Chemical Review and Letters

Recent Advances in Bioactive 1,5-Benzothiazepine-based Compounds: Highlights from 2012 to 2022

Document Type : Review Article

Authors

Shahad Mohammed Dhiaa 1
Saad khudhur Mohammed 2
Hala Bahir 3
Ali Hatam Hameed 4
Evan Abdulkareem Mahmood 5
Fahimeh Abedinifar 6
Elham Babazadeh Rezaei 6

1 Department of Pharmacy, Al-Noor University College, Nineveh, Iraq

2 College of Dentistry, National University of Science and Technology, Dhi Qar, Iraq

3 Medical Technical College, Al-Farahidi University, Iraq

4 Department of Pharmacy, Al-Zahrawi University College, Karbala, Iraq

5 Medical Laboratory Sciences Department, College of Health Sciences, University of Human Development, Sulaymaniyah, Iraq

6 School of Chemistry, College of Science, University of Tehran, Tehran, Iran

https://doi.org/10.22034/crl.2023.427609.1262
Abstract
1,5-benzothiazepine has proven to be one of the most attractive and useful synthetic building blocks for clinical drugs such as diltiazem, quetiapine, thiazesim, and clentiazem. Benothiazepin generally is produced from the reaction of 2-aminothiophenols on α, and β-unsaturated carbonyl compounds. Nowadays, the replacement of toxic catalysts with green reactions especially solvent-free approaches, and microwave irradiation in place of conventional heating have been developed. The new green reaction in the synthesis of 1,5- benzothiazepine The heterocycles containing this moiety widely exist in various drugs with broad spectra of biological activities, mainly central nervous system, antimicrobial, antitumor, and enzyme inhibitors.

The current minireview envisioned highlighting some recent and remarkable examples of This minireview mainly focuses on the green synthesis of 1,5-benzothiazepine diverse pharmacological properties associated with 1,5-benzothiazepine structure and covers the most relevant and recent references from 2012 to 2022.

Keywords

1
5-benzothiazepine
biological activities
enzyme inhibitors
antitumor
antimicrobial
central nervous system

Subjects

  1.  
  2. Nagao, T.; Sato, M.; Iwasawa, Y.; Takada, T.; Ishida, R.; Nakajima, H.; Kiyomoto, A. Studies on A New 1, 5-Benzothiazepine Derivative (CRD-401) III. Effects of Optical Isomers of CRD-401 on Smooth Muscle and Other Pharmacological Properties. J. Pharmacol. 1972, 22 (4), 467–478. https://doi.org/10.1254/jjp.22.467.
  3. Hopenwasser, J.; Mozayani, A.; Danielson, T. J.; Harbin, J.; Narula, H. S.; Posey, D. H.; Shrode, P. W.; Wilson, S. K.; Li, R.; Sanchez, L. A. Postmortem Distribution of the Novel Antipsychotic Drug Quetiapine. Anal. Toxicol. 2004, 28 (4), 264–268. https://doi.org/10.1093/jat/28.4.264.
  4. De Sarro, G.; Chimirri, A.; De Sarro, A.; Gitto, R.; Grasso, S.; Zappalà, M. 5H-[1,2,4]Oxadiazolo[5,4-d][1,5]Benzothiazepines as Anticonvulsant Agents in DBA/2 Mice. J. Med. Chem. 1995, 30 (12), 925–929. https://doi.org/10.1016/0223-5234(96)88311-5.
  5. Grandolini, G. Synthesis of Some New 1,4-Benzothiazine and 1,5-Benzothiazepine Tricyclic Derivatives with Structural Analogy with TIBO and Their Screening for Anti-HIV Activity. J. Med. Chem. 1999, 34 (9), 701–709. https://doi.org/10.1016/S0223-5234(99)00223-8.
  6. Itoh, K.; Kori, M.; Inada, Y.; Nishikawa, K.; Kawamatsu, Y.; Sughiara, H. Synthesis and Angiotensin Converting Enzyme-Inhibitory Activity of 1,5-Benzothiazepine and 1,5-Benzoxazepine Derivatives. III. Pharm. Bull. 1986, 34 (9), 3747–3761. https://doi.org/10.1248/cpb.34.3747.
  7. Wang, L.; Zhang, P.; Zhang, X.; Zhang, Y.; Li, Y.; Wang, Y. Synthesis and Biological Evaluation of a Novel Series of 1,5-Benzothiazepine Derivatives as Potential Antimicrobial Agents. J. Med. Chem. 2009, 44 (7), 2815–2821. https://doi.org/10.1016/j.ejmech.2008.12.021.
  8. Saha, D.; Jain, G.; Sharma, A. Benzothiazepines: Chemistry of a Privileged Scaffold. RSC Adv. 2015, 5 (86), 70619–70639. https://doi.org/10.1039/c5ra12422k.
  9. Devi, V.; Singh, G.; Monga, V. Recent Advances in the Synthetic Chemistry of 1,5-Benzothiazepines: A Minireview. Heterocycl. Chem. 2020, 57 (9), 3255–3270. https://doi.org/10.1002/jhet.4062.
  10. Charde, M. .; Shinde, M. .; Welankiwar, A. .; Jitendra, K. A Review: Synthesis and Pharmacological Profile of [1, 5]-Benzothiazepine. Org. Chem. 2020, 5 (4), 104–114. https://doi.org/10.7439/ijpc.
  11. Kaur, R.; Singh, K.; Singh, R. 1,5-Benzothiazepine: Bioactivity and Targets. Biol. Lett. 2016, 3 (1), 18–31.
  12. Kotalwar, S. S.; Kale, A. D.; Kohire, R. B.; Jagrut, V. B. Microwave Assisted Synthesis of 1,5-Benzothiazepines Using Greener Reaction Medium. Asian J. Chem. 2019, 31 (5), 993–996. https://doi.org/10.14233/ajchem.2019.21716.
  13. Yadav, N.; Yadav, V. B.; Ansari, M. D.; Sagir, H.; Verma, A.; Siddiqui, I. R. Catalyst-Free Synthesis of 2,3-Dihydro-1,5-Benzothiazepines in a Renewable and Biodegradable Reaction Medium. New J. Chem. 2019, 43 (18), 7011–7014. https://doi.org/10.1039/c8nj05611k.
  14. Raval, J. P.; Naik, B. N.; Desai, K. R. A Convenient, Rapid Microwave-Assisted Synthesis of 2-Substituted Phenyl-2,3-Dihydrobenzo[B][1,4]Thiazepine-3-Carboxamide Derivatives and Its Antimicrobial Activity. Sulfur. Silicon Relat. Elem. 2012, 187 (2), 255–267. https://doi.org/10.1080/10426507.2011.597800.
  15. Haroun, M.; Chobe, S. S.; Alavala, R. R.; Mathure, S. M.; Jamullamudi, R. N.; Nerkar, C. K.; Gugulothu, V. K.; Tratrat, C.; Islam, M. M.; Venugopala, K. N.; Habeebuddin, M.; Telsang, M.; Sreeharsha, N.; Anwer, M. K. 1,5-Benzothiazepine Derivatives: Green Synthesis, In Silico and In Vitro Evaluation as Anticancer Agents. Molecules 2022, 27 (12), 3757. https://doi.org/10.3390/molecules27123757.
  16. Devkate, C. G.; Kola, S. S.; Gaikwad, D. D.; Siddique, M. I. M. Ultrasound Promoted One Pot Synthesis of 1,5-Benzothiazepines Using Polyethylene Glycol (Peg-400). Res. J. Pharm. 2018, 9 (11), 182–185. https://doi.org/10.7897/2230-8407.0911280.
  17. Farghaly, T. A.; Hassaneen, H. M. E. H-Ferrierite Zeolite: As an Effective and Reusable Heterogeneous Catalyst for Synthesis of 1,5-Benzothiazepine under Solvent Free Condition and 1,3-Dipolar Cycloaddition in Water. J. Chem. 2017, 10, S3255–S3262. https://doi.org/10.1016/j.arabjc.2013.12.024.
  18. Albanese, D. C. M.; Gaggero, N.; Fei, M. A Practical Synthesis of 2,3-Dihydro-1,5-Benzothiazepines. Green Chem. 2017, 19 (23), 5703–5707. https://doi.org/10.1039/c7gc02097j.
  19. Sharifi, A.; Hosseini, F.; Ghonouei, N.; Abaee, M. S.; Mirzaei, M.; Mesbah, A. W.; Harms, K. Reactions of 2-Aminothiphenols with Chalcones in an Ionic Liquid Medium: A Chemoselective Catalyst-Free Synthesis of 1,5-Benzothiazepines. Sulfur Chem. 2015, 36 (3), 257–269. https://doi.org/10.1080/17415993.2015.1014483.
  20. Sakirolla, R.; Tadiparthi, K.; Yaeghoobi, M.; Rahman, N. A. Di-Cationic Ionic Liquid Catalyzed Synthesis of 1,5-Benzothiazepines. Asian J. Chem. 2018, 30 (1), 107–115. https://doi.org/10.14233/ajchem.2018.20920.
  21. Wang, B.; Wang, L. R.; Liu, L. L.; Wang, W.; Man, R. J.; Zheng, D. J.; Deng, Y. S.; Yang, Y. S.; Xu, C.; Zhu, H. L. A Novel Series of Benzothiazepine Derivatives as Tubulin Polymerization Inhibitors with Anti-Tumor Potency. Chem. 2021, 108 (January), 104585. https://doi.org/10.1016/j.bioorg.2020.104585.
  22. Frimayanti, N.; Yaeghoobi, M.; Ikhtiarudin, I.; Rizki, D.; Putri, W. Insight on the In Silico Study and Biological Activity Assay of Chalcone-Based 1, 5-Benzothiazepines as Potential Inhibitor for Breast Cancer MCF7. C MU J. Nat. Sci. 2021, 20 (1), 1–11.
  23. Ameta, K. L.; Rathore, N.; Kumar, B. Synthesis and in Vitro Anti Breast Cancer Activity of Some Novel 1,5-Benzothiazepine Derivatives. Serbian Chem. Soc. 2012, 77 (6), 725–731. https://doi.org/10.2298/JSC110715219A.
  24. Bhabal, S.; Shaikh, S.; Yellapurkar, I.; Pavale, G.; Ramana, M. Synthesis of Novel Fluorinated 1,5-Benzothiazepine Derivatives and Their Biological Evaluation as Anticancer and Antibacterial Agent. Serbian Chem. Soc. 2022, 87 (10), 1109–1116. https://doi.org/10.2298/JSC210428041B.
  25. M.M.Prasada Rao; Rajendra Prasad Yejella; Rehman S.A; ch.Rajeswari;; Syed Hussain Basha. Novel Series of 1, 5 Benzothiazepine Skeleton Based Compounds as Anti-Cancer Agents – In Silico and MTT Assay Based Study. J. PeerScientist 2018, 1 (2), 1–10. https://doi.org/10.5281/zenodo.3372436.
  26. Borra, P. K.; Chandra, P.; Suryadevara, V.; Sachan, N. Novel 1 , 5 - Benzothiazepines : Synthesis , Characterization , and Cytotoxity Studies. J. Mol. Clin. Med. 2022, 09 (07), 5532–5546.
  27. Gudisela, M. R.; Srinivasu, N.; Mulakayala, C.; Bommu, P.; Rao, M. V. B.; Mulakayala, N. Design, Synthesis and Anticancer Activity of N-(1-(4-(Dibenzo[b,f][1,4]Thiazepin-11-Yl)Piperazin-1-Yl)-1-Oxo-3-Phenylpropan-2-Yl Derivatives. Med. Chem. Lett. 2017, 27 (17), 4140–4145. https://doi.org/10.1016/j.bmcl.2017.07.029.
  28. Yenupuri Subhash; Hariharan, A. V. L. N. S.; Bugata, B. K.; Nori, D. L. S. Microwave Assisted Synthesis and Biological Evaluation of a Series of 1,5-Benzothiazepines as Potential Cytotoxic and Antimicrobial Agents. J. Chem. 2012, 3 (4), 455–460. https://doi.org/10.5155/eurjchem.3.3.359.
  29. Deepu, C. V.; Raghavendra, G. M.; Rekha, N. D.; Mantelingu, K.; Rangappa, K. S.; Bhadregowda, D. G. Synthesis and Biological Evaluation of Novel 1,5-Benzothiazepin-4(5H)-Ones as Potent Antiangiogenic and Antioxidant Agents. Chem. Lett. 2015, 4 (4), 133–144. https://doi.org/10.5267/j.ccl.2015.7.001.
  30. Alvarez, J.; Alvarez-Illera, P.; García-Casas, P.; Fonteriz, R. I.; Montero, M. The Role of Ca2+ Signaling in Aging and Neurodegeneration: Insights from Caenorhabditis Elegans Models. Cells 2020, 9 (1), 204. https://doi.org/10.3390/cells9010204.
  31. Khachaturian, Z. S. Calcium Hypothesis of Alzheimer’s Disease and Brain Aging: A Framework for Integrating New Evidence into a Comprehensive Theory of Pathogenesis. Alzheimer’s Dement. 2017, 13 (2), 178. https://doi.org/10.1016/j.jalz.2016.12.006.
  32. Strehler, E. E.; Thayer, S. A. Evidence for a Role of Plasma Membrane Calcium Pumps in Neurodegenerative Disease: Recent Developments. Lett. 2018, 663, 39–47. https://doi.org/10.1016/j.neulet.2017.08.035.
  33. García-Casas, P.; Arias-del-Val, J.; Alvarez-Illera, P.; Wojnicz, A.; de los Ríos, C.; Fonteriz, R. I.; Montero, M.; Alvarez, J. The Neuroprotector Benzothiazepine CGP37157 Extends Lifespan in C. Elegans Worms. Aging Neurosci. 2019, 10 (JAN), 1–9. https://doi.org/10.3389/fnagi.2018.00440.
  34. Ruiz, A.; Alberdi, E.; Matute, C. CGP37157, an Inhibitor of the Mitochondrial Na+/Ca2+ Exchanger, Protects Neurons from Excitotoxicity by Blocking Voltage-Gated Ca2+ Channels. Cell Death Dis. 2014, 5 (4), e1156–e1156. https://doi.org/10.1038/cddis.2014.134.
  35. Chiesi, M.; Schwaller, R.; Eichenberger, K. Structural Dependency of The Inhibitory Action Of Benzodiazepines And Related Compounds On The Mitochondrial Na + -Ca2 + Exchanger. Bochemical Pharmacol. 1988, 37 (22), 4399–4403.
  36. Viejo, L.; Rubio-Alarcón, M.; Arribas, R. L.; Moreno-Castro, M.; Pérez-Marín, R.; Braun-Cornejo, M.; Estrada-Valencia, M.; De Los Ríos, C. Synthesis and Biological Assessment of 4,1-Benzothiazepines with Neuroprotective Activity on the Ca2+ Overload for the Treatment of Neurodegenerative Diseases and Stroke. Molecules 2021, 26 (15), 1–22. https://doi.org/10.3390/molecules26154473.
  37. González-Lafuente, L.; Egea, J.; León, R.; Martínez-Sanz, F. J.; Monjas, L.; Perez, C.; Merino, C.; García-De Diego, A. M.; Rodríguez-Franco, M. I.; García, A. G.; Villarroya, M.; López, M. G.; de Los Ríos, C. Benzothiazepine CGP37157 and Its Isosteric 2’-Methyl Analogue Provide Neuroprotection and Block Cell Calcium Entry. ACS Chem. Neurosci. 2012, 3 (7), 519–529. https://doi.org/10.1021/cn300009e.
  38. Chaudhri, V. K.; Pathak, D.; Hussain, Z. Synthesis, Preliminary Anticonvulsant and Toxicity Screening of Substituted {1-[4-Methyl-2-Substitutedphenyl-2,5-Dihydro-1,5- Benzothiazepin-3-Yl]-Ethylidene}-Hydrazine. Appl. Pharm. Sci. 2021, 11 (10), 16–23. https://doi.org/10.7324/JAPS.2021.1101003.
  39. Parjane, S. K.; Kunkulol, R.; Nandal, D. Synthesis of Some Novel 1, 5-Benzothiazepine Derivatives Biological Screening For Anticonvulsant Activity. J. PharmTech Res. 2020, 8 (3), 34–42. https://doi.org/10.46624/ajphr.2020.v8.i3.004.
  40. Malik, R. K. Synthesis of Novel 1 , 5 ­ Benzothiazepines As Cns Agents. Acta Cienc. Indica 2017, XLIII (2), 235–240.
  41. Nikalje, A. P. G.; Ghodke, M. S.; Khan, F. A. K.; Sangshetti, J. N. Microwave Assisted Facile Synthesis and Biological Evaluation of Novel 2-Indolyl -1, 5-Benzothiazepines. Open Pharm. Sci. J. 2016, 3 (1), 117–130. https://doi.org/10.2174/1874844901603010117.
  42. Afzal B. Shaik; Prasad, Y. R. Y. R. Synthesis and Antimicrobial Evaluation of Novel 1,5-Benzothiazepine Derivatives. Int. Acad. Phys. Sci. 2021, 25 (1), 165–191.
  43. Em, I. J. A. I.; Gaikwad, S. V; Bhake, D. B.; Bhandarkar, D. E. Synthesis , Antimicrobial and Antifungal Study of 2,4-Substituted-1,5-Substitutedbenzothiazepine. J. Appl. or Innov. Eng. Manag. 2014, 3 (1), 478–481.
  44. Kendre, B. V.; Landge, M. G.; Bhusare, S. R. Synthesis and Biological Evaluation of Some Novel Pyrazole, Isoxazole, Benzoxazepine, Benzothiazepine and Benzodiazepine Derivatives Bearing an Aryl Sulfonate Moiety as Antimicrobial and Anti-Inflammatory Agents. J. Chem. 2019, 12 (8), 2091–2097. https://doi.org/10.1016/j.arabjc.2015.01.007.
  45. Shyam; Lokeshwari, D. M.; Ajay Kumar, K.; Jayadevappa, H. P. Synthesis and Antifungal Potency of Novel 4-Aryl-2-(2,4-Dichlorophenyl)-1,4-Benzothiazepine Derivatives. J. ChemTech Res. 2017, 10 (13), 9–13.
  46. Kendre MM; Baseer MA. Synthesis and Antimicrobial Evaluation of Some Novel 2, 3-Dihydro-1, 5-Benzothiazepine Derivatives. Int J Pharm Sci Res 2021, 12 (2), 1014–1019. https://doi.org/10.13040/IJPSR.0975-8232.12(2).1014-19.
  47. Deshmukh, R. N.; Dengle, R. V; Rashinkar, G. Synthesis and Antibacterial Evaluation of Bis[1,5]Benzothiazepines. Chem. Pharm. Res. 2016, 8 (1), 250–253.
  48. Raghavendra, K. R.; Ajay Kumar, K.; Shashikanth, S. Synthesis of Novel 1, 4-Benzothiazepines and in Vitro Screening of Their Antimicrobial Activity. J. Pharm. Pharm. Sci. 2014, 6 (5), 90–93.
  49. Ceylan, M.; Kocyigit, U. M.; Usta, N. C.; Gürbüzlü, B.; Temel, Y.; Alwasel, S. H.; Gülçin, İ. Synthesis, Carbonic Anhydrase I and II Isoenzymes Inhibition Properties, and Antibacterial Activities of Novel Tetralone-Based 1,4-Benzothiazepine Derivatives. Biochem. Mol. Toxicol. 2017, 31 (4), e21872. https://doi.org/10.1002/jbt.21872.
  50. Mor, S.; Pahal, P.; Narasimhan, B. Synthesis, Characterization, Biological Evaluation and QSAR Studies of 11-p-Substituted Phenyl-12-Phenyl-11a,12-Dihydro-11H-Indeno[2,1-c][1,5]Benzothiazepines as Potential Antimicrobial Agents. J. Med. Chem. 2012, 57, 196–210. https://doi.org/10.1016/j.ejmech.2012.09.003.
  51. Navin, P.; Sarvil, P.; Amit, P.; Divyesh, P.; Dhansukh, R.; Moo-Puc, R.; Rivera, G. Synthesis and Biological Evaluation of Newer 1,3,4-Oxadiazoles Incorporated with Benzothiazepine and Benzodiazepine Moieties. Zeitschrift für Naturforsch. C 2017, 72 (3–4), 133–146. https://doi.org/10.1515/znc-2016-0129.
  52. Gaikwad, S.; Suryawanshi, V. S.; Lohar, K. Synthesis and Antimicrobial Study of Novel 2, 3-Diydro-4-(Naphtho [2, 1-b] Furan-2yl)-2-Substitued [1, 5] Benzothiazepines. Chem. Biol. Phys. Sci. 2013, 33 (22), 936–940.
  53. ONG, K. T.; LIU, Z.-Q.; TAY, M. G. Review on the Synthesis of Pyrazine and Its Derivatives. Borneo J. Resour. Sci. Technol. 2017, 7 (2), 60–75. https://doi.org/10.33736/bjrst.591.2017.
  54. Dolezal, M.; Zitko, J. Pyrazine Derivatives: A Patent Review (June 2012 – Present). Expert Opin. Ther. Pat. 2015, 25 (1), 33–47. https://doi.org/10.1517/13543776.2014.982533.
  55. Shaik, A. B.; Bhandare, R. R.; Nissankararao, S.; Lokesh, B. V. S.; Shahanaaz, S.; Mukhlesur Rahman, M. Synthesis, and Biological Screening of Chloropyrazine Conjugated Benzothiazepine Derivatives as Potential Antimicrobial, Antitubercular and Cytotoxic Agents. J. Chem. 2021, 14 (2), 102915. https://doi.org/10.1016/j.arabjc.2020.102915.
  56. Kumara Prasad S.; ChethanS.H.; A.R., S. Design, Characterization and Antimicrobial Activity of Some Novel Substituted 1 , 5-Benzothiazepine Derivatives. WORLD J. Pharm. Res. 2022, 11 (4), 1760–1768. https://doi.org/10.20959/wjpr20224-23676.
  57. Tupare, S. D.; Bhadke, V. V.; Pawar, R. P. Novel Analogues of 1, 5-Benzothiazepine: Synthesis, Characterization and Antimicrobial Evaluation. J. Chem. Sci. 2014, 12 (3), 1001–1008.
  58. El-gaml, K. M. Synthesis and Antimicrobial Screening of New Chalcones and 1,5-Benzothiazepines Containing Quinoline Nucleus. J. Chem. 2014, 4 (2), 82–87. https://doi.org/10.5923/j.chemistry.20140402.03.
  59. Sharma, A.; Kishore, D.; Singh, B. An Expedient Method for the Synthesis of 1,2,4-Triazolo-Fused 1,5-Benzodiazepine, 1,5-Benzoxazepine, and 1,5-Benzothiazepine Scaffolds: A Novel Seven-Membered Ring System of Biological Interest. Heterocycl. Chem. 2018, 55 (3), 586–592. https://doi.org/10.1002/jhet.3060.
  60. Frimayanti, N.; Yaeghoobi, M.; Namavar, H.; Ikhtiarudin, I.; Afzali, M. In Silico Studies and Biological Evaluation of Chalcone-Based 1,5-Benzothiazepines as New Potential H1N1 Neuraminidase Inhibitors. Appl. Pharm. Sci. 2020, 10 (10), 86–94. https://doi.org/10.7324/JAPS.2020.1010010.
  61. Hu, Q.; Niu, Y.; Zhang, K.; Liu, Y.; Zhou, X. Virus-Derived Transgenes Expressing Hairpin RNA Give Immunity to Tobacco Mosaic Virus and Cucumber Mosaic Virus. J. 2011, 8 (1), 41. https://doi.org/10.1186/1743-422X-8-41.
  62. Li, T.; Zhang, J.; Pan, J.; Wu, Z.; Hu, D.; Song, B. Design, Synthesis, and Antiviral Activities of 1,5-Benzothiazepine Derivatives Containing Pyridine Moiety. J. Med. Chem. 2017, 125, 657–662. https://doi.org/10.1016/j.ejmech.2016.09.069.
  63. Khan, A. U.; Malik, N.; Alam, M.; Lee, D. U. Ultrasound-Assisted Synthesis of Benzothiazepines and Assessment of Their in Vitro Acetylcholinesterase Inhibition Activity. Green Chem. Lett. Rev. 2014, 7 (2), 158–166. https://doi.org/10.1080/17518253.2014.909889.
  64. Ansari, F. L.; Kalsoom, S.; Zaheer-Ul-Haq; Ali, Z.; Jabeen, F. In Silico Studies on 2,3-Dihydro-1,5-Benzothiazepines as Cholinesterase Inhibitors. Chem. Res. 2012, 21 (9), 2329–2339. https://doi.org/10.1007/s00044-011-9754-6.
  65. Mostofi, M.; Mohammadi Ziarani, G.; Lashgari, N. Design, Synthesis and Biological Evaluation of Benzofuran Appended Benzothiazepine Derivatives as Inhibitors of Butyrylcholinesterase and Antimicrobial Agents. Med. Chem. 2018, 26 (12), 3076–3095. https://doi.org/10.1016/j.bmc.2018.02.049.
  66. Frimayanti, N.; Aryani, F.; Rishanti, N.; Yaeghoobi, M. In Silico Analysis Towards Exploring Potential β Secretase 1 (BACE1) Inhibitors; The Cause of Alzhemier Disease. Phys. Conf. Ser. 2021, 2049 (1), 12011. https://doi.org/10.1088/1742-6596/2049/1/012011.
  67. Mehmood, R.; Mughal, E. U.; Elkaeed, E. B.; Obaid, R. J.; Nazir, Y.; Al-Ghulikah, H. A.; Naeem, N.; Al-Rooqi, M. M.; Ahmed, S. A.; Shah, S. W. A.; Sadiq, A. Synthesis of Novel 2,3-Dihydro-1,5-Benzothiazepines as α-Glucosidase Inhibitors: In Vitro , In Vivo , Kinetic, SAR, Molecular Docking, and QSAR Studies. ACS Omega 2022, 7 (34), 30215–30232. https://doi.org/10.1021/acsomega.2c03328.
  68. Baburajeev, C. P.; Mohan, C. D.; Pandey, V.; Rangappa, S.; Shivalingegowda, N.; Kalash, L.; Devaraja, S.; Bender, A.; Lobie, P. E.; Rangappa, K. S.; Basappa. Synthesis of C C, C N Coupled Novel Substituted Dibutyl Benzothiazepinone Derivatives and Evaluation of Their Thrombin Inhibitory Activity. Chem. 2019, 87 (March), 142–154. https://doi.org/10.1016/j.bioorg.2019.03.004.
  69. Mhaske, G. R.; Bajod, S. S.; Ambhore, D. M.; Shelke, S. N. Synthesis and Evaluation of Novel 1, 5-Benzothiazepine Derivatives as Anti-Inflammatory Agents. J. Innov. Res. Technol. Sci. Eng. 2014, 3 (6), 13208–13215.
  70. Balaji, P. N.; Kamsali, M.; Kamsali, A. Approach on Design, Synthesis and Evaluation of Pharmacophore Benzothiazepine Form Substituted Chalcones. Asian J. Pharm. Pharmacol. 2020, 6 (4), 261–267. https://doi.org/10.31024/ajpp.2020.6.4.7.
Chemical Review and Letters
Volume 6, Issue 3 - Serial Number 3
Autumn 2023
Pages 390-402

  • Receive Date 28 November 2023
  • Revise Date 15 December 2023
  • Accept Date 16 December 2023

Home

Guide for Authors

Submit Manuscript

Reviewers

Contact Us