European Journal of Chemistry

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

Article Sidebar

PDF
Published: Mar 31, 2014
DOI: https://doi.org/10.5155/eurjchem.5.1.189-191.916
Keywords:
Oxidative stress, Antioxidant activity, Reactive oxygen species, DPPH radical scavengers, Knoevenagel condensation, Dihydropyridine derivatives
Section
Short Communication
Issue
Vol. 5 No. 1 (2014): March 2014
Dates
Received 2013-09-04
Accepted 2013-10-24
Published 2014-03-31


Main Article Content

Ayaz Anwar
Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
Abdul Hameed
Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
Shahida Perveen
Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
Maliha Uroos
Institute of Agricultural Sciences, University of the Punjab, Quaid-e-Azam Campus, Lahore, 54590 Pakistan
Muhammad Iqbal Choudhary
Department of Biochemistry, Faculty of Science, King Abdulaziz University, Jeddah-21412, Saudi Arabia
Fatima Zahra Basha
Husein Ebrahim Jamal Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

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.


icon graph This Abstract was viewed 1899 times | icon graph Article PDF downloaded 825 times

How to Cite
(1)
Anwar, A.; Hameed, A.; Perveen, S.; Uroos, M.; Choudhary, M. I.; Basha, F. Z. 1,1-Diphenyl-2-Picrylhydrazyl Radical Scavenging Activity of Novel Dihydropyridine Derivatives. Eur. J. Chem. 2014, 5, 189-191.

Article Details

Share
Links for Article


Crossref - Scopus - Google - European PMC
Crossref
Scopus
Google Scholar
Europe PMC
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

Most read articles by the same author(s)

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).