European Journal of Chemistry 2017, 8(1), 46-51. doi:10.5155/eurjchem.8.1.46-51.1535

Pharmacological evaluation of ONNO donor quadridentate Schiff bases


Muhammad Shabbir (1) , Zareen Akhter (2,*) , Ahmad Raza Ashraf (3) , Michael Bolte (4) , Sumbal Wahid (5) , Bushra Mirza (6)

(1) Department of Chemistry, Quaid-i-Azam University, Islamabad-45320, Pakistan
(2) Department of Chemistry, Quaid-i-Azam University, Islamabad-45320, Pakistan
(3) Department of Chemistry, Quaid-i-Azam University, Islamabad-45320, Pakistan
(4) Institut für Anorganische Chemie, Johann Wolfgang Goethe-Universität Frankfurt, Max-Von-Laue-Strasse 7, Frankfurt, Main 60438, Germany
(5) Department of Biochemistry, Quaid-i-Azam University, Islamabad, 45320, Pakistan
(6) Department of Biochemistry, Quaid-i-Azam University, Islamabad, 45320, Pakistan
(*) Corresponding Author

Received: 28 Dec 2016, Accepted: 21 Jan 2017, Published: 31 Mar 2017

Abstract


Four ONNO donor Schiff bases 2-((E)-(2-((E)-2-hydroxybenzylideneamino)ethylimino) methyl)phenol (H2L1), 2-((E)-(2-((E)-2-hydroxybenzylideneamino)propylimino)methyl) phenol (H2L2), 2-((E)-1-(2-((E)-1-(2-hydroxyphenyl) ethylideneamino)ethylimino)ethyl) phenol (H2L3) and 2-((E)-1-(2-((E)-1-(2-hydroxyphenyl)ethylideneamino)propylimino) ethyl)phenol (H2L4) were synthesized by the reactions of ethylene/propylene diamines with 2-hydroxy benzaldehyde/2-hydroxy acetophenone. The new compounds were characterized by FT-IR and NMR (1H and 13C) spectroscopic techniques accompanied by elemental, GC/MS and single crystal X-ray diffraction analyses. These compounds were screened for various biological studies i.e. brine shrimp cytotoxic, antitumor and antibacterial activities The compound H2L3 showed highest cytotoxic and antitumor activities with lowest LD50 (14.27) and IC50 values (18.90). All the compounds were highly active in protecting DNA against hydroxyl free radicals. Antibacterial studies had shown that these were inactive against Gram positive bacteria (Staphylococcus aureus and Micrococcus luteus) while active against Gram negative bacteria (Enterobacter aerogenes, Bordetella bronchiseptica and Salmonella typhi) showing variable antibacterial activity.


Keywords


Schiff bases; Crystal structure; Cytotoxic activities; Antitumor activities; Antibacterial activity; Pharmacological evaluation

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DOI: 10.5155/eurjchem.8.1.46-51.1535

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Citations

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[1]. Muhammad Shabbir, Zareen Akhter, Hammad Ismail, Bushra Mirza
Synthetic bioactive novel ether based Schiff bases and their copper(II) complexes
Journal of Molecular Structure  1146, 57, 2017
DOI: 10.1016/j.molstruc.2017.05.127
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[2]. Mehwish Naz, Zareen Akhter, Ayesha Zaka, Bushra Mirza, Vickie McKee, Ehsan Ullah, Michael Bolte
Structural characterization, biological evaluation and DNA interaction of some potential drugs based on bifunctional aldehyde functionality
European Journal of Chemistry  8(3), 195, 2017
DOI: 10.5155/eurjchem.8.3.195-202.1576
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[3]. Muhammad Shabbir, Zareen Akhter, Ahmad Raza Ashraf, Hammad Ismail, Anum Habib, Bushra Mirza
Nickel(II) and palladium(II) triphenylphosphine complexes incorporating tridentate Schiff base ligands: Synthesis, characterization and biocidal activities
Journal of Molecular Structure  1149, 720, 2017
DOI: 10.1016/j.molstruc.2017.08.050
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[4]. Wail Al Zoubi, Saad Gomaa Mohamed, Abbas Ali Salih Al-Hamdani, Agastya Prastita Mahendradhany, Young Gun Ko
Acyclic and cyclic imines and their metal complexes: recent progress in biomaterials and corrosion applications
RSC Advances  8(41), 23294, 2018
DOI: 10.1039/C8RA01890A
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How to cite


Shabbir, M.; Akhter, Z.; Ashraf, A.; Bolte, M.; Wahid, S.; Mirza, B. Eur. J. Chem. 2017, 8(1), 46-51. doi:10.5155/eurjchem.8.1.46-51.1535
Shabbir, M.; Akhter, Z.; Ashraf, A.; Bolte, M.; Wahid, S.; Mirza, B. Pharmacological evaluation of ONNO donor quadridentate Schiff bases. Eur. J. Chem. 2017, 8(1), 46-51. doi:10.5155/eurjchem.8.1.46-51.1535
Shabbir, M., Akhter, Z., Ashraf, A., Bolte, M., Wahid, S., & Mirza, B. (2017). Pharmacological evaluation of ONNO donor quadridentate Schiff bases. European Journal of Chemistry, 8(1), 46-51. doi:10.5155/eurjchem.8.1.46-51.1535
Shabbir, Muhammad, Zareen Akhter, Ahmad Raza Ashraf, Michael Bolte, Sumbal Wahid, & Bushra Mirza. "Pharmacological evaluation of ONNO donor quadridentate Schiff bases." European Journal of Chemistry [Online], 8.1 (2017): 46-51. Web. 20 Nov. 2019
Shabbir, Muhammad, Akhter, Zareen, Ashraf, Ahmad, Bolte, Michael, Wahid, Sumbal, AND Mirza, Bushra. "Pharmacological evaluation of ONNO donor quadridentate Schiff bases" European Journal of Chemistry [Online], Volume 8 Number 1 (31 March 2017)

DOI Link: https://doi.org/10.5155/eurjchem.8.1.46-51.1535

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