• Ajit Kandale Manipal College of Pharmaceutical Sciences, Manipal 576104, India
  • Renu Ohlyan Maharishi Markandeshwar College of Pharmacy, Mullana, Ambala, Haryana, India.
  • Ganesh Kumar Manipal College of Pharmaceutical Sciences, Manipal 576104, India.


1, 3-benzoxazin-4-one, Antiproliferative activity, MCF-7 cell lines, Molecular docking


Objective: The aim of the present work was to design and synthesize 2, 3-aryl substituted 1, 3-benzoxazin-4-one derivatives and evaluate them for in-vitro antiproliferative activity against human breast adeno-carcinoma cells.

Methods: The compounds were synthesized and screened for in-vitro antiproliferative activity against MCF-7 cell lines using 96 well plate method.

Results: 3 out of 9 synthesized compounds showed good in-vitro inhibition of MCF-7 cell lines. Compound 2 showed least IC50 (highest active) i.e. 0.89 µg followed by compound 4 (IC50= 1.02 µg) and compound 3 (IC50= 1.19 µg). 4 compounds showed more than 90 % inhibition at 100 µg after 48 h incubation.

Conclusion: This class of compounds showed some initial promising activity which can be further expanded by synthesizing and testing more analogs of this kind against MCF-7 cell lines which may give good leads to proceed.


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Author Biography

Ajit Kandale, Manipal College of Pharmaceutical Sciences, Manipal 576104, India

Ph.D Scholar


Titherley AW, Hughes EC. Action of Ammonia and Amines on 2-Phenyl-1,3-benzoxazine-4-one. J Chem Soc Trans 1911;99:1493-1510.

Kametani T, Higa T, Loc CV, Ihara M, Fukumoto K. A novel and simple synthesis of 1,3-benzoxazin-4-one derivatives. J Heterocycles 1977;6:3:255-60.

Jarvest RL, Parratt MJ, Debouck CM, Gorniak JG, Jennings LJ, Serafinowska HT et al. Inhibition of HSV-1 protease by benzoxazinones. J Bioorg Med Chem Lett 1996;6:20:2463-66.

Abood NA, Schretzman LA, Flynn DL, Houseman KA, Wittwer AJ, Dilworth VM et al. Inhibition of human cytomegalovirus protease by benzoxazinones and evidence of antiviral activity in cell culture. J Bioorg Med Chem Lett 1997;7:16:2105-08.

Patel M, McHugh RJ, Cordova BC, Klabe RM, Erickson VS, Trainor GL et al. Synthesis and evaluation of benzoxazinones as HIV-1 reverse transcriptase inhibitors-Analogs of Efavirenz (SUSTIVA). J Bioorg Med Chem Lett 1999;15:9:22:3221-24.

Ohlyan R, Kandale A, Deora GS, Rathore V, Chahal J. In vitro screening of dry fruit extracts of Piper attenuatum for antioxidant and anticancer activity. J Med Chem Res 2013;22:3:1365-70.

Xu G, Abad MC, Connolly PJ, Neeper MP, Struble GT, Springer BA et al. 4-Amino-6-arylamino-pyrimidine-5-carbaldehyde hydrazones as potent ErbB-2/EGFR dual kinase inhibitors. J Bioorg Med Chem Lett 2008;18:4615-19.

Seymour L. Epidermal growth factor receptor inhibitors:an update on their development as cancer therapeutics. J Curr Opin Investig Drugs 2003;4:6:658-466.

Chen S, Li X, Wan S, Jiang T. Synthesis of novel benzoxazinone compounds as epidermal growth factor receptor (EGFR) tyrosine kinase inhibitors. J Synthetic Communications 2012;42:19:2937-46.

Wang JY, Sun XJ, Li PT, Ma YL, Wang MQ, Kong DS et al. Synthesis phenyl salicylate by indirect approach. J of Qufu Normal University (natural science edition) 2009;1:82-9.

Veverkova E, Meciarova M, Toma S, Balko J. Synthesis of substituted salicylanilides under microwave irradiation. J Monatshefte fur Chemie 2003;134:1215-19.

El D, Nabaweya S. Synthesis and potential antibacterial activity of some 1, 3-benzoxazin-4-one derivatives. J Acta Pharmaceutica 2000;50:3:239-48.

Scudiero DA, Shoemaker RH, Paull KD, Monks A, Tierney S, Nofziger TH et al. Evaluation of a soluble tetrazolium/formazan assay for cell growth and drug sensitivity in culture using human and other tumor cell lines. J Cancer Res 1998;1:48:17:4827-33.

Loosdrecht AA, Beelenb RH, Ossenkoppelea GJ, Broekhovena MG, Langenhuijsena MM. A tetrazolium-based colorimetric MTT assay to quantitate human monocyte mediated cytotoxicity against leukemic cells from cell lines and patients with acute myeloid leukemia. J Immunol 1994;174:1:2:311-20.



How to Cite

Kandale, A., R. Ohlyan, and G. Kumar. “SYNTHESIS AND IN-VITRO ANTIPROLIFERATIVE ACTIVITY OF 2, 3-ARYL SUBSTITUTED 1, 3-BENZOXAZIN-4-ONE DERIVATIVES”. International Journal of Pharmacy and Pharmaceutical Sciences, vol. 6, no. 7, July 2014, pp. 68-71,



Original Article(s)