نویسندگان

1 Department of Biology, Zand Institute of Higher Education, Shiraz, Iran

2 Department of Biology, Faculty of Science, Zand Institute of Higher Education, Shiraz, Iran

3 Department of Biology, Faculty of Basic Sciences, Nourdanesh Institute of Higher Education, Meymeh, Isfahan, Iran

چکیده

DNA gyrase is an essential bacterial enzyme that catalyzes the ATP-dependent negative super-coiling of double-stranded closed-circular DNA. DNA gyrase has long been known as an attractive target for antibacterial drugs. Curcumin is a polyphenol, found in the spice turmeric, that has promising anticancer and antimicrobial properties. The aim of this research is the bioinformatical study of DNA gyrase inhibition by a Curcumin derivative. In order to investigate the mode of interaction of the compound with DNA gyrase active site, the chemical structure of Curcumin glucuronide wase designed using ChemDraw program, then transferred into Hyperchem software for energy minimization. Docking study was performed by AutoDock 4.2 program and the resulting docking poses were analyzed in AutoDockTools, DS Visualizer 3.5 and Ligplot software. Curcumin glucuronide was able to occupy the active site of the enzyme. In fact, this compound indicated favorable interactions with the key amino acid residues at active site of DNA gyrase. Docking results for this compound are in accordance with those of cocrystallized ligand. The Asn46, Glu50, Ala47, Val71, Val43 of DNA gyrase were the sites for hydrogen bonding interactions with this compound. Finally, in respect to high effectiveness and docking results, we can conclude that the Curcumin glucuronide may be regarded as antimicrobial agent.

کلیدواژه‌ها

  • Allocati N, Masulli M,  AlexeyevF, Di Ilio C, (2013) "Escherichia coli in Europe: an overview" International Journal of Environmental Research and Public Health, 10(12), 6235-54.
  • Asadzadeh A, Fassihi A, Yaghmaei P, Pourfarzam M, (2015) "In silico approach for designing potent inhibitors against tyrosinase" Biosciences Biotechnology Research Asia, 12(2), 181-187.
  • Badr Eldin H.O, Abdeen R, El Din S.M, (2018) "Synthesis, molecular docking and investigation of polyester and polyamide azo dyes (II) Application (dyeing and fastness properties)" Middle

 

  • East Journal of Applied Sciences, 8(4), 1393-1403.
  • Bush N.G, Evans-Roberts K, Maxwell A, (2015) "DNA Topoisomerases. EcoSal Plus" 6(2).
  • Eakin A.E, Green O, Hales N, Walkup G.K, Bist S, Singh A, Mullen G, Bryant J, Embrey K, Gao N, Breeze A, Timms D, Andrews B., Uria-Nickelsen M, Demeritt J, Loch J.T.3rd., Hull K, Blodgett A, Illingworth R.N, Prince B, Boriack-Sjodin P.A, Hauck S, MacPherson L.., Ni H., Sherer B, (2021) "Pyrrolamide DNA gyrase inhibitors: fragment-based nuclear magnetic resonance screening to identify antibacterial agents" Antimicrobial Agents and Chemotherapy, 56(3), 1240-6.
  • Fan X, Zhang C, Liu B.D, Yan J, Liang H.P, (2013) "The clinical applications of curcumin: current state and the future” Current Pharmaceutical Design, 19(11), 2011-31.
  • Gullapelli K, Brahmeshwari G, Ravichander M, Kusuma U, (2017) "Synthesis, antibacterial and molecular docking studies of new benzimidazole derivatives" Egyptian Journal of Basic and Applied Sciences, 4, 303–309.
  • GuptaC., Patchva S.,  Aggarwal B.B, (2013) "Therapeutic roles of curcumin: lessons learned from clinical trials" American Association of Pharmaceutical Scientists, 15(1), 195-218.
  • Ismail M.A, Al-Shihry S, Arafa R.K, El-Ayaan U, (2013) "Synthesis, antimicrobial activity and molecular modeling study of substituted 5-aryl-pyrimido[5,4c] quinoline-2,4-diones" Journal of Enzyme Inhibition and Medicinal Chemistry, 28(3), 530-538.
  • Jang J, HurG, Sadowsky M.J, Byappanahalli  M.N, Yan T, Ishii S, (2017) "Environmental Escherichia coli: ecology and public health implications-a review" Journal of Applied Microbiology, 123(3), 570-581.
  • Khidre R.E, Radini I.A.M, (2021). "Design, synthesis and docking studies of novel thiazole derivatives incorporating pyridine moiety and assessment as antimicrobial agents" Scientific Reports, 11, 7846.
  • Korrapati S.B, Ch, V.R.R, Yedla P, Pillai G.G, Mohammad F, Kamal K, Bhamidipati P, Amanchy R., Syed R, (2021) "In-silico driven design and development of spirobenzimidazo-quinazolines as potential DNA gyrase inhibitors" Biomedicine & Pharmacotherapy, 134, 111132.
  • Kotha R.R, Luthria D.L, (2019). "Curcumin: biological, pharmaceutical, nutraceutical, and analytical aspects" Molecules, 24(16), 2930.
  • Kumar N, TittalK, Yadav P, Lal K, (2019) "Synthesis, molecular docking and DFT studies on biologically active 1,4-Disubstituted-1,2,3-Triazoles-Semicarbazone hybrid molecules" New Journal of Chemistry, 43(21).
  • Mbese M, Khwaza V, Aderibigbe B.A, (2019) "Curcumin and its derivatives as potential therapeutic agents in prostate, colon and breast cancers" Molecules, 24(23), 4386.
  • Mbese M, Khwaza V, Aderibigbe B.A, (2019) "Curcumin and its derivatives as potential therapeutic agents in prostate, colon and breast cancers" Molecules, 24(23):4386.
  • Morris G.M, Lim-Wilby M, (2008) "Molecular docking" Methods in Molecular Biology, 443, 365-82.
  • PhatakS, Sathe B.P, Dhumal S.T, Rehman N.N.M.A, Dixit P.P, Khedkar V.M., Haval K.P, (2019) "Synthesis, antimicrobial evaluation, and docking studies of substituted acetylphenoxymethyl triazolyl N phenylacetamides" Journal of Heterocyclic Chemistry, 56(7), 1928-1938.
  • Reece R.J., Maxwell A, (1991) "DNA gyrase structure and function" Critical Reviews in Biochemistry and Molecular Biology, 26(3-4), 335-75.
  • Rezaee Nasab R, Hassanzadeh F, Khodarahmi G, Rostami M, Mirzaei M, Jahanian-Najafabadi A, Mansourian M, (2017) "Docking study , synthesis and antimicrobial evaluation of some novel 4anilinoquinazoline Derivatives" Research in Pharmaceutical Sciences, 12(5), 425–433.
  • Unlu A, Nayir E, Kalenderoglu M.D, Kirca O, Ozdogan M, (2016) "Curcumin (Turmeric) and cancer" official journal of the Balkan Union of Oncology, 21(5), 1050-1060.
  • Vélez – Cruz R, Osheroff, N, (2004) "DNA topoisomerases: Type II"Encyclopedia of Biological Chemistry, 806-811.
  • Vollono L,   Falconi M,  Gaziano R, Iacovelli F, Dika E,  Terracciano C, Bianchi,   Campione, E, (2019) "Potential of curcumin in skin disorders" Nutrients, 11(9), 2169.
  • Wassenaar T.M, (2018) " coli and colorectal cancer: a complex relationship that deserves a critical mindset" Critical Reviews in Microbiology, 44(5), 619-632.