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Anti-Cancer Agents in Medicinal Chemistry


ISSN (Print): 1871-5206
ISSN (Online): 1875-5992

Review Article

Schiff Bases and Complexes: A Review on Anti-Cancer Activity

Author(s): Garima Matela*

Volume 20, Issue 16, 2020

Page: [1908 - 1917] Pages: 10

DOI: 10.2174/1871520620666200507091207

Price: $65


Development in the field of bio-inorganic chemistry increased the interest in Schiff base and its complexes due to its biological importance in many fields, including anticancer activity. Discovery of the antitumor activity of Schiff base and its complexes against various tumor cell lines fascinates the researchers to develop new anticancer drugs without any side effects. Thus, the present review focuses on the anticancer activity of Schiff bases and their metal complexes.

Keywords: Schiff Base, Metal (II) complexes, antitumor activity, tumor cell lines, ICMR, bio-inorganic chemistry.

Graphical Abstract
Hossain, M.S.; Roy, P.K.; Zakaria, C.M. Kudrat-E-Zahan, M. Selected Schiff base coordination complexes and their microbial application: A review. Int. J. Chem. Stud., 2018, 6(1), 19-31.
Neelima; Poonia, K.; Siddiqui, S.; Arshad, M.; Kumar, D. In vitro anticancer activities of Schiff base and its lanthanum complex. Spectrochim. Acta A Mol. Biomol. Spectrosc., 2016, 155, 146-154.
Tadele, K.T.; Tsega, T.W. Schiff bases and their metal complexes as potential anticancer candidates: A review of recent works. Anticancer. Agents Med. Chem., 2019, 19(15), 1786-1795.
[ ] [PMID: 30827264]
Emam, S.M.; El Sayed, I.E.T.; Ayad, M.I.; Hathout, H.M.R. Synthesis, characterization and anticancer activity of new Schiff bases bearing neocryptolepine. J. Mol. Struct., 2017, 1146, 600-619.
Amim, R.S.; Pessoa, C.; Lourenco, M.C.S.; de-Souza, M.V.N.; Lessa, J.A. Synthesis, antitubercular and anticancer activities of p-nitrophenylethylenediamine- derived Schiff bases. Med. Chem., 2017, 13(4), 391-397.
Suchithra, R.; Sounthari, P.; Kiruthika, A.; Chitra, S.; Parameswari, K.; Vijitha, J. Ru (III) azo schiff base complexes: Synthesis, spectral characterization, antimicrobial and anticancer studies. Int. J. Pharm. Sci. Res., 2015, 6(3), 1283-1293.
Magd-El-Din, A.A.; Mousa, H.A.; Labib, A.A.; Hassan, A.S.; Ali, M.M. Desoky, El-A.H. Benzimidazole - Schiff bases and their complexes: Synthesis, anticancer activity and molecular modeling as Aurora kinase inhibitor. Z. Naturforsch. Cell Biosci., 2018, 73, 1-14.
Abou Melha, K.S.A.; Al-Hazmi, G.A.A.; Refat, M.S. Synthesis of nano-metric gold complexes with new Schiff bases derived from 4-aminoantipyrene, their structures and anticancer activity. Russ. J. Gen. Chem., 2017, 87(12), 3043-3051.
Omar, M.M.; Abd El‐Halim, H.F.; Khalil, E.A.M. Synthesis, characterization, and biological and anticancer studies of mixed ligand complexes with Schiff base and 2,2′‐bipyridine. Appl. Organomet. Chem., 2017, 31(10)e3724
Devi, J.; Yadav, M.; Kumar, D.; Naik, L.S.; Jindal, D.K. Some divalent metal(II) complexes of salicylaldehyde, derived Schiff bases: Synthesis, spectroscopic characterization, antimicrobial and in vitro anticancer studies. Appl. Organomet. Chem., 2019, 33e4693
Cimerman, Z.; Miljanic, S.; Galic, N. Schiff bases derived from aminopyridines as spectrofluorimetric analytical reagents. Croat. Chem. Acta, 2000, 73(1), 81-95.
Raptopoulou, C.P.; Papadopoulos, A.N.; Malamatari, D.A.; Loannidis, E.; Molsidis, G.; Terzis, A.; Kessissoglou, D.P. Ni(II) and Cu(II) Schiff base complexes with an extended H-bond network. Inorg. Chim. Acta, 1998, 272, 283-290.
Valcarcel, M.; Laque de Castro, M.D. Flow-Through Biochemical Sensors; Elsevier: Amsterdam, 1994.
Spichiger-Keller, U. Chemical Sensors and Biosensors for Medical and Biological Applications; Wiley-VCH: Weinheim, 1998.
Li, Y.; Yang, Z.S.; Zhang, H.; Cao, B.J.; Wang, F.D.; Zhang, Y.; Shi, Y.L.; Yang, J.D.; Wu, B.A. Artemisinin derivatives bearing Mannich base group: Synthesis and antimalarial activity. Bioorg. Med. Chem., 2003, 11(20), 4363-4368.
[ ] [PMID: 13129573]
Venugopala, K.N.; Jayashree, B.S. Microwave-induced synthesis of schiff bases of aminothiazolyl bromocoumarins as antibacterials. Indian J. Pharm. Sci., 2008, 70(1), 88-91.
[ ] [PMID: 20390087]
Panneerselvam, P.; Nair, R.R.; Vijayalakshmi, G.; Subramanian, E.H.; Sridhar, S.K. Synthesis of Schiff bases of 4-(4-aminophenyl)-morpholine as potential antimicrobial agents. Eur. J. Med. Chem., 2005, 40(2), 225-229.
[ ] [PMID: 15694658]
Rehman, W.; Baloch, M.K.; Muhammad, B.; Badshah, A.; Khan, K.M. Characteristic spectral studies and in vitro antifungal activity of some Schiff bases and their organotin(IV) complexes. Chin. Sci. Bull., 2004, 49(2), 119-122.
Da-Silva, C.M.; Modolo, L.V.; Alves, R.B.; de-Resende, M.A.; Martins, C.V.B.; de-Fatima, A. Schiff bases: A short review of their antimicrobial activities. J. Adv. Res., 2011, 2, 1-8.
Abd El‐Halim, H.F.; Mohamed, G.G.; Anwar, M.N. Antimicrobial and anticancer activities of Schiff base ligand and its transition metal mixed ligand complexes with heterocyclic base. Appl. Organomet. Chem., 2018, 32(1)e3899
Yang, Z.Y.; Yang, R.D.; Li, F.S.; Yu, K.B. Crystal structure and antitumor activity of some rare earth metal complexes with Schiff base. Polyhedron, 2000, 19, 2599-2604.
Alafeefy, A.M.; Bakht, M.A.; Ganaie, M.A.; Ansarie, M.N.; El-Sayed, N.N.; Awaad, A.S. Synthesis, analgesic, anti-inflammatory and anti-ulcerogenic activities of certain novel Schiff’s bases as fenamate isosteres. Bioorg. Med. Chem. Lett., 2015, 25(2), 179-183.
[ ] [PMID: 25522819]
Zhu, X.; Wang, C.; Dang, Y.; Zhou, H.; Wu, Z.; Liu, Z.; Ye, D.; Zhou, Q. The Schiff base N-salicylidene-O,S-dimethylthiophosphorylimine and its metal complexes: synthesis, characterization and insecticidal activity studies. Synth. React. Inorg. Met.-Org. Chem., 2000, 30(4), 625-636.
Ferreira, M.L.; Vasconcelos, T.R.; de Carvalho, E.M.; Lourenço, M.C.; Wardell, S.M.; Wardell, J.L.; Ferreira, V.F.; de Souza, M.V. Synthesis and antitubercular activity of novel Schiff bases derived from d-mannitol. Carbohydr. Res., 2009, 344(15), 2042-2047.
[ ] [PMID: 19709650]
Bhattacharya, M.; Iqbal, S.A.; Malik, S. Spectral and diuretic study of Cu(II) complex of Sulfonamides. Der Chemica Sinica, 2012, 3(5), 1204-1212.
Mohammed, H.K. Synthesis and anti-HIV activity of new Schiff bases derived from the antihypertensive drug Lisinopril. J. Basrah Res. Sci., 2011, 37, 105-110.
Liu, X.; Manzur, C.; Novoa, N.; Celedon, S.; Carrillo, D. Multidentate unsymmetrically-substituted Schiff bases and their metal complexes: Synthesis, functional materials properties, and applications to catalysis. Coord. Chem. Rev., 2018, 357, 144-172.
Zhang, N.; Fan, Y.H.; Zhang, Z.; Zuo, J.; Zhang, P.; Wang, Q.; Liu, S-B.; Bi, C-F. Syntheses, crystal structures and anticancer activities of three novel transition metal complexes with Schiff base derived from 2-acetylpyridine and l-tryptophan. Inorg. Chem. Commun., 2012, 22, 68-72.
Li, L.J.; Wang, C.; Tian, C.; Yang, X.Y.; Hua, X.X.; Du, J.L. Water-soluble platinum(II) complexes of reduced amino acid Schiff bases: synthesis, characterization, and antitumor activity. Res. Chem. Intermed., 2013, 39(2), 733-746.
Bulut, H.; Karatepe, M.; Temel, H.; Sekerc, M.; Koparir, M. Studies on the antiviral and cytotoxic activity of Schiff bases derived from 1,2-bis-(o- and p-aminophenoxy)ethane and salicylaldehyde. Asian J. Chem., 2005, 17(4), 2793-2796.
Creaven, B.S.; Duff, B.; Egan, D.A.; Kavanagh, K.; Rosair, G.; Thangella, V.R.; Walsh, M. Anticancer and antifungal activity of copper(II) complexesof quinolin-2(1H)-one-derived Schiff bases. Inorg. Chim. Acta, 2010, 363, 4048-4058.
Sharma, K.P.; Jolly, V.S.; Pathak, P. Schiff base and their derivatives as potential anticancer agents. Ultra Sci. Phys. Sci., 1998, 10, 263-266.
Pathak, P.; Jolly, V.S.; Sharma, K.P. Synthesis and biological activities of some new substituted aryl azo Schiff base. Orient. J. Chem., 2000, 16, 493-494.
Xu, L.; Xu, S. Synthesis and anticancer activity of Schiff bases of indole-2-carboxaldehydes. Yao Xue Xue Bao, 2000, 35, 269-272.
Tyagi, P.; Chandra, S.; Saraswat, B.S.; Yadav, D. Design, spectral characterization, thermal, DFT studies and anticancer cell line activities of Co(II), Ni(II) and Cu(II) complexes of Schiff bases derived from 4-amino-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol. Spectrochim. Acta A Mol. Biomol. Spectrosc., 2015, 145, 155-164.
[ ] [PMID: 25770965]
Mohamed, G.G.; Zayed, E.M.; Hindy, A.M.M. Coordination behavior of new bis Schiff base ligand derived from 2-furan carboxaldehyde and propane-1,3-diamine. Spectroscopic, thermal, anticancer and antibacterial activity studies. Spectrochim. Acta A Mol. Biomol. Spectrosc., 2015, 145, 76-84.
[ ] [PMID: 25767990]
Abd-Elzaher, M.M.; Labib, A.A.; Mousa, H.A.; Moustafa, S.A.; Ali, M.M.; Rashedy, A.A. Synthesis, anticancer activity and molecular docking study of Schiff base complexes containing thiazole moiety. Beni-Suef Uni. J. Basic Appl. Sci., 2016, 5, 85-96.
Rama, I.; Selvameena, R. Synthesis, structure analysis, anti-bacterial and in vitro anti-cancer activity of new Schiff base and its copper complex derived from sulfamethoxazole. J. Chem. Sci., 2015, 127(4), 671-678.
Tas, N.A.; Senocak, A.; Aydin, A. Preparation and cytotoxicity evaluation of some amino acid methyl ester Schiff bases. J. Turk. Chem. Soc. Chem, 2018, 5(2), 585-606.
Saipriya, D.; Prakash, A.; Kini, S.G.; Bhatt, V.G.; Pai, K.S.R.; Biswas, S.; Shameer, M.K. Design, synthesis, antioxidant and anticancer activity of novel Schiff’s bases of 2-amino benzothiazole. Ind. J. Pharm. Educ. Res., 2018, 52, S333-S341.
Doğan, A.; Demirci, S.; Telci, D.; Canikyan, S.; Kongur, M.; Dede, B.; Şahin, F. Anticancer activity of Schiff base-Poloxamer P85 combination against kidney cancer. Int. Urol. Nephrol., 2018, 50(2), 247-255.
[ ] [PMID: 29288416]
Ejidike, I.P.; Ajibade, P.A. Synthesis, characterization, anticancer, and antioxidant studies of Ru(III) complexes of monobasic tridentate Schiff bases. Bioinorg. Chem. Appl., 2016, 20169672451
Shokohi-Pour, Z.; Chiniforoshan, H.; Momtazi-Borojeni, A.A.; Notash, B. A novel Schiff base derived from the gabapentin drug and copper (II) complex: Synthesis, characterization, interaction with DNA/protein and cytotoxic activity. J. Photochem. Photobiol. B, 2016, 162, 34-44.
[ ] [PMID: 27333575]
Adly, O.M.I.; El-Shafiy, H.F.; Shebl, M. Synthesis, spectroscopic studies, DFT calculations, antimicrobial and antitumor activity of tridentate NNO Schiff base metal complexes based on 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione. J. Mol. Struct., 2019, 1196, 805-818.
Shukla, S.; Srivastava, R.S.; Shrivastava, S.K.; Sodhi, A.; Kumar, P. Synthesis, characterization, in vitro anticancer activity, and docking of Schiff bases of 4-amino-1,2-naphthoquinone. Med. Chem. Res., 2013, 22(4), 1604-1617.
Battin, S.N.; Manikshete, A.H.; Sarasamkar, S.K.; Asabe, M.R.; Sathe, D.J. Synthesis, spectral, antibacterial, antifungal and anticancer activity studies of Schiff bases derived from o-vanillin and aminoquinolines. Asian J. Res. Chem, 2017, 10(5), 660-668.
Zhang, B.; Luo, H.; Xu, Q.; Lin, L.; Zhang, B. Antitumor activity of a Trans-thiosemicarbazone schiff base palladium (II) complex on human gastric adenocarcinoma cells. Oncotarget, 2017, 8(8), 13620-13631.
[ ] [PMID: 28099141]
Islam, M.S.; Karim, M.R.; Boadi, W.; Falekun, S.; Mirza, A.H. Biological evaluation of new Schiff bases: Synthesized from 4-amino-3,5-dimethyl-1,2,4-triazole, phenathroline and bipyridine dicarboxaldehydes. Adv. Biol. Chem., 2016, 6, 180-192.
Andiappan, K.; Sanmugam, A.; Deivanayagam, E.; Karuppasamy, K.; Kim, H.S.; Vikraman, D. In vitro cytotoxicity activity of novel Schiff base ligand-lanthanide complexes. Sci. Rep., 2018, 8(1), 3054.
[ ] [PMID: 29445233]
Mou, Z-D.; Deng, N.; Zhang, F.; Zhang, J.; Cen, J.; Zhang, X. Half-sandwich Schiff-base Ir(III) complexes as anticancer agents. Eur. J. Med. Chem., 2017, 138, 72-82.
Wang, Q.; Huang, Y.; Zhang, J.S.; Yang, X.B. Synthesis, characterization, DNA interaction, and antitumor activities of La(III) complex with Schiff base ligand derived from kaempferol and diethylenetriamine. Bioinorg. Chem. Appl., 2014, 2014354138
[ ] [PMID: 25371657]
Adimule, V.; Medapa, S.; Rao, P.K.; Kumar, L.S. Synthesis of Schiff bases of 5-[5-(4-fluorophenyl) thiophen-2-yl]-1, 3, 4-thiadiazol-2-amine and its anticancer activity. Pharmanest., 2014, 5(1), 1761-1768.
Jesmin, M.; Ali, M.M.; Khanam, J.A. Antitumor activities of some Schiff bases derived from benzoin, salicylaldehyde, amino phenol and 2,4 dinitrophenyl hydrazine. Thaiphesatchasan, 2010, 34, 20-31.
Farghadani, R.; Seifaddinipour, M.; Rajarajeswaran, J.; Abdulla, M.A.; Mohd Hashim, N.B.; Khaing, S.L.; Salehen, N.B. In vivo acute toxicity evaluation and in vitro molecular mechanism study of antiproliferative activity of a novel indole Schiff base β-diiminato manganeseIII complex in hormone-dependent and triple negative breast cancer cells. PeerJ, 2019, 7e7686
[ ] [PMID: 31608167]

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