European Journal of Chemistry 2014, 5(1), 189-191 | doi: https://doi.org/10.5155/eurjchem.5.1.189-191.916 | Get rights and content






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1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives


Ayaz Anwar (1) , Abdul Hameed (2,*) , Shahida Perveen (3) , Maliha Uroos (4) , Muhammad Iqbal Choudhary (5) , Fatima Zahra Basha (6)

(1) Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(2) Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(3) Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(4) Institute of Agricultural Sciences, University of the Punjab, Quaid-e-Azam Campus, Lahore, 54590 Pakistan
(5) Department of Biochemistry, Faculty of Science, King Abdulaziz University, Jeddah-21412, Saudi Arabia
(6) Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(*) Corresponding Author

Received: 04 Sep 2013 | Revised: 25 Oct 2013 | Accepted: 26 Oct 2013 | Published: 31 Mar 2014 | Issue Date: March 2014

Abstract


Thirteen dihydropyridine analogues 1-13 were synthesized and evaluated for their DPPH radical scavenging activity. A good to moderate antioxidant activity ranging from 127.4 to 284.5 μM was observed and structure-activity relationship was established. The 3'-fluoro derivative 8 (IC50 = 127.4±3.5 μM) was found to exhibit highest activity among the dihydro pyridine derivatives 1-13, while the other derivatives 11 (IC50 = 132.5±3.32 μM), 6 (IC50 = 142.2±0.60 μM), 10 (IC50 = 144.7±2.46 μM), 12 (IC50 = 153.7±0.50 μM), 5 (IC50 = 161.4±2.81 μM) and 5 (IC50 = 164.4±2.50 μM) possess moderate activity, depends upon the C-4 and C-6 substituted groups. The compounds 7, 13, 4, 3 and 2 have lowest IC50 values, ranging between 172.8 and 284.5 μM. Dihydropyridine analogues were characterized by spectroscopic techniques.


Keywords


Oxidative stress; Antioxidant activity; Reactive oxygen species; DPPH radical scavengers; Knoevenagel condensation; Dihydropyridine derivatives

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DOI: 10.5155/eurjchem.5.1.189-191.916

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Funding information


Higher Education Commission (HEC), Pakistan and Husein Ebrahim Jamal Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

References

[1]. Cui, H.; Kong, Y.; Zhang, H. J. Signal Transduct. 2012, 2012, 646-354.

[2]. Beckman, K. B.; Ames, B. N. Physiol. Rev. 1998, 78, 547-581.

[3]. Martinez-Martinez, F.; Razo-Hernandez, R.; Peraza-Campos, A.; Villanueva-Garcia, M.; Sumaya-Martinez, M.; Cano, D.; Gomez-Sandoval, Z. Molecules 2012, 17, 14882-14898.
http://dx.doi.org/10.3390/molecules171214882

[4]. Meyer, A. S.; Heinonen, M.; Frankel, E. N. Food Chem. 1998, 61, 71-75.
http://dx.doi.org/10.1016/S0308-8146(97)00100-3

[5]. Hunt, E. J.; Lester, C. E.; Lester, E. A.; Tackett, R. L. Life Sci. 2001, 69, 181-190.
http://dx.doi.org/10.1016/S0024-3205(01)01102-X

[6]. Schmidley, J. W. Stroke 1990, 21, 1086-1090.
http://dx.doi.org/10.1161/01.STR.21.7.1086

[7]. Rice-Evans, C. A.; Miller, N. J.; Paganga, G. Free Radical Biol. Med. 1996, 20, 933-956.
http://dx.doi.org/10.1016/0891-5849(95)02227-9

[8]. Villano, D.; Fernandez-Pachon, M. S.; Moya, M. L.; Troncoso, A. M.; Garcia-Parrilla, M. C. Talanta 2007, 71, 230-235.
http://dx.doi.org/10.1016/j.talanta.2006.03.050

[9]. Williams, R. J.; Spencer, J. P. E.; Rice-Evans, C. Free Radical Biol. Med. 2004, 36, 838-849.
http://dx.doi.org/10.1016/j.freeradbiomed.2004.01.001

[10]. Ajitha, M. J.; Mohanlal, S.; Suresh, C. H.; Jayalekshmy, A. J. Agric. Food Chem. 2012, 60, 3693-3699.
http://dx.doi.org/10.1021/jf204826e

[11]. Moure, A.; Cruz, J. M.; Franco, D.; Domıinguez, J. M.; Sineiro, J.; Dominguez, H.; Jose Nunez, M. A.; Parajo, J. C. Food Chem. 2001, 72, 145-171.
http://dx.doi.org/10.1016/S0308-8146(00)00223-5

[12]. Holiman, P. C. H.; Hertog, M. G. L.; Katan, M. B. Food Chem. 1996, 57, 43-46.
http://dx.doi.org/10.1016/0308-8146(96)00065-9

[13]. Hyoudou, K.; Nishikawa, M.; Kobayashi, Y.; Umeyama, Y.; Yamashita, F.; Hashida, M. Free Radical Biol. Med. 2006, 41, 1449-1458.
http://dx.doi.org/10.1016/j.freeradbiomed.2006.08.004

[14]. Chaubey, A.; Pandeya, S. N. Asian J. Pharm. Clin. Res. 2011, 4, 5-8.

[15]. Cominacini, L.; Fratta Pasini, A.; Garbin, U.; Pastorino, A. M.; Davoli, A.; Nava, C.; Campagnola, M.; Rossato, P.; Lo Cascio, V. Biochem. Biophys. Res. Commun. 2003, 302, 679-684.
http://dx.doi.org/10.1016/S0006-291X(03)00158-X

[16]. Augustyniak, A.; Bartosz, G.; Cipak, A.; Duburs, G.; Horakova, L.; Luczaj, W.; Majekova, M.; Odysseos, A. D.; Rackova, L.; Skrzydlewska, E.; Stefek, M.; Strosova, M.; Tirzitis, G.; Venskutonis, P. R.; Viskupicova, J.; Vraka, P. S.; Zarkovic, N. Free Radical Res. 2010, 44, 1216-1262.
http://dx.doi.org/10.3109/10715762.2010.508495

[17]. Hameed, A.; Anwar, A.; Yousaf, S.; Khan, K. M.; Basha, F. Z. Eur. J. Chem. 2012, 3, 179-185.
http://dx.doi.org/10.5155/eurjchem.3.2.179-185.562

[18]. Thadhani, V. M.; Choudhary, M. I.; Ali, S.; Omar, I.; Siddique, H.; Karunaratne, V. Nat. Prod. Res. 2011, 25, 1827-1837.
http://dx.doi.org/10.1080/14786419.2010.529546

How to cite


Anwar, A.; Hameed, A.; Perveen, S.; Uroos, M.; Choudhary, M.; Basha, F. Eur. J. Chem. 2014, 5(1), 189-191. doi:10.5155/eurjchem.5.1.189-191.916
Anwar, A.; Hameed, A.; Perveen, S.; Uroos, M.; Choudhary, M.; Basha, F. 1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives. Eur. J. Chem. 2014, 5(1), 189-191. doi:10.5155/eurjchem.5.1.189-191.916
Anwar, A., Hameed, A., Perveen, S., Uroos, M., Choudhary, M., & Basha, F. (2014). 1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives. European Journal of Chemistry, 5(1), 189-191. doi:10.5155/eurjchem.5.1.189-191.916
Anwar, Ayaz, Abdul Hameed, Shahida Perveen, Maliha Uroos, Muhammad Iqbal Choudhary, & Fatima Zahra Basha. "1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives." European Journal of Chemistry [Online], 5.1 (2014): 189-191. Web. 23 Jan. 2020
Anwar, Ayaz, Hameed, Abdul, Perveen, Shahida, Uroos, Maliha, Choudhary, Muhammad, AND Basha, Fatima. "1,1-Diphenyl-2-picrylhydrazyl radical scavenging activity of novel dihydropyridine derivatives" European Journal of Chemistry [Online], Volume 5 Number 1 (31 March 2014)

DOI Link: https://doi.org/10.5155/eurjchem.5.1.189-191.916

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