European Journal of Chemistry 2012, 3(3), 356-358 | doi: https://doi.org/10.5155/eurjchem.3.3.356-358.621 | Get rights and content

Issue cover





  Open Access OPEN ACCESS | Open Access PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

Anticancer activity studies of some cyclic benzimidazole derivatives


Ali El-Shekeil (1,*) , Abeer Omer Obeid (2) , Sama Al-Aghbari (3)

(1) Chemistry Department, Faculty of Science, Sana’a University, 2463, Sana’a, Yemen
(2) Chemistry Department, Faculty of Science, Sana’a University, 2463, Sana’a, Yemen
(3) Chemistry Department, Faculty of Science, Sana’a University, 2463, Sana’a, Yemen
(*) Corresponding Author

Received: 23 Apr 2012 | Accepted: 17 Jun 2012 | Published: 30 Sep 2012 | Issue Date: September 2012

Abstract


New benzimidazole derivatives, namely, (N-(4-methoxyphenyl)methylene]-1H-benzimidazol-2-amine (2a), (N-(3,4-dimethoxyphenyl)methylene]-1H-benzimidazol-2-amine (2b), and (N-(3,4,5-trimethoxyphenyl)methylene]-1H-benzimidazol-2-amine (2c) were synthesized by reaction of a Schiff base with malononitrile in absolute ethanol. Structures of compounds have been confirmed by IR, 1H NMR and elemental analysis. Compounds 2a-c were screened for their in vitro anticancer potential using HeLa and PC3 cells. All compounds showed limited cytotoxicity except compound 2a that showed a moderate cytotoxic effect towards HeLa cells.

3_3_356_358_800


Announcements


One of our sponsors will cover the article processing fee for all submissions made between May 17, 2023 and June 16, 2023 (Voucher code: SPONSOR2023).

Editor-in-Chief
European Journal of Chemistry

Keywords


PC3 cells; Hela cells; Cytotoxicity; Anti-cancer activity; Benzimidazole derivatives; 4-Amino-2-(3,4,5-trimethoxyphenyl)benzo[4,5]imidazo[1,2-a]pyrimidine-3-carbonitrile

Full Text:

PDF
PDF    Open Access

DOI: 10.5155/eurjchem.3.3.356-358.621

Links for Article


| | | | | | |

| | | | | | |

| | | |

Related Articles




Article Metrics

icon graph This Abstract was viewed 2561 times | icon graph PDF Article downloaded 763 times

Funding information


Sana’a University, Sana’a, Yemen

Citations

/


[1]. Le‐Le Shang, Yun Feng, Xing‐Lian Gao, Zi‐Ren Chen, Yu Xia, Wei‐Wei Jin, Chen‐Jiang Liu
DMAP‐Catalyzed C—N Bond Formation for Diverse Synthesis of Imidazo[1,2‐ a ]pyrimidine and Pyrimido[1,2‐ a ]benzimidazole Derivatives
Chinese Journal of Chemistry  38(12), 1595, 2020
DOI: 10.1002/cjoc.202000214
/

[2]. Mudumala Veeranarayana Reddy, Kang Rok Byeon, Su Hong Park, Dong Wook Kim
Polyethylene glycol methacrylate-grafted dicationic imidazolium-based ionic liquid: Heterogeneous catalyst for the synthesis of aryl-benzo[4,5]imidazo[1,2- a ]pyrimidine amines under solvent-free conditions
Tetrahedron  73(35), 5289, 2017
DOI: 10.1016/j.tet.2017.07.025
/

[3]. Youness El Bakri, Chin-Hung Lai, Subramani Karthikeyan, Lei Guo, Sajjad Ahmad, Ali Ben-Yahya, Joel T. Mague, El Mokhtar Essassi
Synthesis, Crystal structure, Hirshfeld surface Analysis and computational approach of new 2-methylbenzimidazo[1,2-a]pyrimidin-4(1H)-one
Journal of Molecular Structure  1239, 130497, 2021
DOI: 10.1016/j.molstruc.2021.130497
/

[4]. Amol Maruti Jadhav, Yeong Il Kim, Kwon Taek Lim, Yeon Tae Jeong
Application of p -TSA in the one pot synthesis of N -methyl-3-nitro-aryl-benzo[4,5]imidazo[1,2- a ]pyrimidin-2-amine
Tetrahedron Letters  59(6), 554, 2018
DOI: 10.1016/j.tetlet.2018.01.008
/

[5]. V. A. Risley, S. Henry, M. V. Kosyrikhina, M. R. Manzanares, I. Payan, C. D. Downer, C. C. Hellmann, S. Van Slambrouck, L. V. Frolova
4-Amino-2-Aryl-3-Cyano-1,2-Dihydropyrimido-[1,2-a]Benzimidazoles AND their Pyrimidine Analogs as New Anticancer Agents
Chemistry of Heterocyclic Compounds  50(2), 185, 2014
DOI: 10.1007/s10593-014-1460-0
/

[6]. Shuai Fang, Xiaoyi Niu, Bingchuan Yang, Yanqiu Li, Xiaomeng Si, Lei Feng, Chen Ma
One-Pot Synthesis of Benzo[4,5]imidazo[1,2-a]quinazoline Derivatives via Facile Transition-Metal-Free Tandem Process
ACS Combinatorial Science  16(7), 328, 2014
DOI: 10.1021/co500001u
/

[7]. Ali Gumaan El-Shekeil, Abeer Omer Abubakr, Sama Abdalla Al-Aghbari, Mogahid Yahya Nassar
Anticancer 4: Anticancer and DNA cleavage studies of some new Schiff base titanium (IV) complexes
European Journal of Chemistry  5(3), 410, 2014
DOI: 10.5155/eurjchem.5.3.410-414.996
/

[8]. Saradindu Debnath, Syaleena Parveen, Priyankar Pradhan, Ipsita Das, Tapas Das
Benzo[4,5]imidazo[1,2-a]pyridines and benzo[4,5]imidazo[1,2-a]pyrimidines: recent advancements in synthesis of two diversely important heterocyclic motifs and their derivatives
New Journal of Chemistry  46(22), 10504, 2022
DOI: 10.1039/D2NJ00546H
/

[9]. Dong Young Kim, Pham Duy Quang Dao, Chan Sik Cho
Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones Using Combinatorial Cyclocondensation and Oxidation
ACS Omega  3(12), 17456, 2018
DOI: 10.1021/acsomega.8b02755
/

[10]. Pham Duy Quang Dao, Ha Kyeong Lee, Ho-Sang Sohn, Nam Sik Yoon, Chan Sik Cho
Synthesis of Benzo[4,5]imidazo[1,2-c]pyrimidin-1-amines and Their Analogs via Copper-Catalyzed C–N Coupling and Cyclization
ACS Omega  2(6), 2953, 2017
DOI: 10.1021/acsomega.7b00693
/

[11]. Tariq A. Shah, Waseem Raza, M. Muneer, Niyaz A. Mir, Musheer Ahmad
Triphenylphosphine/Isocyanide Mediated Synthesis of Benzo[4,5]imidazo[1,2‐ a ]pyrimidine, Enamine Ketones and Secondary Ketimines
ChemistrySelect  3(3), 946, 2018
DOI: 10.1002/slct.201702724
/

References


[1]. Ramla, M. M.; Omer, M. A.; El-Khamry, A. M. M.; El-Diwani, H. I. Bioorg. Med. Chem. 2006, 14, 7324-7332.
http://dx.doi.org/10.1016/j.bmc.2006.06.033

[2]. Yang, Y. H.; Cheng, M. S.; Wang, Q. H.; Nie, H.; Liao, N.; Wang, J.; Chen, H.; Design. Eur. J. Med. Chem. 2009, 44, 1808-1812.
http://dx.doi.org/10.1016/j.ejmech.2008.07.021
PMid:18762358

[3]. Penning, T. D.; Zhu, G. D.; Gandhi, V. B.; Gong Thomas, S. J.; Lubisch, W.; Gradel, R.; Wernet, W.; Park, C. H.; Fry, E. H.; Liu X.; Shi, Y.; Klinghofer, V.; Johnson, E. F.; Donawho, C. K.; Frost, D. J.; Diaz, V. B.; Bouska, J. J.; Olson, A. M.; Marsh, K. C. Bioorg. Med. Chem. 2008, 16, 6965-6975.
http://dx.doi.org/10.1016/j.bmc.2008.05.044

[4]. Garuti, L.; Roberti, M.; Pizzirani, D.; Pession A.; Leoncini, E.; Cenci, V.; Hrelia, S. Il Farmaco 2004, 59, 663-668.
http://dx.doi.org/10.1016/j.farmac.2004.04.001
PMid:15262537

[5]. Spasov, A. R.; Iezhitsa, I. N.; Bugaeva, L. I.; Anisimova, V. A. Khim. Farm. Zh. 1999, 33, 6-12.

[6]. Parshanth, A.; David, W. W. J. Am. Chem. Soc. 2009, 131, 7618-7624.
http://dx.doi.org/10.1021/ja809249h
PMid:19445463 PMCid:2698132

[7]. Klimesova, V.; Koci, J.; Pour, M.; Stachel, J.; Waisser, K.; Kaustova, J. Eur. J. Med. Chem. 2002, 37, 409-420.
http://dx.doi.org/10.1016/S0223-5234(02)01342-9

[8]. Sondhi, S. M.; Singhal, N.; Johar, M.; Reddy, B. S.; Lown, J. W. Curr. Med. Chem. 2002, 9, 1045-1074.
http://dx.doi.org/10.2174/0929867024606678
PMid:12733983

[9]. Demirayak, S.; Mohsen, U. A.; Karaburun, A. C. Eur. J. Med. Chem. 2002, 37, 225-260.
http://dx.doi.org/10.1016/S0223-5234(01)01313-7

[10]. Huang, S. T.; Hsei, I. J.; Chen, C. Bioorg. Med. Chem. 2006, 14, 6106-6119.
http://dx.doi.org/10.1016/j.bmc.2006.05.007

[11]. Boiani, M.; Gonzalez, M. Mini-Rev. Med. Chem. 2005, 5, 409-424.
http://dx.doi.org/10.2174/1389557053544047
PMid:15853629

[12]. Hori, A.; Imaeda, Y.; Kubo, K.; Kusaka, M. Cancer lett. 2002, 183, 53-62.
http://dx.doi.org/10.1016/S0304-3835(02)00110-6

[13]. Nawrocka, W; Sztuba, B.; Kowalska, M. W.; Liszkiewicz, H.; Wietrzyk, J.; Nasulewicz, A.; Pelczynska, M.; Opolski, A. Il Farmaco 2004, 59(2), 83-91.
http://dx.doi.org/10.1016/j.farmac.2003.12.001
PMid:14871499

[14]. Mosmann, T. J. Immunol. Methods 1983, 65(1-2), 55-63.


How to cite


El-Shekeil, A.; Obeid, A.; Al-Aghbari, S. Eur. J. Chem. 2012, 3(3), 356-358. doi:10.5155/eurjchem.3.3.356-358.621
El-Shekeil, A.; Obeid, A.; Al-Aghbari, S. Anticancer activity studies of some cyclic benzimidazole derivatives. Eur. J. Chem. 2012, 3(3), 356-358. doi:10.5155/eurjchem.3.3.356-358.621
El-Shekeil, A., Obeid, A., & Al-Aghbari, S. (2012). Anticancer activity studies of some cyclic benzimidazole derivatives. European Journal of Chemistry, 3(3), 356-358. doi:10.5155/eurjchem.3.3.356-358.621
El-Shekeil, Ali, Abeer Omer Obeid, & Sama Al-Aghbari. "Anticancer activity studies of some cyclic benzimidazole derivatives." European Journal of Chemistry [Online], 3.3 (2012): 356-358. Web. 3 Jun. 2023
El-Shekeil, Ali, Obeid, Abeer, AND Al-Aghbari, Sama. "Anticancer activity studies of some cyclic benzimidazole derivatives" European Journal of Chemistry [Online], Volume 3 Number 3 (30 September 2012)

The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item



DOI Link: https://doi.org/10.5155/eurjchem.3.3.356-358.621


CrossRef | Scilit | GrowKudos | Researchgate | Publons | ScienceGate | Scite | Lens | OUCI

WorldCat Paperbuzz | LibKey Citeas | Dimensions | Semanticscholar | Plumx | Kopernio | Zotero | Mendeley

ZoteroSave to Zotero MendeleySave to Mendeley



European Journal of Chemistry 2012, 3(3), 356-358 | doi: https://doi.org/10.5155/eurjchem.3.3.356-358.621 | Get rights and content

Refbacks

  • There are currently no refbacks.


Bookmark and Share


Copyright (c)




© Copyright 2010 - 2023 • Atlanta Publishing House LLC • All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2010-2023 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.