European Journal of Chemistry 2017, 8(4), 344-348 | doi: https://doi.org/10.5155/eurjchem.8.4.344-348.1630 | Get rights and content

Issue cover





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

Synthesis and antioxidant study of new hydrazones derived from bisdemethoxycurcumin pyrazole


Tahseen Abdul Qader Alsalim (1,*) , Hussain Ali Mzban (2) , Einas Nasir Abood (3)

(1) Chemistry Department, College of Education for Pure Sciences, University of Basrah, Basrah, 16001, Iraq
(2) Chemistry Department, College of Education for Pure Sciences, University of Basrah, Basrah, 16001, Iraq
(3) Center of Polymer Research, University of Basrah, Basrah, 16001, Iraq
(*) Corresponding Author

Received: 14 Jul 2017 | Accepted: 10 Sep 2017 | Published: 31 Dec 2017 | Issue Date: December 2017

Abstract


The antioxidant activity of new hydrazones derived from bisdemethoxycurcumin pyrazole was investigated. The study was divided into two main parts: The first one includes the synthesis and characterization of the target compounds from bisdemethoxycurcumin (BDMC), while the second step is devoted to the investigation of their antioxidant activities. In the first step of synthesis, the curcumin-pyrazole (2) was synthesized by the reaction of BDMC with hydrazine hydrate. Later, the obtained product treated with ethyl 2-chloroacetate to produce curcumine ester (3), then the product was converted to hydrazide (4) by the reaction of curcumin ester (3) with hydrazine hydrate. Finally, curcumine hydrazones (5a-f) were synthesized from the reaction of hydrazide (4) with substituted aromatic aldehydes. All compounds were characterized with the aid of suitable spectroscopic techniques. The antioxidant activity of the prepared compounds was studied against the stable radical α,α-diphenyl-β-picrylhydrazyl. The study showed that only the phenolic OH-containing compounds (2, 5b and 5f) have antioxidant activity.


Announcements


Our editors have decided to support scientists to publish their manuscripts in European Journal of Chemistry without any financial constraints.

1- The article processing fee will not be charged from the articles containing the single-crystal structure characterization or a DFT study between September 15, 2023 and October 31, 2023 (Voucher code: FALL2023).

2. A 50% discount will be applied to the article processing fee for submissions made between September 15, 2023 and October 31, 2023 by authors who have at least one publication in the European Journal of Chemistry (Voucher code: AUTHOR-3-2023).

3. Young writers will not be charged for the article processing fee between September 15, 2023 and October 31, 2023 (Voucher code: YOUNG2023).


Editor-in-Chief
European Journal of Chemistry

Keywords


Pyrazole; Hydrazone; Curcuminoids; Antioxidant activity; Bisdemethoxycurcumin; α,α-Diphenyl-β-picrylhydrazyl

Full Text:

PDF
PDF    Open Access

DOI: 10.5155/eurjchem.8.4.344-348.1630

Links for Article


| | | | | | |

| | | | | | |

| | | |

Related Articles




Article Metrics

icon graph This Abstract was viewed 1623 times | icon graph PDF Article downloaded 628 times

Funding information


Chemistry Department, College of Education for Pure Sciences, University of Basrah, Basrah, 16001, Iraq

Citations

/


[1]. Raquel G. Jacob, Daniela Hartwig, José Edmilson R. Nascimento, Paola B. Abib, Camila P. Ebersol, Pâmela P.P. Nunes, Paloma T. Birmann, Angela M. Casaril, Lucielli Savegnago, Ricardo F. Schumacher
Sequential one-pot synthesis and antioxidant evaluation of 5-amino-4-(arylselanyl)-1H-pyrazoles
Tetrahedron Letters  103, 153992, 2022
DOI: 10.1016/j.tetlet.2022.153992
/


[2]. Agel K N, Abood E, Alsalim T
Synthesis and antioxidant evaluation for monocarbonyl curcuminoids and their derivatives
Innovaciencia Facultad de Ciencias Exactas Físicas y Naturales  6(2), 1, 2018
DOI: 10.15649/2346075X.481
/


[3]. Ayman G. Faisal, Qusay M. A. Hassan, Tahseen A. Alsalim, H. A. Sultan, Fadhil S. Kamounah, C. A. Emshary
Synthesis, optical nonlinear properties, and all‐optical switching of curcumin analogues
Journal of Physical Organic Chemistry  35(10), , 2022
DOI: 10.1002/poc.4401
/


References


[1]. Ravindran, P. N.; NirmalBabu, K.; Sivaraman, K. Turmeric: The genus Curcuma, Vol. 45, CRC Press the Taylor & Francis Group, 2007.

[2]. Ramawat, K. G., Herbal Drugs: Ethnomedicine to Modern Medicine, 1st addition, Springer-Verlag, Berlin, Heidelberg, 2002.

[3]. Shim, J. S; Kim, D. H; Jung, H. J.; Kim, J. H.; Lim, D.; Lee, S. K.; Kim, K. W.; Ahn, J. W.; Yoo, J. S.; Rho, J. R.; kwon, H. J. Bioorg. Med. Chem. 2002, 10, 2439-2444.

[4]. Goel, A.; Kunnumakkara, B; AggarwaL, B. Biochem. Pharmacol. 2008, 75, 787-809.
https://doi.org/10.1016/j.bcp.2007.08.016

[5]. Abdeldaiem, M. H. Am. J. Food Sci. Tech. 2014, 2, 36-47.

[6]. Wichitnithad, W.; Nimmannit, U.; Wacharasindhu, S.; Rojsitthisak, P. Molecules 2011, 16, 1888-1900.
https://doi.org/10.3390/molecules16021888

[7]. Masuda, T.; Hidakd, K.; Shinohara, A.; Maekawa, T.; Takeda, Y.; Yamaguchi, H. J. Agric. Food Chem. 1999, 47, 71-77.
https://doi.org/10.1021/jf9805348

[8]. Weber, W. M.; Hussaker, L. A.; Abcouwer, S. F.; Deck, L. M.; Vanderjagt, D. L. J. Bioorg. Med. Chem. 2005, 13, 3811-3820.
https://doi.org/10.1016/j.bmc.2005.03.035

[9]. Priyadarsini, K. I.; Maity, D. K.; Naik, G. H.; Kumar, M. S.; Unnikrishnan, M. K.; Satav, J. H.; Mohan, H. Free Radical Bio. Med. 2003, 35, 475-784.
https://doi.org/10.1016/S0891-5849(03)00325-3

[10]. Gupta, P.; Garg, P.; Roy N. Mol Divers. 2011, 15, 733-750.
https://doi.org/10.1007/s11030-011-9304-7

[11]. Rai, D.; Singh, J. K.; Roy, N.; Panda, D. Biochem. J. 2008, 410, 147-155.
https://doi.org/10.1042/BJ20070891

[12]. Hasimun, B.; Sukander, E. Y.; Adnyana, I. K.; Tjahjono, D. Int. J. Pharmacol. 2011, 7, 268-272.
https://doi.org/10.3923/ijp.2011.268.272

[13]. Ahmed, T.; Gilani, A. H. Pharmcol. Biochem. Behav. 2009, 91, 554-559.
https://doi.org/10.1016/j.pbb.2008.09.010

[14]. Naama, J. H.; Al-Temimi, A. A.; Al-Amiery, A. H. Afr. J. Pure Appl. Chem. 2010, 4, 68-73.

[15]. Ohtsu, H.; Xiao, Z.; Ishida, J.; Nagai, M.; Wang, H. K.; Itokawa, H.; Su, C. Y.; Shih, C.; Chiang, T.; Chang, E.; Tasi, M. Y.; Chang, C.; Lee, K. H. J. Med. Chem. 2002, 45, 5037-5042.
https://doi.org/10.1021/jm020200g

[16]. Epelbaum, R.; Schaffer, M.; Vizel B.; Badmeav V.; Bar-Sela, G. Nutr. Cancer, 2010, 62, 1137-1141.
https://doi.org/10.1080/01635581.2010.513802

[17]. Wilken, R.; Veena, M. S.; Wang, M. B.; Srivatsan, E. S. Mol. Cancer. 2011, 10, 1-19.
https://doi.org/10.1186/1476-4598-10-12

[18]. Ooko, E.; Alsalim T. A; Saeed, B.; M.; Saeed, E. M.; Kadioglu, O.; Abbo, H. S. Titinchi, S. J. J.; Efferth, T. Toxicol. Appl. Pharmacol, 2016, 305, 216-233.
https://doi.org/10.1016/j.taap.2016.06.002

[19]. Alsalim, T. A.; Saeed, B. A.; Elias, R. S.; Abbo, H. S.; Titinchi, S. J. Eur. J. Chem. 2013, 4(1), 70‐73.
https://doi.org/10.5155/eurjchem.4.1.70-73.728

[20]. Anand, P.; Thomas, S. G.; Kunnumakkara, A. B.; Sundaram, C.; Harikumar, K. B.; Sung. B.; Tharakan, S. T.; Misra, K.; Priyadarsini, I. K.; Rajasekharan, K. N.; Aggarwal, B. B. Biochem. Pharmacol. 2008, 76, 1590-1611.
https://doi.org/10.1016/j.bcp.2008.08.008

[21]. Bayomi, S. M.; El-Kashef, H. A.; El-Ashmawy, M. B.; Nasr M. N.; El-Sherbeny, M. A.; Badria, F. A.; Abou-zeid, L. A.; Ghaly, M. A.; Abdel-Aziz, N. I. MedChem. Res. 2013, 22, 1147-1162.
https://doi.org/10.1007/s00044-012-0116-9

[22]. NurAlam, M. D.; Bristi, N. J.; Rafiquzzaman, M. D. Saudi Pharmacol. J. 2013, 21, 143-152.

[23]. Narlawar, R.; Pickhardt, M.; Leuchtenberger, S.; Baumann, K.; Krause, S.; Dyrks, T.; Weggen, S.; Mandelkow, E.; Schmidt, B. Chem. Med. Chem. 2008, 3, 165-172.
https://doi.org/10.1002/cmdc.200700218

[24]. Bade, T. S.; Ebrahimi, H. P.; Alsalim, T. A.; Titinchi, S. J. J.; Abbo, H. S.; Bolandnazar, Z.; Ebrahimi, A. J. Mol. Struct. 2017, 1138, 136-148.
https://doi.org/10.1016/j.molstruc.2017.03.005


How to cite


Alsalim, T.; Mzban, H.; Abood, E. Eur. J. Chem. 2017, 8(4), 344-348. doi:10.5155/eurjchem.8.4.344-348.1630
Alsalim, T.; Mzban, H.; Abood, E. Synthesis and antioxidant study of new hydrazones derived from bisdemethoxycurcumin pyrazole. Eur. J. Chem. 2017, 8(4), 344-348. doi:10.5155/eurjchem.8.4.344-348.1630
Alsalim, T., Mzban, H., & Abood, E. (2017). Synthesis and antioxidant study of new hydrazones derived from bisdemethoxycurcumin pyrazole. European Journal of Chemistry, 8(4), 344-348. doi:10.5155/eurjchem.8.4.344-348.1630
Alsalim, Tahseen, Hussain Ali Mzban, & Einas Nasir Abood. "Synthesis and antioxidant study of new hydrazones derived from bisdemethoxycurcumin pyrazole." European Journal of Chemistry [Online], 8.4 (2017): 344-348. Web. 8 Dec. 2023
Alsalim, Tahseen, Mzban, Hussain, AND Abood, Einas. "Synthesis and antioxidant study of new hydrazones derived from bisdemethoxycurcumin pyrazole" European Journal of Chemistry [Online], Volume 8 Number 4 (31 December 2017)

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.8.4.344-348.1630


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 2017, 8(4), 344-348 | doi: https://doi.org/10.5155/eurjchem.8.4.344-348.1630 | Get rights and content

Refbacks

  • There are currently no refbacks.




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.