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Vol. 35 No. 10 (2023): Vol 35 Issue 10, 2023

Copyright (c) 2023 S. UGRAPPA, N.K. FULORIA, P. LALITHA, M. RAVICHANDRAN, S.N.F.M. NOOR, M. SOLYAPPAN, G.H. KHOR, M.A. SA'AD, A. JAIN, Y.S. WU, V. BALAKRISHNAN, D. THANGESWARAN, D. JAGADEESAN, S. FULORIA

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Characterization and in vitro Anticancer Activity of New Quinoline Analogues against Oral Squamous Cell Carcinoma

https://doi.org/10.14233/ajchem.2023.28057
S. UGRAPPA
1Department of Biotechnology, Faculty of Applied Sciences, AIMST University, Kedah 08100, Malaysia
https://orcid.org/0000-0002-0369-2642
N.K. FULORIA
Faculty of Pharmacy, AIMST University, Bedong 08100, Kedah, Malaysia
https://orcid.org/0000-0002-8970-5212
P. LALITHA
Department of Biochemistry, Faculty of Medicine, AIMST University, Bedong 08100, Kedah, Malaysia
https://orcid.org/0009-0003-9319-4675
M. RAVICHANDRAN
Department of Biotechnology, Faculty of Applied Sciences, AIMST University, Kedah 08100, Malaysia
https://orcid.org/0000-0001-5321-1344
S.N.F.M. NOOR
Advanced Medical and Dental Institute, Universiti Sains Malaysia, 13200 Kepala Batas, Pulau Pinang, Malaysia
https://orcid.org/0000-0001-9200-265X
M. SOLYAPPAN
Department of Biotechnology, Faculty of Applied Sciences, AIMST University, Kedah 08100, Malaysia
https://orcid.org/0000-0002-2629-4583
G.H. KHOR
4. Advanced Medical and Dental Institute, Universiti Sains Malaysia, 13200 Kepala Batas, Pulau Pinang, Malaysia 5. Centre of Preclinical Science Studies, Faculty of Dentistry, Universiti Teknologi MARA, Sungai Buloh Campus, Jalan Hospital, 47000 Sungai Buloh, Selangor, Malaysia
https://orcid.org/0000-0002-4686-7668
M.A. SA'AD
Department of Biotechnology, Faculty of Applied Sciences, AIMST University, Kedah 08100, Malaysia
https://orcid.org/0009-0008-1672-7358
A. JAIN
Department of Biotechnology, Faculty of Applied Sciences, AIMST University, Kedah 08100, Malaysia
https://orcid.org/0000-0002-0669-8425
Y.S. WU
School of Medical and Life Sciences, Sunway University, Subang Jaya 47500, Selangor, Malaysia
https://orcid.org/0000-0001-5574-8049
V. BALAKRISHNAN
Institute for Research in Molecular Medicine, Universiti Sains Malaysia, 11800 Pulau Pinang, Malaysia
https://orcid.org/0000-0002-4874-600X
D. THANGESWARAN
Institute for Research in Molecular Medicine, Universiti Sains Malaysia, 11800 Pulau Pinang, Malaysia
https://orcid.org/0000-0002-4874-600X
D. JAGADEESAN
Department of Biotechnology, Faculty of Applied Sciences, AIMST University, Kedah 08100, Malaysia
https://orcid.org/0009-0006-4254-0840
S. FULORIA
Faculty of Pharmacy, AIMST University, Bedong 08100, Kedah, Malaysia
https://orcid.org/0000-0002-5381-5655

Corresponding Author(s) : S. FULORIA

shivkanya_fuloria@aimst.edu.my

Asian Journal of Chemistry, Vol. 35 No. 10 (2023): Vol 35 Issue 10, 2023

Abstract

Oral squamous cell carcinoma (OSCC) developed from mucosal lining of oral cavity is ranked as 6th most common cancer worldwide. Adverse effects of available anticancer agents intended present work to carry out the synthesis, characterization and evaluation of new quinoline analogues (NQA) against OSCC cell lines. In present study, substituted quinoline (1) was treated with ethyl chloroacetate to offer ester derivative (2), which on treatment with hydrazine hydrate yielded hydrazide derivative (3), which was cyclized into oxadiazole derivative (4) when cyclized with 4-methoxy benzoic acid. Characterization of molecular structures of synthesized NQAs was done based on the FTIR, 1H NMR, 13C NMR and mass spectrometric data. The characterized NQAs were investigated for their anticancer potential. The anticancer studies involved antiproliferation study (IC50 determination) against OSCC cell lines (CAL-27), followed by cell cycle analysis. The results of antiproliferation study of NQAs revealed that among all, NQA 3 exhibited lowest IC50 (3.26 μg/mL). Also, the results of cell cycle analysis of all NQA revealed that all NQAs caused cancer cells arrest in ‘S’ phase. The high anticancer activity of NQA 3 and ability of all the NQAs to cause CAL-27 cells arrest in ‘s’ phase supports their potential application in OSCC treatment. However, the synthesized NQAs must be additionally investigated for the in vivo and clinical studies. 

Keywords

Quinoline analogues Irinotecan Synthesis Oxadiazole Hydrazide Ester Anticancer activity
UGRAPPA, S., FULORIA, N., LALITHA, P., RAVICHANDRAN, M., NOOR, S., SOLYAPPAN, M., … FULORIA, S. (2023). Synthesis, Characterization and in vitro Anticancer Activity of New Quinoline Analogues against Oral Squamous Cell Carcinoma. Asian Journal of Chemistry, 35(10), 2468–2474. https://doi.org/10.14233/ajchem.2023.28057
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