Biological Activity and Molecular Docking Study of Some Bicyclic Structures: Antidiabetic and Anticholinergic Potentials

References

• Compain, P., and O.R. Martin. 2007. “Iminosugars: Past, Present and Future.” (Wiley Online Library), 1–6.
   Google Scholar
• G. W. Fleet, A. Karpas, R. A. Dwek, L. E. Fellows, A. Tyms, S. Petursson, S. K. Namgoong, N. G. Ramsden, P. W. Smith, and J. C. Son, “Inhibition of HIV Replication by Amino‐Sugar Derivatives,” FEBS Letters 237, no. 1-2 (1988): 128–32.
   PubMed Web of Science ®Google Scholar
• W. M. Kati, D. Montgomery, C. Maring, V. S. Stoll, V. Giranda, X. Chen, W. G. Laver, W. Kohlbrenner, and D. W. Norbeck, “Novel alpha- and beta-amino acid inhibitors of influenza virus neuraminidase ,” Antimicrobial Agents and Chemotherapy 45, no. 9 (2001): 2563–70.
   PubMed Web of Science ®Google Scholar
• J. A. Maddry, N. Bansal, L. E. Bermudez, R. N. Comber, I. M. Orme, W. J. Suling, L. N. Wilson, and R. C. Reynolds, “Homologated Aza Analogs of Arabinose as Antimycobacterial Agents,” Bioorganic & Medicinal Chemistry Letters 8, no. 3 (1998): 237–42.
   PubMed Web of Science ®Google Scholar
• K. Clinch, G. B. Evans, G. W. J. Fleet, R. H. Furneaux, S. W. Johnson, D. H. Lenz, S. P. H. Mee, P. R. Rands, V. L. Schramm, E. A. Taylor Ringia, et al. “Syntheses and Bio-Activities of the L-Enantiomers of Two Potent Transition State Analogue Inhibitors of Purine Nucleoside Phosphorylases,” Organic & Biomolecular Chemistry 4, no. 6 (2006): 1131–9.
   PubMed Web of Science ®Google Scholar
• R. H. Furneaux, V. L. Schramm, and P. C. Tyler, “Transition State Analogue Inhibitors of Protozoan Nucleoside Hydrolases,” Bioorganic & Medicinal Chemistry 7, no. 11 (1999): 2599–606.
   PubMed Web of Science ®Google Scholar
• H. Moriyama, T. Tsukida, Y. Inoue, K. Yokota, K. Yoshino, H. Kondo, N. Miura, and S.-I. Nishimura, “Azasugar-Based MMP/ADAM Inhibitors as Antipsoriatic Agents,” Journal of Medicinal Chemistry 47, no. 8 (2004): 1930–8.
   PubMed Web of Science ®Google Scholar
• I. Gautier-Lefebvre, J.-B. Behr, G. Guillerm, and M. Muzard, “Iminosugars as Glycosyltransferase Inhibitors: synthesis of Polyhydroxypyrrolidines and Their Evaluation on Chitin Synthase Activity,” European Journal of Medicinal Chemistry 40, no. 12 (2005): 1255–61.
   PubMed Web of Science ®Google Scholar
• L. Fellows, M. Phillips, T. Alphey, W. McGavin, I. Geoghegan, M. Simmonds, W. Robertson, A. Watson, A. Birch, and E. Porter, “DMDP-a Plant-Derived Sugar Analogue with Systemic Activity against Plant Parasitic Nematodes,” Nematologica 39, no. 1-4 (1993): 521–35.
   Google Scholar
• R. J. Nash, K. A. Fenton, A. M. Gatehouse, and E. A. Bell, “Effects of the Plant Alkaloid Castanospermine as an Antimetabolite of Storage Pests,” Entomologia Experimentalis et Applicata 42, no. 1 (1986): 71–7.
   Web of Science ®Google Scholar
• H. Fiaux, F. Popowycz, S. Favre, C. Schütz, P. Vogel, S. Gerber-Lemaire, and L. Juillerat-Jeanneret, “Functionalized Pyrrolidines Inhibit alpha-mannosidase activity and growth of human glioblastoma and melanoma cells ,” Journal of Medicinal Chemistry 48, no. 13 (2005): 4237–46.
   PubMed Web of Science ®Google Scholar
• L. J. Scott, and C. M. Spencer, “ Miglitol: a review of its therapeutic potential in type 2 diabetes mellitus,” Drugs 59, no. 3 (2000): 521–49.
   PubMed Web of Science ®Google Scholar
• P. Compain, and O. R. Martin, “Design, Synthesis and Biological Evaluation of Iminosugar-Based Glycosyltransferase Inhibitors,” Current Topics in Medicinal Chemistry 3, no. 5 (2003): 541–60.
   PubMed Web of Science ®Google Scholar
• M. Bols, R. G. Hazell, and I. B. Thomsen, “1‐Azafagomine: A Hydroxyhexahydropyridazine That Potently Inhibits Enzymatic Glycoside Cleavage,” Chemistry - A European Journal 3, no. 6 (1997): 940–7.
   Web of Science ®Google Scholar
• B. A. Horenstein, R. F. Zabinski, and V. L. Schramm, “A New Class of C-Nucleoside Analogues. 1-(S)-Aryl-1, 4-Dideoxy-1, 4-imino-D-Ribitols, Transition State Analogue Inhibitors of Nucleoside Hydrolase,” Tetrahedron Letters 34, no. 45 (1993): 7213–6.
   Web of Science ®Google Scholar
• R. E. Lee, M. D. Smith, L. Pickering, and G. W. Fleet, “An Approach to Combinatorial Library Generation of Galactofuranose Mimics as Potential Inhibitors of Mycobacterial Cell Wall Biosynthesis: Synthesis of a Peptidomimetic of Uridine 5′-Diphosphogalactofuranose (UDP-Galf),” Tetrahedron Letters 40, no. 49 (1999): 8689–92.
   Web of Science ®Google Scholar
• X. Chen, Y. Fan, Y. Zheng, and Y. Shen, “Properties and Production of Valienamine and Its Related Analogues,” Chemical Reviews 103, no. 5 (2003): 1955–78.
   PubMed Web of Science ®Google Scholar
• S. B. Moyers, “Medications as Adjunct Therapy for Weight Loss: approved and off-Label Agents in Use,” Journal of the American Dietetic Association 105, no. 6 (2005): 948–59.
   PubMedGoogle Scholar
• F. M. Platt, M. Jeyakumar, U. Andersson, D. A. Priestman, R. A. Dwek, T. D. Butters, T. M. Cox, R. H. Lachmann, C. Hollak, J. M. Aerts, et al. “Inhibition of Substrate Synthesis as a Strategy for Glycolipid Lysosomal Storage Disease Therapy,” Journal of Inherited Metabolic Disease 24, no. 2 (2001): 275–90.
   PubMed Web of Science ®Google Scholar
• A. C. Schmidt, “Antiviral Therapy for influenza : a clinical and economic comparative review,” Drugs 64, no. 18 (2004): 2031–46.
   PubMed Web of Science ®Google Scholar
• M. von Itzstein, W. Y. Wu, G. B. Kok, M. S. Pegg, J. C. Dyason, B. Jin, T. Van Phan, M. L. Smythe, H. F. White, and S. W. Oliver, “Rational Design of Potent Sialidase-Based Inhibitors of Influenza Virus Replication,” Nature 363, no. 6428 (1993): 418–23.
   PubMed Web of Science ®Google Scholar
• C. U. Kim, W. Lew, M. A. Williams, H. Wu, L. Zhang, X. Chen, P. A. Escarpe, D. B. Mendel, W. G. Laver, and R. C. Stevens, “Structure-Activity Relationship Studies of Novel Carbocyclic Influenza Neuraminidase Inhibitors,” Journal of Medicinal Chemistry 41, no. 14 (1998): 2451–60.
   PubMed Web of Science ®Google Scholar
• B. Tüzün, and E. Saripinar, “Molecular Docking and 4D-QSAR Model of Methanone Derivatives by Electron Conformational-Genetic Algorithm Method,” Journal of the Iranian Chemical Society 17, no. 5 (2020): 985–1000.
   Web of Science ®Google Scholar
• P. Taslimi, Y. Erden, S. Mamedov, L. Zeynalova, N. Ladokhina, R. Tas, B. Tuzun, A. Sujayev, N. Sadeghian S. H. Alwasel, and I. Gülçin, “The Biological Activities, Molecular Docking Studies, and Anticancer Effects of 1-Arylsuphonylpyrazole Derivatives,” Journal of Biomolecular Structure and Dynam 39, no. 9 (2021): 3336–3346.
   PubMed Web of Science ®Google Scholar
• İ. Gulçin, P. Taslimi, A. Aygün, N. Sadeghian, E. Bastem, O. I. Kufrevioglu, F. Turkan, and F. Şen, “Antidiabetic and Antiparasitic Potentials: Inhibition Effects of Some Natural Antioxidant Compounds on α-glycosidase, α-amylase and human glutathione S-transferase enzymes ,” International Journal of Biological Macromolecules 119, (2018): 741–6.
   PubMed Web of Science ®Google Scholar
• F. Türkan, M. N. Atalar, A. Aras, İ. Gülçin, and E. Bursal, “ICP-MS and HPLC Analyses, Enzyme Inhibition and Antioxidant Potential of Achillea Schischkinii Sosn,” Bioorganic Chemistry 94, no. 103333 (2020): 103333.
   PubMedGoogle Scholar
• G. Mamedova, A. Mahmudova, S. Mamedov, Y. Erden, P. Taslimi, B. Tüzün, R. Tas, V. Farzaliyev, A. Sujayev, S. H. Alwasel, et al. “Novel Tribenzylaminobenzolsulphonylimine Based on Their Pyrazine and Pyridazines: Synthesis, Characterization, Antidiabetic, Anticancer, Anticholinergic, and Molecular Docking Studies,” Bioorganic Chemistry 93, no. 103313 (2019): 103313.
   PubMedGoogle Scholar
• G. Gondolova, P. Taslimi, A. Medjidov, V. Farzaliyev, A. Sujayev, M. Huseynova, O. Şahin, B. Yalçın, F. Turkan, and İ. Gulçin, “Synthesis, Crystal Structure and Biological Evaluation of Spectroscopic Characterization of Ni (II) and Co (II) Complexes with N‐Salicyloil‐N′‐Maleoil‐Hydrazine as Anticholinergic and Antidiabetic Agents,” Journal of Biochemical and Molecular Toxicology 32, no. 9 (2018): e22197.
   PubMed Web of Science ®Google Scholar
• E. Bursal, A. Aras, Ö. Kılıç, P. Taslimi, A. C. Gören, and İ. Gülçin, “Phytochemical Content, Antioxidant Activity, and Enzyme Inhibition Effect of Salvia Eriophora Boiss. & Kotschy against Acetylcholinesterase, α-amylase, butyrylcholinesterase, and α-glycosidase enzymes,” Journal of Food Biochemistry 43, no. 3 (2019): e12776.
   PubMed Web of Science ®Google Scholar
• Turkan, F. “Investigation of inhibition effects of some natural phenolic compounds on Glutathione S-transferase (GST), Acetylcholinesterase (AChE), Butyrylcholinesterase (BChE),?-amylase, and?-glycosidase: Antidiabetic, anticholinergics, antiparasitic study.” Journal-Chemical Society of Pakistan, 41, (2019): 714-721.
   Google Scholar
• P. Taslimi, K. Turhan, F. Türkan, H. S. Karaman, Z. Turgut, and I. Gulcin, “Cholinesterases, α-Glycosidase, and Carbonic Anhydrase Inhibition Properties of 1H-Pyrazolo [1, 2-b] Phthalazine-5, 10-Dione Derivatives: Synthetic Analogues for the Treatment of Alzheimer's Disease and Diabetes Mellitus,” Bioorganic Chemistry 97, (2020): 103647.
   PubMed Web of Science ®Google Scholar
• S. Burmaoglu, A. O. Yilmaz, M. F. Polat, R. Kaya, İ. Gulcin, and O. Algul, “Synthesis and Biological Evaluation of Novel Tris-Chalcones as Potent Carbonic Anhydrase, Acetylcholinesterase, Butyrylcholinesterase and α-Glycosidase Inhibitors,” Bioorganic Chemistry 85, (2019): 191–7.
   PubMed Web of Science ®Google Scholar
• P. Taslimi, C. Caglayan, V. Farzaliyev, O. Nabiyev, A. Sujayev, F. Turkan, R. Kaya, and İ. Gulçin, “Synthesis and Discovery of Potent Carbonic Anhydrase, Acetylcholinesterase, Butyrylcholinesterase, and α‐Glycosidase Enzymes Inhibitors: The Novel N, N′‐Bis‐Cyanomethylamine and Alkoxymethylamine Derivatives,” Journal of Biochemical and Molecular Toxicology 32, no. 4 (2018): e22042.
   PubMed Web of Science ®Google Scholar
• F. Turkan, Z. Huyut, P. Taslimi, and I. Gulcin, “The Effects of Some Antibiotics from Cephalosporin Groups on the Acetylcholinesterase and Butyrylcholinesterase Enzymes Activities in Different Tissues of Rats,” Archives of Physiology and Biochemistry 125, no. 1 (2019): 12–8.
   PubMed Web of Science ®Google Scholar
• P. Taslimi, A. Sujayev, F. Turkan, E. Garibov, Z. Huyut, V. Farzaliyev, S. Mamedova, and İ. Gulçin, “Synthesis and Investigation of the Conversion Reactions of Pyrimidine‐Thiones with Nucleophilic Reagent and Evaluation of Their Acetylcholinesterase, Carbonic Anhydrase Inhibition, and Antioxidant Activities,” Journal of Biochemical and Molecular Toxicology 32, no. 2 (2018): e22019.
   Web of Science ®Google Scholar
• F. Türkan, “Investigation of the Toxicological and Inhibitory Effects of Some Benzimidazole Agents on Acetylcholinesterase and Butyrylcholinesterase Enzymes,” Archives of Physiology and Biochemistry 127, no. 2 (2021): 97–101.
   PubMed Web of Science ®Google Scholar
• Release, S. 2016. 2: Maestro, Schrödinger, LLC, New York, NY, 2017. Received: February 21:2018.
   Google Scholar
• G. M. Sastry, M. Adzhigirey, T. Day, R. Annabhimoju, and W. Sherman, “Protein and Ligand Preparation: parameters, Protocols, and Influence on Virtual Screening Enrichments,” Journal of Computer-Aided Molecular Design 27, no. 3 (2013): 221–34.
   PubMed Web of Science ®Google Scholar
• Release, S. 2017. 2: LigPrep, Schrödinger, LLC, New York, NY, 2017. New York, NY.
   Google Scholar
• Q. Du, Y. Qian, X. Yao, and W. Xue, “Elucidating the Tight-Binding Mechanism of Two Oral Anticoagulants to Factor Xa by Using Induced-Fit Docking and Molecular Dynamics Simulation,” Journal of Biomolecular Structure & Dynamics 38, no. 2 (2020): 625–33.
   PubMed Web of Science ®Google Scholar
• R. Mendes, V. C. Duarte, A. G. Fortes, and M. J. Alves, “Synthesis and Evaluation of α-, β-Glucosidase Inhibition of 1-N-Carboxamide-1-Azafagomines and 5-Epi-1-Azafagomines,” Carbohydrate Research 395, (2014): 52–7.
   PubMed Web of Science ®Google Scholar
• G. Cook, L. Burton, and B. Hoogenboom, “Pre-Participation Screening: The Use of Fundamental Movements as an Assessment of Function-Part 1,” North American Journal of Sports Physical Therapy : NAJSPT 1, no. 2 (2006): 62–72.
   PubMedGoogle Scholar
• A. Uysal, O. Y. Ozer, G. Zengin, A. Stefanucci, A. Mollica, C. M. N. Picot-Allain, and M. F. Mahomoodally, “Multifunctional Approaches to Provide Potential Pharmacophores for the Pharmacy Shelf: Heracleum Sphondylium L. subsp. ternatum (Velen.) Brummitt,” Computational Biology and Chemistry 78, (2019): 64–73.
   PubMed Web of Science ®Google Scholar
• Z. Özdemir, S. Sari, A. Karakurt, and S. Dalkara, “Synthesis, Anticonvulsant Screening, and Molecular Modeling Studies of New Arylalkylimidazole Oxime Ether Derivatives,” Drug Development Research 80, no. 2 (2019): 269–80.
   PubMed Web of Science ®Google Scholar
• Y. Dundar, O. Kuyrukcu, G. Eren, F. S. S. Deniz, T. Onkol, and I. E. Orhan, “Novel Pyridazinone Derivatives as Butyrylcholinesterase Inhibitors,” Bioorganic Chemistry 92, (2019): 103304.
   PubMed Web of Science ®Google Scholar
• K. Sayin, and D. Karakaş, “Quantum Chemical Investigation of Levofloxacin-Boron Complexes: A Computational Approach,” Journal of Molecular Structure 1158, (2018): 57–65.
   Web of Science ®Google Scholar
• R. Jayarajan, R. Satheeshkumar, T. Kottha, S. Subbaramanian, K. Sayin, and G. Vasuki, “Water Mediated Synthesis of 6-Amino-5-Cyano-2-oxo-N-(Pyridin-2-yl)-4-(p-Tolyl)-2H-[1, 2′-Bipyridine]-3-Carboxamide and 6-Amino-5-Cyano-4-(4-Fluorophenyl)-2-oxo-N-(Pyridin-2-yl)-2H-[1, 2′-Bipyridine]-3-Carboxamide–an Experimental and Computational Studies with Non-Linear Optical (NLO) and Molecular Docking Analyses,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 229, (2020): 117861.
   PubMed Web of Science ®Google Scholar
• A. Üngördü, and K. Sayin, “Quantum Chemical Calculations on Sparfloxacin and Boron Complexes,” Chemical Physics Letters 733, (2019): 136677.
   Web of Science ®Google Scholar
• B. N. Sağlık, B. K. Çavuşoğlu, D. Osmaniye, S. Levent, U. A. Çevik, S. Ilgın, Y. Özkay, Z. A. Kaplancıklı, and Y. Öztürk, “In Vitro and in Silico Evaluation of New Thiazole Compounds as Monoamine Oxidase Inhibitors,” Bioorganic Chemistry 85, (2019): 97–108.
   PubMed Web of Science ®Google Scholar
• B. N. Sağlık, U. A. Çevik, D. Osmaniye, S. Levent, B. Kaya Çavuşoğlu, Y. Demir, S. Ilgın, Y. Özkay, A. S. Koparal, Ş. Beydemir, et al. “Synthesis, Molecular Docking Analysis and Carbonic Anhydrase I-II Inhibitory Evaluation of New Sulfonamide Derivatives,” Bioorganic Chemistry 91, no. 103153 (2019): 103153.
   PubMedGoogle Scholar
• M. F. Acar, S. Sari, and S. Dalkara, “Synthesis, in Vivo Anticonvulsant Testing, and Molecular Modeling Studies of New Nafimidone Derivatives,” Drug Development Research 80, no. 5 (2019): 606–16.
   PubMed Web of Science ®Google Scholar
• C. A. Lipinski, F. Lombardo, B. W. Dominy, and P. J. Feeney, “Experimental and Computational Approaches to Estimate Solubility and Permeability in Drug Discovery and Development Settings,” Advanced Drug Delivery Reviews 23, no. 1-3 (1997): 3–25.
   Web of Science ®Google Scholar
• W. L. Jorgensen, and E. M. Duffy, “Prediction of Drug Solubility from Structure,” Advanced Drug Delivery Reviews 54, no. 3 (2002): 355–66.
   PubMed Web of Science ®Google Scholar