Green Synthesis, Molecular Docking, In Silico ADME and Biological Evaluation of Methoxy Substituted 1,5-Benzodiazepines as Potential Antioxidant, Anti-Inflammatory, and Antidiabetic Agents

References

• M. Rashid, R. Mishraa, A. Husaina, and B. Ahmad, “Synthesis of Some Novel C3 Substituted New Diazo-[1,4]-benzodiazepine-2-one Derivatives as Potent Anticonvulsants,” Chemical Sciences Journal 1, (2010): 1–9.
   Google Scholar
• P. Aastha, K. Navneet, A. Anshu, S. Pratima, and K. Dharma, “1,5-Benzodiazepines: Overview of Properties and Synthetic Aspects,” Research Journal Chemical Sciences 3, (2013): 90–103.
   Google Scholar
• N. Eleftheriadis, C. G. Neochoritis, C. A. Tsoleridis, J. Stephanidou-Stephanatou, and Z. Iakovidou-Kritsi, “One-Pot Microwave Assisted Synthesis of New 2-Alkoxycarbonylmethylene-4-Oxo-1,5-Benzo-,naphtha-andpyridodiazepines and Assessment of Their Cytogenic Activity,” European Journal of Medicinal Chemistry. 67, (2013): 302–9.
   PubMed Web of Science ®Google Scholar
• P. Salve and D. Mali, “1,5-Benzodiazepine: A Versatilepharmacophore,” International Journal of Pharma and Bio Sciences 42, (2013): 345–70.
   Google Scholar
• J. B. Bariwal, K. D. Upadhyay, A. T. Manvar, J. C. Trivedi, J. S. Singh, K. S. Jain, and A. K. Shah, “1,5-Benzothiazepine, a Versatile Pharmacophore: A Review,” European Journal of Medicinal Chemistry 43, no. 11 (2008): 2279–90.
   PubMed Web of Science ®Google Scholar
• Y. Chen, V. Le, X. Xu, X. Shao, J. Liu, and Z. Li, “Discovery of Novel 1,5-Benzodiazepine-2,4-dione Derivatives as Potential Anticancer Agents,” Bioorganic & Medicinal Chemistry Letters 24, no. 16 (2014): 3948–51.
   PubMed Web of Science ®Google Scholar
• S. S. Ilango, P. U. Remya, and S. Ponnuswamy, “Synthesis and Antimicrobial Activity of Novel 1, 5-Benzodiazepines,” Cheminform 44, no. 19 (2013): 136–40.
   Google Scholar
• N. Km, V. P C. Vaidya, D. A. Parthima-Mathias, and H. M. K. Shivakumar, “Synthesis of Novel 2, 5-Dihydro-1H-1,5-Benzodiazepinesencompassing Naphtha [2, 1-B] Furan and Evaluation of Their Pharmacological Activities,” Journal of Pharmaceutical, Chemical and Biological Sciences 3, (2013): 281–7.
   Google Scholar
• C. S. Karthik, H. M. Manukumar, A. P. Ananda, S. Nagashree, K. P. Rakesh, L. Mallesha, H.-L. Qin, S. Umesha, P. Mallu, and N. B. Krishnamurthy, “Synthesis of Novel Benzodioxane Midst Piperazine Moiety Decorated Chitosan Silver Nanoprticles against Biohazard Pathogens and as Potential Anti-Inflammatory Agent,” International Journal of Biological Macromolecules 108, (2018): 489–502.
   PubMed Web of Science ®Google Scholar
• Ying Jiang, K. P. Rakesh, Njud S. Alharbi, H. K. Vivek, H. M. Manukumar, Y. H. E. Mohammed, and Hua-Li Qin, “Radical Scavenging and Anti-Inflammatory Activities of (Hetero)arylethenesulfonyl Fluorides: Synthesis and Structure-Activity Relationship (SAR) and QSAR Studies,” Bioorganic Chemistry 89, (2019): 103015.
   PubMed Web of Science ®Google Scholar
• C. Zhao, K. P. Rakesh, L. Ravidar, W.-Y. Fang, and H.-L. Qin, “QH. Pharmaceutical and Medicinal Significance of Sulfur (SVI)-Containing Motifs for Drug Discovery: A Critical Review,” European Journal of Medicinal Chemistry 162, (2019): 679–734.
   PubMed Web of Science ®Google Scholar
• C. Li, M. B. Sridhara, K. P. Rakesh, H. K. Vivek, H. M. Manukumar, C. S. Shantharam, and H.-L. Qin, “Multi-Targeted Dihydrazones as Potent Biotherapeutics,” Bioorganic Chemistry 81, (2018): 389–95.
   PubMed Web of Science ®Google Scholar
• C. S. Karthik, H. M. Manukumar, S. Sandeep, B. L. Sudarshan, S. Nagashree, L. Mallesha, K. P. Rakesh, K. R. Sanjay, P. Mallu, and H.-L. Qin, “Development of Piperazine-1-Carbothioamide Chitosan Silver Nanoparticles as a Promising Anti-Inflammatory Candidate: A Molecular Docking Validation,” MedChemCommun 9, (2018): 713–24.
   PubMed Web of Science ®Google Scholar
• H. M. Revankar, S. N. A. Bukhari, G. B. Kumar, and H.-L. Qin, “Cumarins Scaffolds as COX Inhibitors,” Bioorganic Chemistry 71, (2017): 146–59.
   PubMed Web of Science ®Google Scholar
• R. K. Singla, A. Kumar, and S. Khan, “Evaluation of Antimicrobial Activity of 3-(4-1H-Indol-3-yl)-(2,3-dihydro-1H-benzo[b]diazepin-2-yl)-2H-chromen-2-one,” Indo-Global Journal of Pharmaceutical Sciences 1, (2011): 127–33.
   Google Scholar
• M. A. Amin, M. M. Youssef, and S. H. A.-H. Abdel-Hafez, “Microwave-Assisted Synthesis of Benzodiazepine Derivatives: As Non-Nucleoside Anti HIV Analogue,” Journal of Chemica Acta 1, (2012): 35–9.
   Google Scholar
• G. Chinnasamy, K. Subramani, and V. Srinivasan, “Green Synthesis, Characterization and Anxiolytic, Sedative and Hypnoticactivity of Pyrimidine Based Diazepine Derivatives,” Biomedical Research 28, (2017): 525–31.
   Google Scholar
• S. Hans and J. A. L. Herbert, “Syntheses of Heterocyclic Compounds. Part XXIX. Substituted 2,3-Dihydro-1H-1,5-benzodiazepines,” Journal of the Chemical Society, Perkin Transactions 1 (1974): 2657–61.
   Google Scholar
• B. Willy, and T. Dallos, “Three-Componenet Synthesis of Cryfluorescent-2,4-Disubtituted 3H-1,5-Benzodiazepines-Conformational Control of Emission Properties,” European Journal of Organic Chemistry 28, (2008): 4796–805.
   Google Scholar
• A. Solan, B. Nişanci, M. Belcher, J. Young, C. Schäfer, K. A. Wheeler, B. Török, and R. Dembinski, “Catalyst-Free Chemo/Regio/Stereo-Selective Amination of Alk-3-Ynones. Synthesis of 1,5-Benzodiazepines and 3-Amino-2-Alkenones,” Green Chemistry. 16, no. 3 (2014): 1120–4.
   Web of Science ®Google Scholar
• S. Chandrasekhar, C. H. Narsihmulu, S. S. Sultana, and N. R. Reddy, “Poly(ethylene glycol) (PEG) as a Reusable Solvent Medium for Organic Synthesis. Application in the Heck Reaction,” Organic Letters 4, no. 25 (2002): 4399–405.
   PubMed Web of Science ®Google Scholar
• B. S. Dawane, S. G. Konda, and R. G. Bodade, “An Efficient One Pot Synthesis of Some New 2,4-Diaryl Pyrido [3,2-c]coumarins as Potent Antimicrobial Agents,” Journal of Heterocyclic Chemistry 47, (2010): 237–41.
   Web of Science ®Google Scholar
• B. S. Dawane, B. M. Shaikh, N. T. Khandare, V. T. Kamble, S. S. Chobe, and S. G. Konda, “Eco-Friendly Polyethylene Glycol-400: A Rapid and Efficient Recyclable Reaction Medium for the Synthesis of Thiazole Derivatives,” Green Chemistry Letters and Reviews 3, no. 3 (2010): 205–8.
   Web of Science ®Google Scholar
• B. S. Dawane, S. G. Konda, G. G. Mandawad, and B. M. Shaikh, “Poly (ethylene glycol)(PEG-400) as an Alternative Reaction Solvent for the Synthesis of Some New 1-(4-(4′-Chlorophenyl)-2-thiazolyl)-3-aryl-5-(2-butyl-4-chloro-1H-imidazol-5yl)-2-pyrazolines and Their in Vitro Antimicrobial Evaluation,” European Journal of Medicinal Chemistry 45, no. 1 (2010): 387–92.
   PubMed Web of Science ®Google Scholar
• R. Ballini, G. Bosica, M. Ricciutelli, R. Maggi, G. Sartori, R. Sartorio, and P. Righi, “Clay-Catalysed Solventless Synthesis of Trans-Chalcones,” Green Chemistry 3, no. 4 (2001): 178–80.
   Web of Science ®Google Scholar
• S. Chandrasekhar, C. H. Narsihmulu, S. S. Sultana, and N. R. Reddy, “Poly(ethylene glycol) (PEG) as a Reusable Solvent Medium for Organic Synthesis. Application in the Heck Reaction,” Organic Letters 4, no. 25 (2002): 4399–401.
   PubMed Web of Science ®Google Scholar
• D. J. Heldebrant and P. G. Jessop, “Liquid Poly(ethylene glycol) and Supercritical Carbon Dioxide: A Benign Biphasic Solvent System for Use and Recycling of Homogeneous Catalysts,” Journal of the American Chemical Society 125, no. 19 (2003): 5600–1.
   PubMed Web of Science ®Google Scholar
• P. Parveen, V. A. Ptil, M. A. Baseet, and S. K. Ahmed, “Mechanostic Synthesis of 1,5-Benzodiazepines Using Molecular Iodine,” International Journal Industrial Chemistry 2, (2011): 144–53.
   Google Scholar
• N. B. Peerzade, S. Jadhav, and R. Gawali, R. Bhosale“One Pot Synthesis of Substituted Benzodiazepine Using Molecular Iodine,” DAV International Journal of Science 6, (2017): 1–4.
   Google Scholar
• Y. Mizushima and M. Kobayashi, “Ineraction of Anti-Inflammatory Drug with Serum Proteins, Especially with Some Biologically Active Proteins,” Journal of Pharmacy and Pharmacology 20, no. 3 (1968): 169–73.
   PubMed Web of Science ®Google Scholar
• E. L. Opie, “On the Relation of Necrosis and Inflammation to Denaturation of Proteins,” The Journal of Experimental Medicine 115, (1962): 597–608.
   PubMed Web of Science ®Google Scholar
• P. Dey, P. Chatterjee, and S. Chandra, “Comparative In Vitro Evaluation of anti-Inflammatory Effects of Aerial Parts and Roots from Mikania Scandens,” Journal of Advanced Pharmacy Education and Research 1, (2011): 271–7.
   Google Scholar
• S. Y. Jadhav, N. A. Peerzade, M. G. Hublikar, B. D. Varpe, A. A. Kulkarni, and R. B. Bhosale, “Synthesis and Pharmacological Screening of Difluorophenyl Pyrazole Chalcone Conjugates as Antifungal, Anti-Inflammatory, and Antioxidant Agents,” Russian Journal of Bioorganic Chemistry 46, no. 6 (2020): 1128–35.
   Web of Science ®Google Scholar
• S. Y. Jadhav, N. A. Peerzade, R. G. Gawali, R. B. Bhosale, A. A. Kulkarni, and B. D. Varpe, “Green Synthesis and Biological Screening of Some Fluorinated Pyrazole Chalcones in Search of Potent Anti-Inflammatory and Analgesic Agents,” Egyptian Pharmaceutical Journal 19, no. 2 (2020): 172–81.
   Web of Science ®Google Scholar
• A. Kumar, B. G. Varadaraj, and R. K. Singla, “Synthesis and Evaluation of Antioxidant Activity of Novel 3, 5-Disubstituted-2-Pyrazolines,” Bulletin of Faculty of Pharmacy, Cairo University 51, no. 2 (2013): 167–73.
   Google Scholar
• P. Bernfeld, Amylases: Alpha and Beta Methods in Enzymology (United States of America: Academic Press, 1955).
   Google Scholar
• O. Trott and A. J. Olson, “AutoDockVina: Improving the Speed and Accuracy of Docking with a New Scoring Function, Efficient Optimization, and Multithreading,” Journal of Computational Chemistry 31, (2009): 455–61.
   Web of Science ®Google Scholar
• N. A. Peerzade, S. Y. Jadhav, R. B. Bhosale, A. A. Kulkarni, and B. D. Varpe, “Synthesis, Docking, In Silico ADMET and Pharmacological Evaluation of Some N-Acetyl Pyrazole and Quinoline Conjugates,” Letters in Drug Design & Discovery 17, no. 8 (2020): 1015–26.
   Web of Science ®Google Scholar
• B. D. Varpe, S. B. Jadhav, B. C. Chatale, A. S. Mali, S. Y. Jadhav, and A. A. Kulkarni, “3D-QSAR and Pharmacophore Modeling of 3,5-Disubstituted Indole Derivatives as Pim Kinase Inhibitors,” Structural Chemistry 31, no. 5 (2020): 1675–90.
   Web of Science ®Google Scholar