Efficiency of Salen Functionalized Ionic Liquids and their Application towards Biological Activity

DOI:

https://doi.org/10.37285/ijpsn.2020.13.4.8

Authors

  • C. Isac Sobanara
  • M. Antilin Princela

Abstract

Schiff bases were often used as chelating ligands for the stabilization of metal ions with various oxidation states. It is called privileged ligands, due to their own peculiar capacity to make a four and six coordinated salen complex to stabilize the metal ions. On the other hand, Ionic liquid (IL) also plays a key material in engineering and scientific fields. Due to their own physiochemical properties and widespread applications in different areas of research. It has been recently found that, the suitable choice and appropriate size of cation and anion can alter the geometry of ILs and it directly influenced the biological activity of ILs. Herein ionic liquid tagged new salen complexes of first row transition metals such as Fe, Co, Ni, Cu and Zn have been synthesized successfully and characterized. The structure of synthesized salen complexes were studied by UV, FT-IR, NMR and Mass spectroscopic techniques. Metal complexes play a vital role in drug discovery since ancient times. Especially, these complexes can interact with the cell membrane and make the morphological changes in the affected site. Moreover, the efficiency of salen complexes were assessed by antimicrobial and antifungal studies. Among all the IL tagged salen complexes the Ionic liquid tagged cobalt salen complexes was very effective against the tested microorganisms.

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

Keywords:

Schiff bases, Ionic liquids, Morphological changes, Antimicrobial, Antifungal activity

Downloads

Published

2020-07-12

How to Cite

1.
Sobanara CI, Princela MA. Efficiency of Salen Functionalized Ionic Liquids and their Application towards Biological Activity. Scopus Indexed [Internet]. 2020 Jul. 12 [cited 2024 Dec. 21];13(4):5020-7. Available from: https://ijpsnonline.com/index.php/ijpsn/article/view/1050

Issue

Section

Research Articles

References

Adams M, deKock C, Smith PJ, Land KM, Liu N, Hopper M, Hsiao A, Burgoyne AR, Stringer T, Meyer M and Wiesner L (2015). Improved antiparasitic activity by incorporation of organosilane entities into half-sandwich ruthenium (II) and rhodium (III) thiosemicarbazone complexes. Dalton Trans 44(5): 2456-2468.

Akine S and Nabeshima T (2005). Novel thiosalamo ligand as a remarkably stable N2S2 salen-type chelate and synthesis of a nickel (II) complex. Inorg Chem 44(5): 1205-1207.

Bauer AW, Kirby WM, Sherris JC and Turck M (1966). Antibiotic susceptibility testing by a standardized single disk method. Am j clin path 45(4): 493-496.

Canpolat E and Kaya M (2004). Studies on mononuclear chelates derived from substituted Schiff-base ligands (part 2): synthesis and characterization of a new 5-bromosalicyliden-p-aminoaceto-phenoneoxime and its complexes with Co (II), Ni (II), Cu (II) and Zn (II). J Coord Chem 57(14): 1217-1223.

Cozzi PG (2004). Metal–Salen Schiff base complexes in catalysis: practical aspects. Chem Soc Rev 33(7): 410-421.

Egorova KS, Gordeev EG and Ananikov VP (2017). Biological activity of ionic liquids and their application in pharmaceutics and medicine. Chem Rev 117(10): 7132-7189.

Gagne RR, Ingle DM and Lisensky GC (1981). Metal oxidation state and imine vibrational frequencies of reduced copper and nickel tetraimine macrocyclic ligand complexes. Inorg Chem 20(7): 1991-1993.

Kristiansson O (2001). Unusual manifestation of closed-shell interactions in silver (I) complexes: Crystal structure of catena-bis (4-aminobenzoato) disilver (I) acetone solvate with ligand unsupported chains of repeated rhombohedral Ag4 units. Inorg Chem 40(20): 5058-5059.

Lim JH, Jeong Y, Song SH, Ahn JH, Lee JR and Lee SM (2018). Penetration of an antimicrobial zinc-sugar alcohol complex into Streptococcus mutans biofilms. Sci Rep 8(1): 16154.

Liu QS, Yang M, Li PP, Sun SS, Welz-Biermann U, Tan ZC and Zhang QG (2011). Physicochemical properties of ionic liquids [C3py][NTf2] and [C6py][NTf2]. J Chem Eng Data 56(11): 4094-4101.

Madanagopal A, Periandy S, Gayathri P, Ramalingam S, Xavier S and Ivanov V (2017). Spectroscopic and computational investigation of the structure and pharmacological activity of 1-benzylimidazole. J Taibah Univ Sci 11(6): 975-996.

Matsunaga S and Shibasaki M (2014). Recent advances in cooperative bimetallic asymmetric catalysis: dinuclear Schiff base complexes. Chem Commun 50(9): 1044-1057.

Mukherjee P, Drew MG, Gomez-Garcia CJ and Ghosh A (2009). The crucial role of polyatomic anions in molecular architecture: structural and magnetic versatility of five nickel (II) complexes derived from AN, N, O-donor schiff base ligand. Inorg Chem 48(13): 5848-5860.

Naik PU, McManus GJ, Zaworotko MJ and Singer RD (2008). Salicylaldoxime and salen containing imidazolium ionic liquids for biphasic catalysis and metal extractions. Dalton Trans (36): 4834-4836.

Nath M, Saini PK and Kumar A (2009). Synthesis, structural characterization, biological activity and thermal study of tri- and diorganotin (IV) complexes of Schiff base derived from 2-aminomethylbenzimidazole. Appl Organometal Chem 23(11): 434-445.

Nejo AA, Kolawole GA and Nejo AO (2010). Synthesis, characterization, antibacterial and thermal studies of unsymmetrical Schiff-base complexes of cobalt (II). J Coord Chem 63(24): 4398-4410.

Pinchas S (1972). The CO stretching frequency of hydrated isotopic phenolate ions. Spectrochimica Acta Part A 28(4): 801-802.

Ranjan P, Kitawat BS and Singh M (2014). 1-Butylimidazole-derived ionic liquids: synthesis, characterisation and evaluation of their antibacterial, antifungal and anticancer activities. RSC Adv 4(96): 53634-53644.

Sutradhar M, Kirillova MV, da Silva MFCG, Liu CM and Pombeiro AJ (2013). Tautomeric effect of hydrazone Schiff bases in tetranuclear Cu (II) complexes: Magnetism and catalytic activity towards mild hydrocarboxylation of alkanes. Dalton Trans 42(47): 16578-16587.

Wang X and Andrews L (2006). Infrared spectra of M (OH) 1, 2, 3 (M= Mn, Fe, Co, Ni) molecules in solid argon and the character of first row transition metal hydroxide bonding. The J Phys Chem A 110(33): 10035-10045.

Yamada T and Mizuno M (2018). Characteristic Spectroscopic Features because of Cation–Anion Interactions Observed in the 700–950 cm–1 Range of Infrared Spectroscopy for Various Imidazolium-Based Ionic Liquids. ACS Omega 3(7): 8027-8035.

Yu C, Jiao L, Zhang P, Feng Z, Cheng C, Wei Y, Mu X and Hao E (2014). Highly fluorescent BF2 complexes of hydrazine–Schiff base linked bispyrrole. Org Lett 16(11): 3048-3051.

Zheng W, Tan R, Yin S, Zhang Y, Zhao G, Chen Y and Yin D (2015). Ionic liquid-functionalized graphene oxide as an efficient support for the chiral salen Mn (III) complex in asymmetric epoxidation of unfunctionalized olefins. Catal Sci Technol 5(4): 2092-2102.

Zhou MD, Zhao J, Li J, Yue S, Bao CN, Mink J, Zang SL and Kühn FE (2007). MTO Schiff‐Base Complexes: Synthesis, Structures and Catalytic Applications in Olefin Epoxidation. Chem Eur J 13(1): 158-166.