Copyright (c) 2023 Y. Manogaran, S. Karupiah, V. Balakrishnan, N. K. Fuloria, S. FULORIA
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and Evaluation of Anticancer Potential of Novel Benzopyran Derivatives Using MTT and in vitro Scratch Assays
Corresponding Author(s) : S. Fuloria
Asian Journal of Chemistry,
Vol. 35 No. 12 (2023): Vol 35 Issue 12, 2023
Abstract
Evidence over benzopyrans and azomethines high anticancer potential, intended present study to carry out the synthesis, characterization and anticancer activity of some new benzopyrans derivatives (NBD). Study involved synthesis of N'-(substituted benzylidene)-2-(2-oxo-2H-benzopyran-4-yloxy)acetohydrazide (2a-d) by hydrazination of substituted benzopyran ester (1). The structures of all the synthesized benzopyran derivatives (NBD 2a-d) were elucidated based on the IR, 1H NMR, 13C NMR and mass spectral data. The NBD 2a-d were further investigated for their cell viability (toxicity analysis) against HEK-293 and anticancer potential against MCF-7 cancer cell lines using MTT assay and in vitro scratch assay. Present study revealed that NBD 2a-d structures were in agreement with their IR, NMR and mass spectrometric characterization data. The cell viability study, MTT and in vitro scratch assay of NBD 2a-d, revealed compound 2d to exhibit highest anticancer activity and safety when compared with standard (irinotecan). Present study concludes NBD 2d to possess high anticancer potential and proven to be safer when compared with irinotecan, however further studies are needed to establish its clinical significance.
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- M.M. Varshney, A. Husain and V. Parcha, Med. Chem. Res., 23, 4034 (2014); https://doi.org/10.1007/s00044-014-0982-4
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References
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T.M. Pereira, D.P. Franco, F. Vitorio and A.E. Kummerle, Curr. Top. Med. Chem., 18, 124 (2018); https://doi.org/10.2174/1568026618666180329115523
J. Jumal and N. Sakinah, Malays. J. Sci. Health Technol., 7, 62 (2021); https://doi.org/10.33102/mjosht.v7i1.145
T.M. Pereira, F. Vitório, R.C. Amaral, K.P.S. Zanoni, N.Y. Murakami Iha and A.E. Kümmerle, New J. Chem., 40, 8846 (2016); https://doi.org/10.1039/C6NJ01532H
X.-M. Peng, G. L.V. Damu and C. He Zhou, Curr. Pharm. Des., 19, 3884 (2013); https://doi.org/10.2174/1381612811319210013
R.L. Siegel, K.D. Miller, N.S. Wagle and A. Jemal, CA Cancer J. Clin., 73, 17 (2023); https://doi.org/10.3322/caac.21763
H. Sung, J. Ferlay, R.L. Siegel, M. Laversanne, I. Soerjomataram, A. Jemal and F. Bray, CA Cancer J. Clin., 71, 209 (2021); https://doi.org/10.3322/caac.21660
M. Arnold, F. Morgan, H. Rumgay, A. Mafra, D. Singh, M. Laversanne, J. Vignat, J.R. Gralow, F. Cardoso, S. Siesling and I. Soerjomataram, Breast, 66, 15 (2022); https://doi.org/10.1016/j.breast.2022.08.010
H. Kennecke, R. Yerushalmi, R. Woods, M.C. Cheang, D. Voduc, C.H. Speers, T.O. Nielsen and K. Gelmon, J. Clin. Oncol., 28, 3271 (2010); https://doi.org/10.1200/JCO.2009.25.9820
Y.S. Sun, Z. Zhao, Z.N. Yang, F. Xu, H.J. Lu, Z.Y. Zhu, W. Shi, J. Jiang, P.P. Yao and H.P. Zhu, Int. J. Biol. Sci., 13, 1387 (2017); https://doi.org/10.7150/ijbs.21635
A.G. Waks and E.P. Winer, JAMA, 321, 288 (2019); https://doi.org/10.1001/jama.2018.19323
S.M. Fragomeni, A. Sciallis and J.S. Jeruss, Surg. Oncol. Clin. N. Am., 27, 95 (2018); https://doi.org/10.1016/j.soc.2017.08.005
Y. Wu, J. Xu, Y. Liu, Y. Zeng and G. Wu, Front. Oncol., 10, 592853 (2020); https://doi.org/10.3389/fonc.2020.592853
S.J. Hamid and T. Salih, Drug Des. Devel. Ther., 16, 2275 (2022); https://doi.org/10.2147/DDDT.S364746
E. Hejchman, H. Kruszewska, D. Maciejewska, B. Sowirka-Taciak, M. Tomczyk, A. Sztokfisz-Ignasiak, J. Jankowski and I. M³ynarczuk-Bialy, Monatsh. Chem., 150, 255 (2019); https://doi.org/10.1007/s00706-018-2325-5
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A.A. Siddiqui, R. Mishra and M. Shaharyar, Eur. J. Med. Chem., 45, 2283 (2010); https://doi.org/10.1016/j.ejmech.2010.02.003
M.M. Varshney, A. Husain and V. Parcha, Med. Chem. Res., 23, 4034 (2014); https://doi.org/10.1007/s00044-014-0982-4
R. Kavitha, M.A. Sa’ad, S. Fuloria, N.K. Fuloria, M. Ravichandran and P. Lalitha, Antibiotics, 12, 306 (2023); https://doi.org/10.3390/antibiotics12020306
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M.S. Yar, A.A. Siddiqui, M.A. Ali, V. Murugan and R. Chandrashekhar, J. Chin. Chem. Soc., 54, 81 (2007); https://doi.org/10.1002/jccs.200700014
T. Baygar, N. Saraç and U.G. Aysel, Mugla J. Sci. Technol., 8, 63 (2023); https://doi.org/10.22531/muglajsci.1087581
S.R. Bolla, A.M. Al-Subaie, R.Y. Al-Jindan, J.P. Balakrishna, P.K. Ravi, V.P. Veeraraghavan, A.A. Pillai, S.S.R. Gollapalli, J.P. Joseph and K.M. Surapaneni, Heliyon, 5, e01648 (2019); https://doi.org/10.1016/j.heliyon.2019.e01648
S.H. Rohane, A.J. Chauhan, N.K. Fuloria and S. Fuloria, Arab. J. Chem., 13, 4495 (2020); https://doi.org/10.1016/j.arabjc.2019.09.004
L.T. Fox, A. Mazumder, A. Dwivedi, M. Gerber, J. du Plessis and J.H. Hamman, J. Ethnopharmacol., 200, 1 (2017); https://doi.org/10.1016/j.jep.2017.02.017