Design, Synthesis and Bioactivity Investigation of Novel 2,3-Diarylthiazolidine-4-Ones as Potent α-Glucosidase Inhibitors

References

• Wang Guangcheng, Ming Chen, Jie Qiu, Zhenzhen Xie, and Anbai Cao, “Synthesis, In Vitro α-Glucosidase Inhibitory Activity and Docking Studies of Novel Chromone-Isatin Derivatives,” Bioorganic & Medicinal Chemistry Letters 28, no. 2 (2018): 113–6.
   PubMed Web of Science ®Google Scholar
• Ali Farman, Khalid Mohammed Khan, Uzma Salar, Muhammad Taha, Nor Hadiani Ismail, Abdul Wadood, Muhammad Riaz, and Shahnaz Perveen, “Hydrazinyl Arylthiazole Based Pyridine Scaffolds: Synthesis, Structural Characterization, In Vitro α-Glucosidase Inhibitory Activity, and In Silico Studies,” European Journal of Medicinal Chemistry 138 (2017): 255–72.
   PubMed Web of Science ®Google Scholar
• Kasturi Siva Prasad, Sujatha Surarapu, Srinivas Uppalanchi, Shubham Dwivedi, Perumal Yogeeswari, Dilep Kumar Sigalapalli, Nagendra Babu Bathini, Krishna S. Ethiraj, and Jaya Shree Anireddy, “Synthesis, Molecular Modeling and Evaluation of α-Glucosidase Inhibition Activity of 3,4-Dihydroxy Piperidines,” European Journal of Medicinal Chemistry 150 (2018): 39–52.
   PubMed Web of Science ®Google Scholar
• Cai Chao-Yun, Li Rao, Yong Rao, Jin-Xuan Guo, Zhi-Zun Xiao, Jing-Yu Cao, Zhi-Shu Huang, and Bo Wang, “Analogues of Xanthones-Chalcones and bis-Chalcones as α-Glucosidase Inhibitors and Anti-Diabetes Candidates,” European Journal of Medicinal Chemistry 130 (2017): 51–9.
   PubMed Web of Science ®Google Scholar
• Hua Sun, Weina Ding, Xiaotong Song, Dong Wang, Mingzhu Chen, Kaili Wang, Yazhou Zhang, Peng Yuan, Ying Ma, Runling Wang, et al. “Synthesis of 6-Hydroxyaurone Analogues and Evaluation of Their α-Glucosidase Inhibitory and Glucose Consumption-Promoting Activity: Development of Highly Active 5,6-Disubstituted Derivatives,” Bioorganic & Medicinal Chemistry Letters 27, no. 15 (2017): 3226–30.
   PubMed Web of Science ®Google Scholar
• Ding Sen-Miao, Tian Lan, Gao-Jie Ye, Jia-Jun Huang, You Hu, Yi-Ran Zhu, and Bo Wang, “Novel Oxazolxanthone Derivatives as a New Type of α-Glucosidase Inhibitor: Synthesis, Activities, Inhibitory Modes and Synergetic Effect,” Bioorganic & Medicinal Chemistry 26, no. 12 (2018): 3370–8.
   PubMed Web of Science ®Google Scholar
• Kaminskyy Danylo, Dmytro Khyluk, Olexandr Vasylenko, and Roman Lesyk, “An Efficient Method for the Transformation of 5-Ylidenerhodanines into 2, 3, 5-Trisubstituted-4-Thiazolidinones,” Tetrahedron Letters 53, no. 5 (2012): 557–9.
   Web of Science ®Google Scholar
• Murugesan Vanangamudi, Nandini Makwana, Rahul Suryawanshi, Reshu Saxena, Rajkamal Tripathi, Ramesh Paranjape, Smita Kulkarni, and Seturam B. Katti, “Rational Design and Synthesis of Novel Thiazolidin-4-Ones as Non-Nucleoside HIV-1 Reverse Transcriptase Inhibitors,” Bioorganic & Medicinal Chemistry 22, no. 12 (2014): 3159–70.
   PubMed Web of Science ®Google Scholar
• Nitsche Christoph, Verena N. Schreier, Mira A. M. Behnam, Anil Kumar, Ralf Bartenschlager, and Christian D. Klein, “Thiazolidinone-Peptide Hybrids as Dengue Virus Protease Inhibitors with Antiviral Activity in Cell Culture,” Journal of Medicinal Chemistry 56, no. 21 (2013): 8389–403.
   PubMed Web of Science ®Google Scholar
• Ravichandran Veerasamy, Abhishek Jain, Krishnan S. Kumar, Harish Rajak, and Ram K. Agrawal, “Design, Synthesis, and Evaluation of Thiazolidinone Derivatives as Antimicrobial and Anti-Viral Agents,” Chemical Biology & Drug Design 78, no. 3 (2011): 464–70.
   PubMed Web of Science ®Google Scholar
• Shafii Negah, Mehdi Khoobi, Mohsen Amini, Amirhossein Sakhteman, Hamid Nadri, Alireza Moradi, Saeed Emami, Ebrahim Saeedian Moghadam, Alireza Foroumadi, and Abbas Shafiee, “Synthesis and Biological Evaluation of 5-Benzylidenerhodanine-3-Acetic Acid Derivatives as AChE and 15-LOX Inhibitors,” Journal of Enzyme Inhibition and Medicinal Chemistry 30, no. 3 (2015): 389–95.
   PubMed Web of Science ®Google Scholar
• S. S. Jangam, and S. B. Wankhede, “Synthesis, Molecular Docking, and Biological Evaluation of the New Hybrids of 4-Thiazolidinone and 4 (3 H)-Quinazolinone against Streptozotocin Induced Diabetic Rats,” Russian Journal of General Chemistry 89, no. 5 (2019): 1029–41.
   Web of Science ®Google Scholar
• R. A. Abdellatif Khaled, Wael A. A. Fadaly, Gehan M. Kamel, Yaseen A. M. M. Elshaier, and Mohammed A. El-Magd, “Design, Synthesis, Modeling Studies and Biological Evaluation of Thiazolidine Derivatives Containing Pyrazole Core as Potential anti-Diabetic PPAR-γ Agonists and anti-Inflammatory COX-2 Selective Inhibitors,” Bioorganic Chemistry 82 (2019): 86–99.
   PubMed Web of Science ®Google Scholar
• Raza Saman, Swayam P. Srivastava, Daya S. Srivastava, Arvind K. Srivastava, W. Haq, and S. B. Katti, “Thiazolidin-4-One and Thiazinan-4-One Derivatives Analogous to Rosiglitazone as Potential Antihyperglycemic and Antidyslipidemic Agents,” European Journal of Medicinal Chemistry 63 (2013): 611–20.
   PubMed Web of Science ®Google Scholar
• Ahmed Abeed, Mohamed Youssef, and Rehab Hegazy, “Synthesis, anti-Diabetic and Renoprotective Activity of Some New Benzazole, Thiazolidin-4-One and Azetidin-2-One Derivatives,” Journal of the Brazilian Chemical Society 28, no. 11 (2017): 2054–63.
   Web of Science ®Google Scholar
• Wang Guangcheng, Jing Wang, Dianxiong He, Xin Li, Juan Li, and Zhiyun Peng, “Synthesis and Biological Evaluation of Novel 1,2,4-Triazine Derivatives Bearing Carbazole Moiety as Potent α-Glucosidase Inhibitors,” Bioorganic & Medicinal Chemistry Letters 26, no. 12 (2016): 2806–9.
   PubMed Web of Science ®Google Scholar
• Wang Guangcheng, Zhiyun Peng, Jing Wang, Juan Li, and Xin Li, “Synthesis and Biological Evaluation of Novel 2,4,5-Triarylimidazole-1,2,3-Triazole Derivatives via Click Chemistry as α-Glucosidase Inhibitors,” Bioorganic & Medicinal Chemistry Letters 26, no. 23 (2016): 5719–23. no.
   PubMed Web of Science ®Google Scholar
• Wang Guangcheng, Xin Li, Jing Wang, Zhenzhen Xie, Luyao Li, Ming Chen, Shan Chen, and Yaping Peng, “Synthesis, Molecular Docking and α-Glucosidase Inhibition of 2-((5,6-Diphenyl-1,2,4-Triazin-3-yl)thio)-N-Arylacetamides,” Bioorganic & Medicinal Chemistry Letters 27, no. 5 (2017): 1115–8.
   PubMed Web of Science ®Google Scholar
• Wang Guangcheng, Zhiyun Peng, Jing Wang, Xin Li, and Juan Li, “Synthesis, In Vitro Evaluation and Molecular Docking Studies of Novel Triazine-Triazole Derivatives as Potential α-Glucosidase Inhibitors,” European Journal of Medicinal Chemistry 125 (2017): 423–9.
   PubMed Web of Science ®Google Scholar
• Saeedian Moghadam Ebrahim, Mohammad Ali Faramarzi, Somayeh Imanparast, and Mohsen Amini, “Enzyme Inhibition, Kinetic, and Molecular Docking Studies of α-Glucosidase,” Current Enzyme Inhibition 16, no. 2 (2020): 155–61.
   Google Scholar
• Tafesse Tadesse Bekele, Ebrahim Saeedian Moghadam, Mohammed Hussen Bule, Mohammad Ali Faramarzi, Mohammad Abdollahi, and Mohsen Amini, “Study on the Interaction of 1,5-Diaryl Pyrrole Derivatives with α-Glucosidase; Synthesis, Molecular Docking, and Kinetic Study,” Medicinal Chemistry (Shariqah (United Arab Emirates)) 17, no. 5 (2021): 545–9.
   PubMed Web of Science ®Google Scholar
• Tafesse Tadesse Bekele, Ebrahim Saeedian Moghadam, Mohammed Hussen Bule, Neda Abadian, Mohammad Abdollahi, Mohammad Ali Faramarzi, and Mohsen Amini, “Synthesis and Biological Evaluation of 2-(2-Methyl-1H-Pyrrol-3-yl)-2-oxo-N-(Pyridine-3-yl) Acetamide Derivatives: In Vitro α-Glucosidase Inhibition, and Kinetic and Molecular Docking Study,” Chemical Papers 74, no. 5 (2020): 1583–14.
   Web of Science ®Google Scholar
• Marina Sala, Adele Chimento, Carmela Saturnino, Isabel M. Gomez-Monterrey, Simona Musella, Alessia Bertamino, Ciro Milite, Maria Stefania Sinicropi, Anna Caruso, Rosa Sirianni, et al. “Synthesis and Cytotoxic Activity Evaluation of 2,3-Thiazolidin-4-One Derivatives on Human Breast Cancer Cell Lines,” Bioorganic & Medicinal Chemistry Letters 23, no. 17 (2013): 4990–5.
   PubMed Web of Science ®Google Scholar
• Srivastava Tumul, W. Haq, and S. B. Katti, “Carbodiimide Mediated Synthesis of 4-Thiazolidinones by One-Pot Three-Component Condensation,” Tetrahedron 58, no. 38 (2002): 7619–24.
   Web of Science ®Google Scholar
• Azgomi Naghmeh, and Masoud Mokhtary, “Nano-Fe3O4@ SiO2 Supported Ionic Liquid as an Efficient Catalyst for the Synthesis of 1, 3-Thiazolidin-4-Ones under Solvent-Free Conditions,” Journal of Molecular Catalysis A: Chemical 398 (2015): 58–64.
   Google Scholar
• Dnyaneshwar D. Subhedar, Mubarak H. Shaikh, Manisha A. Arkile, Amar. Yeware, Dhiman. Sarkar, and Bapurao B. Shingate, “Facile Synthesis of 1,3-Thiazolidin-4-Ones as Antitubercular Agents,” Bioorganic & Medicinal Chemistry Letters 26, no. 7 (2016): 1704–8.
   PubMed Web of Science ®Google Scholar
• Javad Safaei-Ghomi, Maryam Navvab, and Hossein Shahbazi-Alavi, “CoFe2O4@ SiO2/PrNH2 Nanoparticles as Highly Efficient and Magnetically Recoverable Catalyst for the Synthesis of 1, 3-Thiazolidin-4-Ones,” Journal of Sulfur Chemistry 37, no. 6 (2016): 601–12.
   Web of Science ®Google Scholar
• Nikookar Hamideh, Maryam Mohammadi-Khanaposhtani, Somaye Imanparast, Mohammad Ali Faramarzi, Parviz Rashidi Ranjbar, Mohammad Mahdavi, and Bagher Larijani, “Design, Synthesis and In Vitro α-Glucosidase Inhibition of Novel Dihydropyrano[3,2-c]quinoline Derivatives as Potential Anti-diabetic Agents,” Bioorganic Chemistry 77 (2018): 280–6.
   PubMed Web of Science ®Google Scholar
• Rouzbehan Sahere, Soheila Moein, Ahmad Homaei, and Mahmood Reza Moein, “Kinetics of α-Glucosidase Inhibition by Different Fractions of Three Species of Labiatae Extracts: A New Diabetes Treatment Model,” Pharmaceutical Biology 55, no. 1 (2017): 1483–8.
   PubMed Web of Science ®Google Scholar
• Santanu Hati, Sanjay M. Madurkar, Chandramohan Bathula, Chiranjeevi Thulluri, Rahul Agarwal, Faiza Amber Siddiqui, Poonam Dangi, Uma Adepally, Ashutosh Singh, Shailja Singh, et al. “Design, Synthesis and Biological Evaluation of Small Molecules as Potent Glucosidase Inhibitors,” European Journal of Medicinal Chemistry 100 (2015): 188–96.
   PubMed Web of Science ®Google Scholar
• Saravani Farhad, Ebrahim Saeedian Moghadam, Hafezeh Salehabadi, Seyednasser Ostad, Morteza Pirali Hamedani, Massoud Amanlou, Mohammad Ali Faramarzi, and Mohsen. Amini, “Synthesis, anti-Proliferative Evaluation, and Molecular Docking Studies of 3-(Alkylthio)-5, 6-Diaryl-1, 2, 4-Triazines as Tubulin Polymerization Inhibitors,” Letters in Drug Design & Discovery 16, no. 11 (2019): 1194–201.
   Web of Science ®Google Scholar
• Saeedian Moghadam. Ebrahim, Farhad. Saravani, Seyednasser. Ostad, Shohreh. Tavajohi, Morteza Pirali. Hamedani, and Mohsen Amini, “Design, Synthesis and Cytotoxicity Evaluation of Indibulin Analogs,” Heterocyclic Communications 24, no. 4 (2018): 211–7.
   Web of Science ®Google Scholar
• Louis J. Farrugia, “WinGX Suite for Small-Molecule Single-Crystal Crystallography,” Journal of Applied Crystallography 32, no. 4 (1999): 837–8.
   Google Scholar