Oxovanadium (IV) Complexes of α-Amino Acid Schiff Bases and Polypyridyl Ligands: Synthesis, Characterization and Antimicrobial Activity

Muhammad Atique Hasan

Department of Chemistry, University of Rajshahi, Rajshahi-6206, Bangladesh.

Hafizur Rahman

Department of Chemistry, University of Rajshahi, Rajshahi-6206, Bangladesh.

Md. Masuqul Haque *

Department of Chemistry, University of Rajshahi, Rajshahi-6206, Bangladesh.

Md. Nazrul Islam *

Department of Chemistry, University of Rajshahi, Rajshahi-6206, Bangladesh.

*Author to whom correspondence should be addressed.


Oxovanadium(IV) complexes of the type [VO(L)(bpy)] (V-1 to V-5) have been synthesized and characterized by FTIR and UV-Vis spectra, molar conductance, melting points, and magnetic susceptibilities measurements, where L= N-salicylidene-β-alanine (sal-ala), N-salicylidene-glycine (sal-gly), N-salicylidene-DL-β-phenylalanine (sal-pheala), N-salicylidene-leucine (sal-leu), and N-salicylidene-DL-methionine (sal-met), and bpy is 2,2´-bipyridine. The infrared spectral data reveals that the tridentate nature of the amino acid-based Schiff base ligand and the coordination of the ligand through azomethine nitrogen, phenolic oxygen and carboxylate oxygen with vanadyl (VO2+) ion. All of these complexes were determined to be non-electrolyte in nature, according to conductivity measurements. The magnetic moment measurements have been attributed that these complexes are paramagnetic and have d1 configuration of vanadium (IV) ion. In Virto antimicrobial activity of the synthesized complexes was evaluated against two gram-positive (Bacillus subtilis and Staphylococcus aureus) and two gram-negative (Escherichia coli, Proteus vulgaris) bacterial strains.

Keywords: α-Amino Acid, oxovanadium (IV) complexes, Schiff base, polypyridyl ligands

How to Cite

Hasan, M. A., Rahman, H., Haque, M. M., & Islam, M. N. (2024). Oxovanadium (IV) Complexes of α-Amino Acid Schiff Bases and Polypyridyl Ligands: Synthesis, Characterization and Antimicrobial Activity. Asian Journal of Chemical Sciences, 14(2), 7–20. https://doi.org/10.9734/ajocs/2024/v14i2290


Download data is not yet available.


Ran X, Wang L, Cao D, Lin Y, Hao J. Synthesis, characterization and in vitro biological activity of cobalt (II), copper (II) and zinc (II) Schiff base complexes derived from salicylaldehyde and D, L‐selenomethionine. Applied Organometallic Chemistry. 2011;25(1):9-15.

Roy M, Saha S, Patra AK, Nethaji M, Chakravarty AR. Ternary iron (III) complex showing photocleavage of DNA in the photodynamic therapy window. Inorganic Chemistry. 2007;46(11): 4368-4370.

Bhunia A, Manna S, Mistri S, Paul A, Manne RK, Santra MK, Manna SC. Synthesis, characterization, TDDFT calculation and biological activity of tetradentate ligand based square pyramidal Cu (II) complexes. RSC Advances. 2015;5(83):67727-67737.

Obaleye JA, Adediji JF, Adebayo MA. Synthesis and biological activities on metal complexes of 2, 5-diamino-1, 3, 4-thiadiazole derived from semicarbazide hydrochloride. Molecules. 2011;16(7): 5861-5874.

Tai X, Yin X, Chen Q, Tan M. Synthesis of some transition metal complexes of a novel Schiff base ligand derived from 2, 2'-bis (p-methoxyphenylamine) and salicylicaldehyde. Molecules. 2003;8(5): 439-443.

Saladi N, Srivastava AK. Synthesis and crystal structure of di-μ-methoxo-bis (oxido {N′-[3-(oxidoimino) butan-2-ylidene] benzohydrazonato-κ3 O, N, O′} vanadium (V)). Acta Crystallographica Section E. 2022;78(12):1213-1216.

Das U, Pattanayak P, Santra MK, Chattopadhyay S. Synthesis of new oxido-vanadium complexes: catalytic properties and cytotoxicity. Journal of Chemical Research. 2018;42(1):57-62.

Messerschmidt A, Wever R. X-ray structure of a vanadium-containing enzyme: chloroperoxidase from the fungus Curvularia inaequalis. Proceedings of the National Academy of Sciences. 1996;93(1):392-396.

Crans DC, Smee JJ, Gaidamauskas E, Yang L. The chemistry and biochemistry of vanadium and the biological activities exerted by vanadium compounds. Chem. Rev. 2004;104:849−902

Sasmal PK, Saha S, Majumdar R, De S, Dighe RR, Chakravarty AR. Oxovanadium (IV) complexes of phenanthroline bases: The dipyridophenazine complex as a near-IR photocytotoxic agent. Dalton Transactions. 2010;39(8):2147-2158.

Prasad P, Sasmal PK, Majumdar R, Dighe RR, Chakravarty AR. Photocytotoxicity and near-IR light DNA cleavage activity of oxovanadium (IV) Schiff base complexes having phenanthroline bases. Inorganica Chimica Acta. 2010;363(12):2743-2751.

Sasmal PK, Saha S, Majumdar R, Dighe RR, Chakravarty AR. Photocytotoxic oxovanadium (IV) complexes showing light-induced DNA and protein cleavage activity. Inorganic Chemistry. 2010;49(3):849-859.

Holder AA. Inorganic pharmaceuticals. Annual Reports Section" A"(Inorganic Chemistry). 2011;107:359-378.

Storr T, Thompson KH, Orvig C. Design of targeting ligands in medicinal inorganic chemistry. Chemical Society Reviews. 2006;35(6):534-544.

Dash SP, Pasayat S, Dash HR, Das S, Butcher RJ, Dinda R. Oxovanadium (V) complexes incorporating tridentate aroylhydrazoneoximes: synthesis, characterizations and antibacterial activity. Polyhedron. 2012;31(1):524-529.

Cao Y, Liu H, Yuan Z, Wei G. Two new oxovanadium (iv) compounds containing amino acid schiff base and 1, 10-bathophenanthroline ligands: syntheses, crystal structures, and in vitro evaluation of the anticancer activities. Australian Journal of Chemistry. 2017;70(5):608-613.

Sakurai H, Tamura H, Okatani K. Mechanism for a new antitumor vanadium complex: hydroxyl radical-dependent DNA cleavage by 1, 10-phenanthroline vanadyl complex in the presence of hydrogen peroxide. Biochemical and Biophysical Research Communications. 1995;206(1):133-137.

Sam M, Hwang JH, Chanfreau G, Abu-Omar MM. Hydroxyl radical is the active species in photochemical DNA strand scission by bis (peroxo) vanadium (V) phenanthroline. Inorganic Chemistry. 2004;43(26):8447-8455.

Kwong DW, Chan OY, Wong RN, Musser SM, Vaca L, Chan SI. DNA-photocleavage activities of vanadium(V)−peroxo complexes. Inorganic Chemistry. 1997;36(7):1276-1277.

Hiort C, Goodisman J, Dabrowiak JC. Cleavage of DNA by the insulin-mimetic compound, NH4 [VO (O2) 2 (phen)]. Biochemistry. 1996;35(38):12354-12362.

Butler A, Walker JV. Marine haloperoxidases. Chemical Reviews. 1993;93(5):1937-1944.

Mishra AP, Soni M. Synthesis, structural, and biological studies of some Schiff bases and their metal complexes. Metal-Based Drugs; 2008.

Muhammad N, Ali S, Shahzadi S, Khan AN. Oxovanadium (IV) complexes of non-steroidal anti-inflammatory drugs: Synthesis, spectroscopy, and antimicrobial activity. Russian Journal of Coordination Chemistry. 2008;34:448-453.

Dong Y, Narla RK, Sudbeck E, Uckun FM. Synthesis, X-ray structure, and anti-leukemic activity of oxovanadium (IV) complexes. Journal of Inorganic Biochemistry. 2000;78(4):321-330.

Noblı́a P, Vieites M, Parajón-Costa BS, Baran EJ, Cerecetto H, Draper P, Gambino D. Vanadium (V) complexes with salicylaldehyde semicarbazone derivatives bearing in vitro anti-tumor activity toward kidney tumor cells (TK-10): crystal structure of [VVO2 (5-bromosalicylaldehyde semicarbazone)]. Journal of Inorganic Biochemistry. 2005;99(2):443-451.

D'Cruz OJ, Dong Y, Uckun FM. Spermicidal activity of oxovanadium (IV) complexes of 1, 10-phenanthroline, 2, 2′-bipyridyl, 5′-bromo-2′-hydroxyacetophenone and derivatives in humans. Biology of Reproduction. 1999;60(2):435-444.

Sakurai H, Kojima Y, Yoshikawa Y, Kawabe K, Yasui H. Antidiabetic vanadium (IV) and zinc (II) complexes. Coordination Chemistry Reviews. 2002;226(1-2):187-198.

Butler A, Carrano CJ. Coordination chemistry of vanadium in biological systems. Coordination Chemistry Reviews. 1991;109(1):61-105.

Chohan ZH, Sumrra SH, Youssoufi MH, Hadda TB. Design and synthesis of triazole Schiff bases and their oxovanadium (IV) complexes as antimicrobial agents. Journal of Coordination Chemistry. 2010;63(22):3981-3998.

Melchior M, Thompson KH, Jong JM, Rettig SJ, Shuter ED, Yuen VG, Orvig C. Vanadium complexes as insulin mimetic agents: coordination chemistry and in vivo studies of oxovanadium (IV) and dioxovanadate (V) complexes formed from naturally occurring chelating oxazolinate, thiazolinate, or picolinate units. Inorganic Chemistry. 1999;38(10):2288-2293.

Mahroof-Tahir M, Brezina D, Fatima N, Choudhary MI. Synthesis and characterization of mononuclear oxovanadium (IV) complexes and their enzyme inhibition studies with a carbohydrate metabolic enzyme, phosphodiesterase I. Journal of Inorganic Biochemistry. 2005;99(2):589-599.

Maurya MR, Khurana S, Shailendra Azam A, Zhang W, Rehder D. Synthesis, characterisation and antiamoebic studies of dioxovanadium (v) complexes containing ons donor ligands derived from s‐benzyldithiocarbazate. European Journal of Inorganic Chemistry. 2003(10);1966-1973.

Pawar V, Joshi S, Uma V, Prakash B, Joshi SC. Template synthesis and pharmacological properties of oxovanadium (IV) complexes of macrocyclic Schiff bases. Int. J. Pharm. Sci. Rev. Res. 2013;19: 21-26.

Maurya MR, Khurana S, Shailendra Azam A, Zhang W, Rehder D. Synthesis, Characterisation and Antiamoebic Studies of Dioxovanadium (v) Complexes Containing ONS Donor Ligands Derived from S‐Benzyldithiocarbazate. European Journal of Inorganic Chemistry. 2003(10):1966-1973.

Shukla S, Mishra AP. Metal complexes used as anti-inflammatory agents: Synthesis, characterization and anti-inflammatory action of VO (II)-complexes. Arabian Journal of Chemistry. 2019;12(7): 1715-1721.

Mahalakshmi N, Rajavel R. Synthesis, spectroscopic, DNA cleavage and antibacterial activity of binuclear Schiff base complexes. Arabian Journal of Chemistry. 2014;7(4):509-517.

Abdel-Rahman LH, Abu-Dief AM, Moustafa H, Abdel-Mawgoud AAH. Design and nonlinear optical properties (NLO) using DFT approach of new Cr (III), VO (II), and Ni (II) chelates incorporating tri-dentate imine ligand for DNA interaction, antimicrobial, anticancer activities and molecular docking studies. Arabian Journal of Chemistry. 2020;13(1):649-670.

Ghosh T, Bandyopadhyay C, Bhattacharya S, Mukherjee G. Synthesis, spectral and electrochemical studies of mixed-ligand oxovanadium (IV) and oxovanadium (V) complexes incorporating the tridentate ONO donor schiff base derived from acetylacetone and benzoylhydrazine. Transition metal chemistry. 2004;29(4):444-450.

Bitu NA, Hossain S, Kader A, Islam MS, Haque MM, Hossen F, Asraf A. SBDTC Derived Schiff Base Metal Complexation: Synthesis, Physicochemical, and Spectral Studies with Antibacterial Activity. Russian Journal of General Chemistry. 2020;90:1529-1532.

Latif MA, Ahmed T, Hossain MS, Chaki BM, Abdou A, Kudrat-E-Zahan M. Synthesis, Spectroscopic Characterization, DFT Calculations, Antibacterial Activity, and Molecular Docking Analysis of Ni (II), Zn (II), Sb (III), and U (VI) Metal Complexes Derived from a Nitrogen-Sulfur Schiff Base. Russian Journal of General Chemistry. 2023;93(2):389-397.

Maurya MR, Khurana S, Schulzke C, Rehder D. Dioxo‐and oxovanadium (v) complexes of biomimetic hydrazone ono donor ligands: Synthesis, Characterisation, and Reactivity. European Journal of Inorganic Chemistry. 2001;2001(3):779-788.

Bitu MNA, Hossain MS, Asraf MA, Hossen MF. Synthesis, characterization and biological activity of oxovanadium (IV) complexes containing α-amino acid Schiff bases and 5, 6-dimethyl-1, 10-phenanthroline ligands. Croatica Chemica Acta. 2020;93(3):231-236.

Heravi MM, Amiri Z, Kafshdarzadeh K, Zadsirjan V. Synthesis of indole derivatives as prevalent moieties present in selected alkaloids. RSC advances. 2021;11 (53):33540-33612.

Bitu MNA, Hossain MS, Asraf MA, Hossen MF, Kudrat-E-Zahan M. Mixed Ligand Oxovanadium (IV) Complexes of 5,6-Dimethyl-1,10- phenanthroline and Amino Acid Schiff Bases Containing Salicylaldehyde: Synthesis and Characterization with Antibacterial Properties. African Journal of Pharmaceutical Sciences; 2021.

Sathyanarayana DN, Patel CC. Ligand series from VO stretching frequency of oxovanadium (IV) complexes. Journal of Inorganic and Nuclear Chemistry. 1968;30(1):207-212.

Dutta SK, Kumar SB, Bhattacharyya S, Tiekink ER, Chaudhury M. Intramolecular electron transfer in (BzImH)[(LOV) 2O](H2L= S-methyl 3-((2-Hydroxyphenyl) methyl) dithiocarbazate): A novel μ-Oxo dinuclear oxovanadium (IV/V) compound with a trapped-valence (V2O3) 3+ core. Inorganic Chemistry. 1997;36(22):4954-4960.

Bermejo-Barrera P, Beceiro-Gonzalez E, Bermejo-Barrera A, Bermejo-Martinez F. Determination of vanadium in water by electrothermal atomisation atomic absorption spectrometry after extraction with 8-hydroxyquinoline in isobutyl methyl ketone. Analyst. 1990;115(5):545-547.

Ahmed TT, Alajrawy OI. Oxovanadinum (IV) complexes with bidentate ligands synthesis, characterization, and comparison between experimental and theoretical. Materials Today: Proceedings. 2023;80:3823-3836.