug rifampin with DNA and influence of bivalent metal ions on binding affinity. Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 219, 195–201. https://doi.org/10.1016/j.saa.2019.04.059
  • Shi, J.-H., Chen, J., Wang, J., & Zhu, Y.-Y. (2015). Binding interaction between sorafenib and calf thymus DNA: Spectroscopic methodology, viscosity measurement and molecular docking. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 136, 443–450. https://doi.org/10.1016/j.saa.2014.09.056
  • Singh, V. K., Chaurasia, H., Mishra, R., Srivastava, R., Naaz, F., Kumar, P., & Singh, R. K. (2022). Docking, ADMET prediction, DFT analysis, synthesis, cytotoxicity, antibacterial screening and QSAR analysis of diarylpyrimidine derivatives. Journal of Molecular Structure, 1247, 131400. https://doi.org/10.1016/j.molstruc.2021.131400
  • Singh, V., Hada, R. S., Uddin, A., Aneja, B., Abid, M., Pandey, K. C., & Singh, S. (2020). Inhibition of hemoglobin degrading protease falcipain-2 as a mechanism for anti-malarial activity of triazole-amino acid hybrids. Current Topics in Medicinal Chemistry, 20(5), 377–389. https://doi.org/10.2174/1568026620666200130162347
  • Spitzer, G. M., Wellenzohn, B., Laggner, C., Langer, T., & Liedl, K. R. (2007). DNA minor groove pharmacophores describing sequence specific properties. Journal of Chemical Information and Modeling, 47(4), 1580–1589. https://doi.org/10.1021/ci600500v
  • Sultana, R., Arif, R., Rana, M., Ahmedi, S., Mehandi, R., Manzoor, N., & Akrema, Rahisuddin. (2022). 2-Amino-5-substituted-1,3,4-oxadiazole as chemosensor for Ni(II) ion detection: Antifungal, antioxidant, DNA binding, and molecular docking studies. Luminescence, 37(3), 408–421. https://doi.org/10.1002/bio.4184
  • Talebi, A., Salehi, M., & Khaleghian, A. (2021). Synthesis, characterization, electrochemical behavior, molecular simulation studies and in vitro toxicity assessment of new metal Schiff base complexes derived from 3‑methoxy-2‑hydroxy-benzaldehyde and allylamine. Journal of Molecular Structure, 1246, 131076. https://doi.org/10.1016/j.molstruc.2021.131076
  • Talebpour, Z., Haghighi, F., Taheri, M., Hosseinzadeh, M., Gharavi, S., Habibi, F., Aliahmadi, A., Sadr, A. S., & Azad, J. (2019). Binding interaction of spherical silver nanoparticles and calf thymus DNA: Comprehensive multispectroscopic, molecular docking, and RAPD PCR studies. Journal of Molecular Liquids, 289, 111185. https://doi.org/10.1016/j.molliq.2019.111185
  • Tängdén, T. (2014). Combination antibiotic therapy for multidrug-resistant Gram-negative bacteria. Upsala Journal of Medical Sciences, 119(2), 149–153. https://doi.org/10.3109/03009734.2014.899279
  • Temiz-Arpaci, O., Zeyrek, C. T., Arisoy, M., Erol, M., Celik, I., & Kaynak-Onurdag, F. (2021). Synthesis, quantum mechanical calculations, antimicrobial activities and molecular docking studies of five novel 2,5-disubstituted benzoxazole derivatives. Journal of Molecular Structure, 1245, 131084. https://doi.org/10.1016/j.molstruc.2021.131084
  • Tewari, A. K., Singh, V. P., Yadav, P., Gupta, G., Singh, A., Goel, R. K., Shinde, P., & Mohan, C. G. (2014). Synthesis, biological evaluation and molecular modeling study of pyrazole derivatives as selective COX-2 inhibitors and anti-inflammatory agents. Bioorganic Chemistry, 56, 8–15. https://doi.org/10.1016/J.BIOORG.2014.05.004
  • Trott, O., & Olson, A. J. (2009). AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. Journal of Computational Chemistry, 31(2), 455. https://doi.org/10.1002/jcc.21334
  • Upadhyay, A., Purohit, A. K., Mahakur, G., Dash, S., & Kar, P. K. (2021). Verification of corrosion inhibition of Mild steel by some 4-Aminoantipyrine-based Schiff bases – Impact of adsorbate substituent and cross-conjugation. Journal of Molecular Liquids, 333, 115960. https://doi.org/10.1016/j.molliq.2021.115960
  • Vaidya, M. Y., Mcbain, A. J., Butler, J. A., Banks, C. E., & Whitehead, K. A. (2017b). Antimicrobial efficacy and synergy of metal ions against enterococcus planktonic and biofilm phenotypes. Scientific Reports, 7, 5911.. https://doi.org/10.1038/s41598-017-05976-9
  • Vincent, S. G., Jyothi, R. R. K., & Joseph, J. (2021). Novel metal complexes of flavone Schiff base: Synthesis, characterization, antioxidant and DNA binding studies. Materials Today: Proceedings, 45, 1031–1038. https://doi.org/10.1016/J.MATPR.2020.03.141
  • Wang, X., Yin, J., Shi, L., Zhang, G., & Song, B. (2014). Design, synthesis, and antibacterial activity of novel Schiff base derivatives of quinazolin-4(3H)-one. European Journal of Medicinal Chemistry, 77, 65–74. https://doi.org/10.1016/j.ejmech.2014.02.053
  • Xu, X., Wang, Y., Wang, H., Su, H., Mao, X., Jiang, L., Liu, M., Sun, D., & Hou, S. (2016). Synthesis of triangular silver nanoprisms and studies on the interactions with human serum albumin. Journal of Molecular Liquids, 220, 14–20. https://doi.org/10.1016/j.molliq.2016.02.103
  • Yang, J., Liu, X., Yu, M., Yang, W., Yang, Z., & Zhao, S. (2020). Co and Cu complexes with 2-acetylpyridine-4-hydroxy phenylacetyl acylhydrazone: Synthesis, crystal structures, CT-DNA/BSA binding behaviors, antibacterial activities and molecular docking studies. Polyhedron, 187, 114619. https://doi.org/10.1016/j.poly.2020.114619
  • Yang, H., Tang, P., Tang, B., Huang, Y., Xiong, X., & Li, H. (2017). Novel poly (ADP-ribose) polymerase inhibitor veliparib: biophysical studies on its binding to calf thymus DNA. RSC Advances, 7(17), 10242–10251. https://doi.org/10.1039/C6RA28213J
  • Yousuf, M., Ali, A., Khan, P., Anjum, F., Elasbali, A. M., Islam, A., Yadav, D. K., Shafie, A., Rizwanul Haque, Q. M., & Hassan, M. I. (2022). Insights into the antibacterial activity of prolactin-inducible protein against the standard and environmental MDR bacterial strains. Microorganisms, 10(3), 597. https://doi.org/10.3390/microorganisms10030597 .
  • Zhang, W., Liu, W., Jiang, X., Jiang, F., Zhuang, H., & Fu, L. (2011). Design, synthesis and antimicrobial activity of chiral 2-(substituted-hydroxyl)-3-(benzo[d]oxazol-5-yl) propanoic acid derivatives. European Journal of Medicinal Chemistry, 46(9), 3639–3650. https://doi.org/10.1016/j.ejmech.2011.05.028
  • Zhang, G., Zhang, Y., Zhang, Y., & Li, Y. (2013). Spectroscopic studies of cyanazine binding to calf thymus DNA with the use of ethidium bromide as a probe. Sensors and Actuators B: Chemical, 182, 453–460. https://doi.org/10.1016/j.snb.2013.03.038
  • Zheng, Y. G., Wang, J. A., Meng, L., Pei, X., Zhang, L., An, L., Li, C. L., & Miao, Y. L. (2021). Design, synthesis, biological activity evaluation of 3-(4-phenyl-1H-imidazol-2-yl)-1H-pyrazole derivatives as potent JAK 2/3 and aurora A/B kinases multi-targeted inhibitors. European Journal of Medicinal Chemistry, 209, 112934. https://doi.org/10.1016/J.EJMECH.2020.112934
  • Zhu, M., Hu, X., Zhang, Y., Pan, J., & Zhang, G. (2021). Revealing the groove binding characteristics of plant growth regulator 3-indoleacetic acid with calf thymus DNA. Journal of Molecular Liquids, 326, 115265. https://doi.org/10.1016/j.molliq.2020.115265
  • Zulfiqar, A., Ahmed, D., Fatima, R., & Yousuf, S. (2020). Green synthesis, urease inhibitory activity and antioxidant potential of 4-bromo-2-(((2′-chloro-4′-nitrophenyl)imino)methyl)phenol Schiff base. Journal of Molecular Structure, 1202, 127263. https://doi.org/10.1016/j.molstruc.2019.127263

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.