Author(s):
Hitesh V Shahare, Shweta H. Shahare, Bhavesh B. Amrute, Yunus N. Ansari, Vijay S. Borkar, Sachin N. Kapse, Yogesh Patil
Email(s):
hvshahare@gmail.com
DOI:
10.52711/0974-360X.2024.00272
Address:
Hitesh V Shahare1*, Shweta H. Shahare2, Bhavesh B. Amrute1, Yunus N. Ansari1, Vijay S. Borkar3, Sachin N. Kapse4, Yogesh Patil4
1Dept. Ph. Chem., SNJBs Shriman Sureshdada Jain College of Pharmacy, Chandwad, Nashik, Maharashtra.
2KCTs, R. G. Sapkal Institute of Pharmacy, Nashik, Maharashtra.
3Dept. Ph., Chem. Rajarshi Shahu College of Pharmacy, Buldhana, Maharashtra.
4Dept. Ph., Chem. Matoshri College of Pharmacy, Eklahare, Nashik, Maharashtra.
*Corresponding Author
Published In:
Volume - 17,
Issue - 4,
Year - 2024
ABSTRACT:
Background: Cancer is the main cause of mortality worldwide, accounting for the majority of deaths. There is a therapeutic need for innovative, selective anti-tumor medicines that avoid most of the undesirable negative reactions linked to current chemotherapy regimens. The receptor for epidermal growth factor (EGFR) is a membrane glycoprotein, and mutations that cause EGFR overexpression or overactivity have been linked to a range of human malignancies. Objective: In light of this, benzothiazole compounds were developed and produced as EGFR inhibitors, which could possibly form a new class of successful cancer therapies. Experimental work: In this study, we synthesized novel [4-(1H-benzothiazol-2-yl) phenyl] amides derivatives. Furthermore, these produced compounds were subjected to molecular docking experiments to elaborate on interaction and chemistry in order to determine their affinity for the target. After confirming their molecular makeup, these compounds were tested for anticancer efficacy. Result and Discussion: Benzothiazole molecules were effectively synthesized, and their molecular structures were verified using protons NMR and IR spectra. The cytotoxic activity of these novel compounds was determined using the SRB technique. Conclusion: The present investigation involves the targeted chemotherapy to plausibly reverse, suppress or prevent cancer. Synthesized compounds revealed good cytotoxic effect and have shown more potential. So, in future, these effective molecules will be explored for increasing their affinity towards different targets, so they can be used against various cancers.
Cite this article:
Hitesh V Shahare, Shweta H. Shahare, Bhavesh B. Amrute, Yunus N. Ansari, Vijay S. Borkar, Sachin N. Kapse, Yogesh Patil. Synthesis, Characterization and Docking Studies of Novel Series of Benzothiazoles for Anticancer Activity. Research Journal of Pharmacy and Technology.2024; 17(4):1716-0. doi: 10.52711/0974-360X.2024.00272
Cite(Electronic):
Hitesh V Shahare, Shweta H. Shahare, Bhavesh B. Amrute, Yunus N. Ansari, Vijay S. Borkar, Sachin N. Kapse, Yogesh Patil. Synthesis, Characterization and Docking Studies of Novel Series of Benzothiazoles for Anticancer Activity. Research Journal of Pharmacy and Technology.2024; 17(4):1716-0. doi: 10.52711/0974-360X.2024.00272 Available on: https://rjptonline.org/AbstractView.aspx?PID=2024-17-4-46
REFERENCES:
1. Esther Z, Johannes B and Axel U. Receptor tyrosine kinases as targets for anticancer drugs. Trends in Molecular Medicine. 2002; 1(1): 17-23. doi: 10.1016/S1471-4914(01)02217-1
2. Shahare HV and Talele GS. EGFR: An important perspective in cancer therapy. RJLPBCS. 2019; 5(2): 134-149. doi: 10.26479/2019.0502.11.
3. Bradshaw TD, Chua MS and Orr S. Mechanisms of acquired resistance to2-(4-aminophenyl) Benzothiazole (CJM 126, NSC 34445). British Journal of Cancer. 2000; 83(2): 270–77. doi: 10.1054/bjoc.2000.1231.
4. Chunquan S and et al. Design and synthesis of antifungal benzoheterocyclic derivatives by scaffold hopping. European Journal of Medicinal Chemistry. 2011; 46(5): 1706-12.doi: https://doi.org/10.1016/j.ejmech.2011.01.075.
5. Shahare HV and Talele GS. Designing of benzothiazole derivatives as promising EGFR tyrosine kinase inhibitors: a pharmacoinformatics study. Journal of Bimolecular Structure and Dynamics. 2019; 38(5): 1365-74. Doi: https://doi.org/10.1080/07391102.2019.1604264.
6. Mortimer CG and Westwell AD and et al. Antitumor Benzothiazoles, 2-(3, 4-Dimethoxyphenyl)-5-fluorobenzothiazole; a Simple Fluorinated 2-arylbenzothiazole, shows potent and selective inhibitory activity against Lung, Colon, and Breast Cancer Cell Lines. J. Med. Chem. 2006; 49(1): 179-85. doi: 10.1021/jm050942k.
7. Hutchinson I, Sharon AJ, Rao BV, Westwell AD, Stevens MFG. Synthesis and Pharmaceutical Properties of Antitumor 2-(4-Aminophenyl) benzothiazole amino acid prodrugs. J. Med. Chem. 2002 Jan 31;45(3):744-7.doi: 10.1021/jm011025r.
8. Gupta S, Ajmera N, Gautam N, Sharma R, Gautam DC. Novel synthesis and biological activity study of pyrimido [2,1-b] benzothiazoles, Ind. J. Chem. 2009; 48B: 853-58.doi: 10.1002/chin.200942166.
9. Stanton HLK, Gambari R, Chung HC, Johny COT, Filly C and Albert SCC. Synthesis and anti-cancer activity of benzothiazole containing phthalimide on human carcinoma cell lines. Bioorg. Med. Chem. 2008;16(7):3626-31.doi: 10.1016/j.bmc.2008.02.005
10. Bhuva HA and Kini SG. Synthesis, anticancer activity and docking of some substituted benzothiazoles as tyrosine kinase inhibitors. Journal of Molecular Graphics and Modelling. 2010; 29(1): 32-7. doi: 10.1016/j.jmgm.2010.04.003.
11. Kini S, Swain SP and Gandhi AM. Synthesis and Evaluation of novel Benzothiazole Derivates against Human Cervical Cancer cell lines. Ind. J. Pharm. Sci. 2007; 69(1): 46-50.doi: 10.4103/0250-474X.32107.
12. Yunqi Li and et al. Discovery of benzimidazole derivatives as novel multi-target EGFR, VEGFR-2 and PDGFR kinase inhibitors. Bioorganic & Medicinal Chemistry. 2011; 19(15): 4529–35.
13. Shakkeela Y, Srinivasan KK., Harindran J. Novel prediction of anticancer Drug screening in cancer cell lines by SRB assay. Saudi J. Med. Pharm. Sci, 2017; 3(5): 323-27.doi: 10.21276/sjmps.
14. Saeed S, Rashid N, Jones PG and Hussain R. Synthesis, Characterization and Biological Evaluation of some Thiourea derivatives bearing Benzothiazole moiety as potential Antimicrobial and Anticancer agents. Eur. J. Med. Chem. 2010; 45(4): 1323-31. doi: 10.1016/j.ejmech.2009.12.016.
15. Khokra SL, Kanika Arora K, Mehta H, Aggarwal A and Yadav M. Common methods to synthesize benzothiazole derivatives and their medicinal significance. IJPSR 2011 May;6:1356-77.doi: http://dx.doi.org/10.13040/IJPSR.0975-8232.2(6).1356-77.
16. Soni B, Ranawat MS, Sharma R, Bhandari A and Sharma S. Synthesis and evaluation of some new benzothiazole derivatives as potential antimicrobial agents. European Journal of Medicinal Chemistry 2010; 45(7): 2938-42. doi: 10.1016/j.ejmech.2010.03.019.
17. Eman A. Abd El-Meguid and et al. Novel benzothiazole-based dual VEGFR-2/EGFR inhibitors targeting breast and liver cancers: Synthesis, cytotoxic activity, QSAR and molecular docking studies. Bioorganic and Medicinal Chemistry Letters 2022; 58: 128529. doi: https://doi.org/10.1016/j.bmcl.2022.128529.