Author(s): Ganesh D. Barkade, Ramesh L. Sawant

Email(s): ganeshbarkade7@gmail.com , sawantrl@yahoo.com

DOI: 10.52711/0974-360X.2024.00179   

Address: Ganesh D. Barkade1*, Ramesh L. Sawant2
1Assistant Professor, Department of Pharmaceutical Chemistry, Dr. Vithalrao Vikhe Patil Foundation’s College of Pharmacy, Ahmednagar, Maharashtra, India - 414111.
2Vice-principal
Senior Professor and Head of PG Studies, Department of Pharmaceutical Chemistry, Dr. Vithalrao Vikhe Patil Foundation’s College of Pharmacy, Ahmednagar, Maharashtra, India - 414111.
*Corresponding Author

Published In:   Volume - 17,      Issue - 3,     Year - 2024


ABSTRACT:
Background: Cancer is the global cause of death worldwide. Anticancer drug development is the need in today’s scenario. Thiazolidine is the nucleus that shows several pharmacological activities like anticancer, anti-inflammatory, antioxidant, antibacterial, antifungal, antidiabetic, antihyperlipidemic, and antiarthritic activity. In the present work molecular docking Glide module (Schrodinger Inc., USA) has been used for ligand docking against the Polo-like kinase-1. The series of substituted 3-Benzothiazol-2-yl-2-phenyl)-thiazolidin-4-ones were synthesized by the microwave-assisted synthesis system (CEM, USA) and characterized by melting point, FT-IR, 1H NMR, 13C NMR, and HR-MS analysis. Results: Molecular docking studies shows good docking score as well as interactions. Among the synthesized compounds, BG2 had the highest docking score of -8.381, followed by BG8 (-8.19) and BG1 (-8.156). All the newly synthesized compounds were examined for their in vitro anticancer activity against breast cancer cell line MCF-7 by Sulforhodamine B (SRB) assay. Conclusion: BG1, BG2, BG3, BG4, BG5, BG8, BG9, BG10, BG11, BG12, and BG13 (GI50: <80 µg/ml) exhibited significant cell growth inhibitory activity. These results indicate that compounds showing in-vitro activity by molecular docking studies and SRB assay could be lead compounds for further development of anticancer agents and suitable candidates for in-vivo anticancer activity.


Cite this article:
Ganesh D. Barkade, Ramesh L. Sawant. Design, Synthesis and Anticancer Activity of Substituted 1, 3-Thiazolidin-4-One Derivatives. Research Journal of Pharmacy and Technology. 2024; 17(3):1150-8. doi: 10.52711/0974-360X.2024.00179

Cite(Electronic):
Ganesh D. Barkade, Ramesh L. Sawant. Design, Synthesis and Anticancer Activity of Substituted 1, 3-Thiazolidin-4-One Derivatives. Research Journal of Pharmacy and Technology. 2024; 17(3):1150-8. doi: 10.52711/0974-360X.2024.00179   Available on: https://rjptonline.org/AbstractView.aspx?PID=2024-17-3-30


REFERENCES:
1.    WHO. Global cancer deaths report. World Health Organization. September 2018.
2.    Madhu G.Kumar S. Jayaveera KN. Ravindranath LK. Synthesis of Biologically Potent Quinoline Linked Ureides Possessing Azetidin-2-one / Thiazolidin-4-one / Tetrazole Moieties. Asian J. Research Chem. 2014; 7(7): 622-627.
3.    Kops GJ, Weaver BA, Cleveland DW. On the road to cancer: aneuploidy and the mitotic checkpoint. Nat Rev Cancer. 2005; 5: 773-785.
4.    Degenhardt Y, Lampkin T. Targeting Polo-like kinase in cancer therapy. Clin Cancer Res. 2010; 16: 384-389.
5.    Chahrour O. Cairns D. Omran Z. Small Molecule Kinase Inhibitors as Anti-Cancer Therapeutics. Mini Rev Med Chem. 2012; 12(5): 399- 411.
6.    Patidar A. Shivhare SC. Ateneriya U. Choudhary S. A Comprehensive Review on Breast Cancer. Asian J. Nur. Edu. & Research. 2012; 2(1): 28-32.
7.    Horishny V, Chaban T, Matiychuk V. Synthesis and Primary Antitumor Screening of 5-Ylidene Derivatives of 3-(Morpholin-4-yl)-2-sulfanylidene-1,3-thiazolidin4-one. Russ J Org Chem. 2020; 56: 454-7.
8.    Swathi K. Sreenivasulu M. Reddy HN.Kumar P. Basha G. A Review on 1,3-Thiazolidin-4-Ones. Asian J. Research Chem. 2012; 6(10): 879-887.
9.    Isloor A. Sunil D. Shetty P. Malladi S. Pai K.Maliyakkl N. Synthesis, characterization, anticancer, and antioxidant activity of some new thiazolidin-4-ones in MCF-7 cells. Med Chem Res. 2012; 22(2): 758-67.
10.    Ahani Z. Nikbin M. Maghsoodlou MT. Farhadi-Ghalati F. Valizadeh J. Beyzaei H. Moghaddam-Manesh M. Semi-synthesis, antibacterial and antifungal activities of three novel thiazolidin-4-one by essential oil of Anethumgraveolens seeds as starting material. J Iran Chem Soc. 2018; 15: 2423–30.
11.    Panzariu A. Apotrosoaei M. Vasincu IM. Dragan M. Constantin S. Buron F. et al. Synthesis and biological evaluation of new 1, 3-thiazolidine-4-one derivatives of nitro-l-arginine methyl ester. Chem Cent J. 2016; 10: 6.
12.    Ottanà R. Maccari R. Giglio M. Del Corso A. Cappiello M. Mura U. Cosconati S. Marinelli L.et al. Identification of 5-arylidene-4-thiazolidinone derivatives endowed with dual activity as aldose reductase inhibitors and antioxidant agents for the treatment of diabetic complications. Eur J Med Chem. 2011;46(7): 2797-806.
13.    Raza S. Srivastava SP. Srivastava DS. Srivastava AK. Haq W.Katti SB. Thiazolidin-4-one and thiazinan-4-one derivatives analogous to rosiglitazone as potential antihyperglycemic and antidyslipidemic agents. Eur J Med Chem. 2013; 63: 611-20.
14.    Ahmad I. Shaikh M. Surana S. Ghosh A. Patel HM. p38α MAP kinase inhibitors to overcome EGFR tertiary C797S point mutation associated with osimertinib in non-small cell lung cancer (NSCLC): emergence of fourth-generation EGFR inhibitor. Journal of Biomolecular Structure and Dynamics. 2022; 40(7): 3046-59.
15.    Hemalatha K. Selvin J. Girija K. Synthesis, Insilico Molecular Docking Study and Anti-bacterial Evaluation of some Novel 4-Anilino Quinazolines. Asian J. Pharm. Res. 2018; 8(3): 125-132.
16.    Sravani M. Duganath N. Reddy D. Gade S. Reddy CH. Insilico Analysis and Docking of Imatinib Derivatives Targeting BCR-ABL Oncoprotein for Chronic Myeloid Leukemia. Asian J. Research Chem. 2012; 5(1): 153-158.
17.    Girase R. Ahmad I. Pawara R. Patel HM. Optimizing cardio, hepato and phospholipidosis toxicity of the Bedaquiline by chemoinformatics and molecular modelling approach. SAR and QSAR in Environmental Research. 2022; 33(3): 215-235.
18.    Ahani Z. Nikbin M. Maghsoodlou MT. Farhadi-Ghalati F. Valizadeh J. Beyzaei H.Moghaddam-Manesh M. Semi-Synthesis, Antibacterial and Antifungal Activities of Three Novel Thiazolidin-4-Ones by Essential Oil of AnethumGraveolens Seed as Starting Material. J Iran Chem Soc. 2018;15: 2423-2430.
19.    Pânzariu AT. Apotrosoaei M. Vasincu IM. Drăgan M. Constantin S. Buron F. Routier S. Profire L.Tuchilus C. Synthesis and biological evaluation of new 1,3-thiazolidine-4-one derivatives of nitro-l-arginine methyl ester. Chem Cent J. 2016; 4; 10: 6.
20.    Mirzaei-Mosbat M. and Ghorbani-Vaghei R. Condensation–cyclization reaction for one-pot synthesis of 1, 3-thiazolidin-4-one derivatives by poly (p-phenylenediamine) grafted on LDHs as a catalyst with green tool. Journal of Sulfur Chemistry. 2021; 42(1): 83-92.
21.    Vichai V. and Kirtikara K. Sulforhodamine B colorimetric assay for cytotoxicity screening Nature Protocols 1: 1112–1116, 2006.
22.    Kode J.Kovvuri J.Nagaraju B.Jadhav S.Barkume M.Sen S. Kumar N. et al. Synthesis, biological evaluation and molecular docking analysis of phenstatin based indole linked chalcones as anticancer agents and tubulin polymerization inhibitors. Bioorganic Chemistry. 2020; 105: 104447.
23.    Venkateswarlu G.Sundararajan R. Anticancer Activity of Methanol extract of Limnophilarepens and Argyeiacymosa by Using SRB Assay. Research Journal of Pharmacy and Technology. 2023; 16(3):1459.
24.    Abhang A. Katari O. GhadiR. et al. Exploring the synergistic behavior of paclitaxel and vorinostat upon co-loading in albumin nanoparticles for breast cancer management. Drug Deliv. and Transl. Res. 2023. https://doi.org/10.1007/s13346-023-01415-7

Recomonded Articles:

Research Journal of Pharmacy and Technology (RJPT) is an international, peer-reviewed, multidisciplinary journal.... Read more >>>

RNI: CHHENG00387/33/1/2008-TC                     
DOI: 10.5958/0974-360X 

1.3
2021CiteScore
 
56th percentile
Powered by  Scopus


SCImago Journal & Country Rank

Journal Policies & Information


Recent Articles




Tags


Not Available