European Journal of Chemistry

Synthesis of quinazolinones derivatives an antiproliferative agent against human lung carcinoma cells



Main Article Content

Satish Uttamrao Deshmukh
Kiran Ramesh Kharat
Gajanan Gulabrao Kadam
Rajendra Pundlikrao Pawar

Abstract

2,3‐Dihydroquinazolin‐4(1H)‐one derivatives (3a-p) were synthesized in excellent yields. These compounds were screened for antiproliferative activity against A549 cells and were found as potent cytotoxicity. Compounds A4, A8, A10 found to be more promising antiproliferative against the lung carcinoma A549 cells. IC50 values for compounds A4, A8 and A10 were found to be 8.6, 8.9 and 8.1 μg/L against A549 cells, respectively.


icon graph This Abstract was viewed 1879 times | icon graph Article PDF downloaded 741 times

How to Cite
(1)
Deshmukh, S. U.; Kharat, K. R.; Kadam, G. G.; Pawar, R. P. Synthesis of Quinazolinones Derivatives an Antiproliferative Agent Against Human Lung Carcinoma Cells. Eur. J. Chem. 2017, 8, 317-320.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Daniel, A.; Erlanson, R. S.; McDowell, T. J. Med. Chem. 2004, 47, 3463‐3482.
https://doi.org/10.1021/jm040031v

[2]. Mosaad, M. S.; Mohsen, K. M.; Emad, K. M.; Abotaleb, N.; Salwa, N. M.; Marwa, A. F. Acta Pol. Pharm. 2010, 67, 159-171.

[3]. Hour, M. J.; Huang, L. J.; Kuo, S. C.; Xia Y.; Bastow, K.; Nakanishi, Y.; Hamel, E.; Lee, K. H. J. Med. Chem. 2000, 43, 4479-4487.
https://doi.org/10.1021/jm000151c

[4]. Farghaly, A. M.; Soliman, R.; Khalil, M. A.; Bekhit A. A.; El-Din, A.; Bekhit, A. Boll. Chim. Farm. 2002, 141, 372-378.

[5]. Kikuchi, H.; Tasaka, H.; Hirai, S.; Takaya, Y.; Iwabuchi, Y.; Ooi, H.; Hatakeyama, S.; Kim, H. S.; Wataya, Y.; Oshima, Y. J. Med. Chem. 2002, 45, 2563-2570.
https://doi.org/10.1021/jm010448q

[6]. Hour, M. J.; Huang, L. J.; Kuo, S. C.; Xia, Y.; Bastow, K.; Nakanishi, Y.; Hamel, E.; Lee, K. H. J. Med. Chem. 2000, 43, 4479‐4487.
https://doi.org/10.1021/jm000151c

[7]. Birch, H. L.; Buckley, G. M.; Davies, N.; Dyke, H. J.; Frost, E. J.; Gilbert, P. J.; Hannah, D. R.; Haughan, A. F.; Madigan, M. J.; Morgan, T.; Pitt, W. R.; Ratcliffe, A. J.; Ray, N. C.; Richard, M. D.; Sharpe, A.; Taylor, A. J.; Whitworth, J. M.; Williams, S. C. Bioorg. Med. Chem. Lett. 2005, 15, 5335‐5339.
https://doi.org/10.1016/j.bmcl.2005.06.108

[8]. Rexall Drug Co., U. S. Patent, 1966, 3257397.

[9]. Okumura, K.; Oine, T.; Yamada, Y.; Hayashi, G.; Nakama, M. J. Med. Chem. 1968, 11, 348‐351.
https://doi.org/10.1021/jm00308a036

[10]. Shulton Inc., U. S. Patent, 1966, 3265697.

[11]. Hirose, N.; Kuriyama, S.; Sohda, S.; Sakaguchi, K.; Yamamoto, H. Chem. Pharm. Bull. 1973, 21, 1005‐1013.
https://doi.org/10.1248/cpb.21.1005

[12]. Parkanyi, C.; Schmidt, D. S. J. Heterocycle Chem. 2000, 37, 725-729.
https://doi.org/10.1002/jhet.5570370409

[13]. Davoodina, A.; Khashi, M.; Hoseini, N. T. Chin. J. Cat. 2014, 35, 1054-1058.
https://doi.org/10.1016/S1872-2067(14)60041-3

[14]. Cheng, R.; Guo, T.; Zhang-Negrerie, D.; Du, Y.; Zhao, K. Synthesis, 2013, 45, 2998-3006.
https://doi.org/10.1055/s-0033-1338521

[15]. Sharma, M.; Chauhan P. M. S. Chem. Bio. Interface 2013, 3, 116-122.

[16]. Bharate, S. B.; Mupparapu, N.; Manda, S.; Bharate, J. B.; Mudududdla, R.; Yadav, R. R.; Vishwakarma, R. A. Arkivoc 2012, 8, 308-318.

[17]. Yoo, C. L.; Fettinger, J. C.; Kurth, M. J. J. Org. Chem. 2005, 70, 6941-6943.
https://doi.org/10.1021/jo050450f

[18]. Baghbanzadeh, M.; Salehi, P.; Dabiri, M.; Kozehgarya, G. Synthesis 2006, 2, 344-348.

[19]. Karimi, J. Z.; Arjimandi, R. Monatsh. Chem. 2011, 142, 631-635.
https://doi.org/10.1007/s00706-011-0494-6

[20]. Salehi, P.; Dabiri, M.; Zolfigol, M. A.; Baghbanzadeh, M. Synlett. 2005, 7, 1155-1157.
https://doi.org/10.1055/s-2005-865200

[21]. Dabiri, M.; Salehi, P.; Otokesh, S.; Baghbanzadeh, M.; Kozehgarya, G.; Mohammadi, A. A. Tetrahedron Lett. 2005, 46, 6123-6126.
https://doi.org/10.1016/j.tetlet.2005.06.157

[22]. Salehi, P.; Dabiri, M.; Baghbanzadeh, M.; Bahramnejad, M. Synth. Commun. 2006, 36, 2287-2292.
https://doi.org/10.1080/00397910600639752

[23]. Chen, Y.; Shan, W.; Lei, M.; Hua, L. Tetrahedron Lett. 2012, 53, 5923-5925.
https://doi.org/10.1016/j.tetlet.2012.08.090

[24]. Safari, J.; Gandomi-Ravandi, S. J. Mol. Catalysis A: Chem. 2013, 371, 135-140.
https://doi.org/10.1016/j.molcata.2013.01.031

[25]. Rao, A. V. D.; Vykunteswararao, B. P.; Bhaskarkumar, T.; Jogdand, N, R.; Kalita, D.; Lilakar, J. K. D.; Siddaiah, V. Sanasi, P. D.; Raghunad, A. Tetrahedron Lett. 2015, 56(32), 4714-4717.

[26]. Obaiah, O.; Kebbahalli, N. N.; Goravanahalli, R. M.; Chottanahalli, P. S.; Kanchugarakoppal, R. S.; Kempegowda, M. Eur. J. Chem. 2014, 5, 671‐675.
https://doi.org/10.5155/eurjchem.5.4.671-675.1071

[27]. Darvatkar, N. B.; Bhilare, S. V.; Deorukhkar, A.; R; Raut, D. G.; Salunkhe, M. M. Green Chem. Lett. Rev. 2010, 3, 301-306.
https://doi.org/10.1080/17518253.2010.485581

[28]. Dindulkar, S. D.; Oha, J.; Arole; V. M.; Jeong, Y. T. Comp. Rend. Chim. 2014, 17, 971-979.
https://doi.org/10.1016/j.crci.2013.11.008

[29]. Roham, P. H.; Kharat, K. R.; Mungde, P.; Jadhav, M. A.; Makhija, S. J. Nutrition Cancer 2016, 86(2), 305-311.
https://doi.org/10.1080/01635581.2016.1142583

Supporting Agencies

Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).