Cover image of the article: Anti-proliferative effects of new synthesized hydrazone derivatives on breast, colon and hepatic cancer cells

Image Credit:Koomesh

Anti-proliferative effects of new synthesized hydrazone derivatives on breast, colon and hepatic cancer cells

Authors

Mehrasa Shademani, Nasrin Nassiri Koopaei, Nasrin Shirzad Yazdi, Homa Azizian, Zahra Mousavi, Mona Salimi, Ali Almasirad,*
*Corresponding Author: Email: almasirad.a@iaups.ac.ir

Koomesh:Vol. 20, issue 4; 725-730
Published online:Aug 07, 2018
Article type:Research Article
Received:Feb 10, 2017
Accepted:May 07, 2018
How to Cite:Shademani M, Nassiri Koopaei N, Shirzad Yazdi N, Azizian H, Mousavi Z, et al. Anti-proliferative effects of new synthesized hydrazone derivatives on breast, colon and hepatic cancer cells. koomesh. 2018;20(4):e153018. doi:

Abstract

Introduction: Despite the advances made in research on cancer, there is still no effective way to treat this condition. A number of compounds including hydrazone derivatives have been increasingly investigated as anticancer agents. So, in this study a series of novel hydrazone derivatives were designed and synthesized as potential anticancer compounds and their cytotoxic effects were further evaluated. Materials and Methods: The designed hydrazone compounds (1-9) were synthesized in three steps and their structures were characterized by different instrumental analysis methods. The cytotoxic activity was measured using MTT assay at 48 and 72 h on human breast, colon and liver cancer cell lines. Results: The obtained percentage of cytotoxicity indicated that some compounds were potent against cancer cell lines and the most effective incubation time was after 72 h of treeatment. Among the synthesized compounds, compounds 3 and 6 revealed the considerable cytotoxic activity on breast, liver and colon cells after 72 h of treatment ranging from 60 to 80%. Conclusion: The results obtained in this section can be used as the starting point for the development of new cancer chemotherapy agents

Highlights

References

  • 1.
    Valiyari S. Dichloromethane and methanol extracts of Scrophularia oxysepala induces apoptosis in MCF-7 human breast cancer cells. Adv Pharm Bull 2012; 2: 223-231.
  • 2.
    Tavakolfar S, Mousavi E, Almasirad A, Amanzadeh A, Mohamamd Atyabi S, Yaghamii P, et al. In vitro anticancer effects of two new potent hydrazide compounds on leukemic cells. Anti-Cancer Agent Me 2016; 16: 1646-1651. (Persian).
  • 3.
    Semnani V, Farhidzadeh E, Mirmohammadkhani M, Ghahremanfard F. Investigation of blood levels of vitamin D in women with breast cancer and its correlation with prognostic markers. Koomesh 2017; 19: 735-471. (Persian).
  • 4.
    Kaya B, Menemen Y, Ouztuuml S. Apoptotic and necrotic effects of plant extracts belonging to the genus Alchemilla L. species on HeLa cells in vitro. J Med Plants Res 2011; 5: 4566-4571.
  • 5.
    Jonoush Z, Mansori R, Yazdiyan F, Omidi M. Detection of prostate cancer biomarker using optical nanobiosensor based on gold nanoparticle. Koomesh 2017; 19: 774-784. (Persian).
  • 6.
    Florea A-M, Bsselberg D. Cisplatin as an anti-tumor drug: cellular mechanisms of activity, drug resistance and induced side effects. Cancers 2011; 3: 1351-1371.
  • 7.
    Eguchi T, Bains S, Lee MC, Tan KS, Hristov B, Buitrago DH, et al. Impact of increasing age on cause-specific mortality and morbidity in patients with stage I nonsmall-cell lung cancer: a competing risks analysis. J Clin Oncol 2017; 35: 281-290.
  • 8.
    Rollas S, Kkgzel SG. Biological activities of hydrazone derivatives. Molecules 2007; 12: 1910-1939.
  • 9.
    Ferraresi-Curotto V, Echeverra GA, Piro OE, Pis-Diez R, Gonzlez-Bar AC. Synthesis and characterization of a series of isoniazid hydrazones. Spectroscopic and theoretical study. J Mol Struct 2017; 1133: 436-447.
  • 10.
    Kaplnek R, Havlk M, Dolensk B, Rak J, Dubk P, Konen P, et al. Synthesis and biological activity evaluation of hydrazone derivatives based on a Trgers base skeleton. Bioorg Med Chem 2015; 23: 1651-1659.
  • 11.
    Yazdi NS. Design and synthesis of thiourea derivatives as potential anticancer agents [dissertation]. Tehran: Pharmaceutical Sciences Branch, Islamic Azad Univ; 2014.
  • 12.
    Yazdi NS. Design and synthesis of thiourea derivatives as potential anticancer agents [dissertation]. Tehran: Pharmaceutical Sciences Branch, Islamic Azad Univ; 2014.
  • 13.
    Singh M, Raghav N. Biological activities of hydrazones: a review. Int J Pharm Pharm Sci 2011; 3: 26-32.
  • 14.
    Xia Y, Fan CD, Zhao BX, Zhao J, Shin DS, Miao JY. Synthesis and structureactivity relationships of novel 1-arylmethyl-3-aryl-1H-pyrazole-5-carbohydrazide hydrazone derivatives as potential agents against A549 lung cancer cells. Eur J Med Chem 2008; 43: 2347-2353.
  • 15.
    Nasr T, Bondock S, Youns M. Anticancer activity of new coumarin substituted hydrazidehydrazone derivatives. Eur J Med Chem 2014; 76: 539-548.
  • 16.
    Machakanur SS, Patil BR, Badiger DS, Bakale RP, Gudasi KB, Bligh SA. Synthesis, characterization and anticancer evaluation of novel tri-arm star shaped 1, 3, 5-triazine hydrazones. J Mol Struct 2012; 1011: 121-127.
  • 17.
    Taha M, Shah SA, Afifi M, Zulkeflee M, Sultan S, Wadood A, et al. Morpholine hydrazone scaffold: Synthesis, anticancer activity and docking studies. Chinese Chem Lett 2017; 28: 607-611.
  • 18.
    Xie J, Shen S, Chen R, Xu J, Dong K, Huang J, et al. Synthesis, characterization and antitumor activity of Ln (III) complexes with hydrazone Schiff base derived from 2-acetylpyridine and isonicotinohydrazone. Oncol Lett 2017; 13: 4413-4419.
  • 19.
    Qin MZ, Wang L, Yan S, Ma JJ, Tian Y, Zhao YF, Gong P. Identification of hydrazone moiety-bearing aminopyrimidines as potent antitumor agents with selective inhibition of gefitinib-resistant H1975 cancer cells. Chinese Chem Lett 2017; 28: 991-994.
  • 20.
    Xu J, Zhou T, Xu ZQ, Gu XN, Wu WN, Chen H, et al. Synthesis, crystal structures and antitumor activities of copper (II) complexes with a 2-acetylpyrazine isonicotinoyl hydrazone ligand. J Mol Struct 2017; 1128: 448-454.
  • 21.
    Ertl P, Rohde B, Selzer P. Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties. J Med Chem 2000; 43: 3714-3717.##.

Copyright

© 2018, Author(s). This open-access article is available under the Creative Commons Attribution 4.0 (CC BY 4.0) International License (https://creativecommons.org/licenses/by/4.0/), which allows for unrestricted use, distribution, and reproduction in any medium, provided that the original work is properly cited.

Similar Articles

31
Oct
2013
Synthesis and Analgesic Activity of Novel Hydrazide and Hydrazine Derivatives

Synthesis and Analgesic Activity of Novel Hydrazide and Hydrazine Derivatives

Mansur Nassiri Koopaei,
Mohammad Javad Assarzadeh,
Ali Almasirad,
Seyedeh Farnaz Ghasemi-Niri,
Mohsen Amini,
Abbas Kebriaeezadeh
,et al.

Nassiri Koopaei M, Assarzadeh MJ, Almasirad A, Ghasemi-Niri SF, Amini M, et al. Synthesis and Analgesic Activity of Novel Hydrazide and Hydrazine Derivatives. Iran J Pharm Res. 2013;12(4):e125731. doi: https://doi.org/10.22037/ijpr.2013.1366

31
Jan
2016
Synthesis, Biological Evaluation and Docking Analysis of Some Novel Quinazolin Derivatives as Antitumor Agents

Synthesis, Biological Evaluation and Docking Analysis of Some Novel Quinazolin Derivatives as Antitumor Agents

Walaa S. El-serwy,
Neama A. Mohamed,
Emad M. M. Kassem,
Khaled Mahmoud,
M. M Mounier

El-serwy WS, A. Mohamed N, M. M. Kassem E, Mahmoud K, Mounier MM. Synthesis, Biological Evaluation and Docking Analysis of Some Novel Quinazolin Derivatives as Antitumor Agents. Iran J Pharm Res. 2016;15(1):e125119. doi: https://doi.org/10.22037/ijpr.2016.1799

26
Jun
2020
Synthesis and Cytotoxicity Evaluation of N-(5-mercapto-4H-1,2,4-triazol- 3-yl)-2-phenylacetamide Derivatives as Apoptosis Inducers with Potential Anticancer Effects

Synthesis and Cytotoxicity Evaluation of N-(5-mercapto-4H-1,2,4-triazol- 3-yl)-2-phenylacetamide Derivatives as Apoptosis Inducers with Potential Anticancer Effects

Ahmad Mohammadi-Farani,
Hosna Sadat Zamani Mousavi,
Amin Hosseini,
Alireza Aliabadi

Mohammadi-Farani A, Zamani Mousavi HS, Hosseini A, Aliabadi A. Synthesis and Cytotoxicity Evaluation of N-(5-mercapto-4H-1,2,4-triazol- 3-yl)-2-phenylacetamide Derivatives as Apoptosis Inducers with Potential Anticancer Effects. J Rep Pharm Sci. 2020;9(1):e147310. doi: https://doi.org/10.4103/jrptps.JRPTPS_57_18

22
Dec
2012
Synthesis and Cytotoxicity Assessment of 2 -(4 -Fluorophenyl)-N- halophenylacetamide Derivatives as Anticancer Agents

Synthesis and Cytotoxicity Assessment of 2 -(4 -Fluorophenyl)-N- halophenylacetamide Derivatives as Anticancer Agents

Alireza Aliabadi,
Fariborz Mosharafi,
Zahra Tayarani-Najaran

Aliabadi A, Mosharafi F, Tayarani-Najaran Z. Synthesis and Cytotoxicity Assessment of 2 -(4 -Fluorophenyl)-N- halophenylacetamide Derivatives as Anticancer Agents. J Rep Pharm Sci. 2012;1(2):e147766. doi:

31
Jul
2021
Phenanthrotriazine Derivatives Containing Arylidine Hydrazone Moieties as Novel Potential c-Met Inhibitors with Anticancer Effect

Phenanthrotriazine Derivatives Containing Arylidine Hydrazone Moieties as Novel Potential c-Met Inhibitors with Anticancer Effect

Najmeh Edraki,
Mohammad Hasan Jamei,
Zahra Haghighijoo,
Zahra Kayani,
Elaheh Raufi,
Masoomeh Eskandari
,et al.

Edraki N, Jamei MH, Haghighijoo Z, Kayani Z, Raufi E, et al. Phenanthrotriazine Derivatives Containing Arylidine Hydrazone Moieties as Novel Potential c-Met Inhibitors with Anticancer Effect. Iran J Pharm Res. 2021;20(3):e124294. doi: https://doi.org/10.22037/ijpr.2021.114371.14835

More by these authors

Mehrasa ShademaniPubMedScholar
Nasrin Nassiri KoopaeiPubMedScholar
Nasrin Shirzad YazdiPubMedScholar
Homa AzizianPubMedScholar
Zahra MousaviPubMedScholar
Mona SalimiPubMedScholar
Ali AlmasiradPubMedScholar
Share
Cited by
Metrics