Bis-imidazolium and benzimidazolium based gemini-type ionic liquids structure: synthesis and antibacterial evaluation

RSC Advances ◽  
2015 ◽  
Vol 5 (112) ◽  
pp. 92602-92617 ◽  
Author(s):  
Nassir N. Al-Mohammed ◽  
Yatimah Alias ◽  
Zanariah Abdullah

The incorporated benzenesulfonamide moiety and the active side substituents in di-imidazolium and benzimidazolium cations enhanced both antibacterial activity and miscibility for the synthesized gemini type ILs.

2021 ◽  
Vol 14 (1) ◽  
Author(s):  
Shihong Liu ◽  
Michael Gonzalez ◽  
Celine Kong ◽  
Scott Weir ◽  
Aaron M. Socha

Abstract Background Ionic liquids (ILs) are promising pretreatment solvents for lignocellulosic biomass, but are largely prepared from petroleum precursors. Benzaldehydes from depolymerized lignin, such as vanillin, syringaldehyde, and 4-methoxy benzaldehyde, represent renewable feedstocks for the synthesis of ionic liquids. We herein report syntheses of novel lignin-derived ionic liquids, with extended N-alkyl chains, and examine their melting points, cellulose dissolution capacities, and toxicity profiles against Daphnia magna and E. coli strain 1A1. The latter organism has been engineered to produce isoprenol, a drop-in biofuel and precursor for commodity chemicals. Results The new N,N-diethyl and N,N-dipropyl methyl benzylammonium ILs were liquids at room temperature, showing 75–100 °C decreased melting points as compared to their N,N,N-trimethyl benzylammonium analog. Extension of N-alkyl chains also increased antibacterial activity threefold, while ionic liquids prepared from vanillin showed 2- to 4-fold lower toxicity as compared to those prepared from syringaldehyde and 4-methoxybenzaldehyde. The trend of antibacterial activity for anions of lignin-derived ILs was found to be methanesulfonate < acetate < hydroxide. Microcrystalline cellulose dissolution, from 2 to 4 wt% after 20 min at 100 °C, was observed in all new ILs using light microscopy and IR spectroscopy. Conclusions Ionic liquids prepared from H-, S- and G-lignin oxidation products provided differential cytotoxic activity against E. coli and D. magna, suggesting these compounds could be tailored for application specificity within a biorefinery.


ChemInform ◽  
2010 ◽  
Vol 41 (42) ◽  
Author(s):  
Changdev Namdev Raut ◽  
Sandeep Madhukar Bagul ◽  
Ravindra Ashok Janrao ◽  
Sanjay Dashrath Vaidya ◽  
Bobba Venkata Siva Kumar ◽  
...  

2021 ◽  
Vol 325 ◽  
pp. 115125
Author(s):  
Md. Abrar Siddiquee ◽  
Juhi Saraswat ◽  
Khalid Imtiyaz ◽  
Ab Raouf Bhat ◽  
Farooq Ahmad Wani ◽  
...  

2002 ◽  
Vol 70 (3) ◽  
pp. 287-294 ◽  
Author(s):  
Khan M.S.Y. ◽  
Sharma S. ◽  
Husain A.

In order to check the antibacterial potential of bischalcones derived from 4,6-diacetyl resorcinol, a number of chalcone derivatives were synthesized by condensation with appropriate aromatic aldehydes. Out of these compounds 3b-i, 4a and 4b showed a good antibacterial activity. Methylation of the two chelated hydroxyls reduced the activity. However, oxidative cyclization of 3a and 3b resulted in compounds 4a and 4b which were found to be considerably active. The alternative method of synthesis of 4a and 4b via Baker-Venkatararnan rearrangement did not succeed.


2016 ◽  
Vol 88 (3) ◽  
pp. 422-433 ◽  
Author(s):  
Diana Hodyna ◽  
Vasyl Kovalishyn ◽  
Sergiy Rogalsky ◽  
Volodymyr Blagodatnyi ◽  
Kirill Petko ◽  
...  

Molecules ◽  
2014 ◽  
Vol 19 (8) ◽  
pp. 11741-11759 ◽  
Author(s):  
Mouslim Messali ◽  
Mohamed Aouad ◽  
Wael El-Sayed ◽  
Adeeb Al-Sheikh Ali ◽  
Taibi Ben Hadda ◽  
...  

Author(s):  
Sisay Awoke ◽  
Chalachew Gedamu

One of the Ethiopian endemic plants used traditionally as medicine for different diseases is Rumex abyssinicus. It is widely known as ‘Meqmeqo’ in Amharic. The aim of this study was to isolate and characterize compounds from the root of R. abyssinicus and to test their bioactivities of solvent fractions of the extract. The crude extract was extracted from dried powdered root of the plant with methanol. Then it was fractionated with n‑hexane and ethyl acetate with increasing polarity. The yellow powder obtained from ethyl acetate fractionation was applied to column chromatographic separation that led to the isolation of two compounds, diisobutyl phthalate and emodine. Finally, antibacterial evaluation of the ethyl acetate and methanol soluble portions were carried out against four pathogenic bacteria. Both methanol and ethyl acetate soluble portions inhibited all selected bacterial in better at high concentrations.


2021 ◽  
Author(s):  
Shihong Liu ◽  
Michael Gonzalez ◽  
Celine Kong ◽  
Scott Weir ◽  
Aaron Socha

Abstract Background: Ionic liquids (ILs) are promising pretreatment solvents for lignocellulosic biomass, but are largely prepared from petroleum precursors. Benzaldehydes from depolymerized lignin, such as vanillin, syringaldehyde, and 4-methoxy benzaldehyde, represent renewable feedstocks for the synthesis of ionic liquids. We herein report syntheses of novel lignin-derived ionic liquids, with extended N-alkyl chains, and examine their melting points, cellulose dissolution capacities, and toxicity profiles against Daphnia magna and E. coli strain 1A1. The latter organism has been engineered to produce isoprenol, a drop-in biofuel and precursor for commodity chemicals. Results: The new N,N-diethyl and N,N-dipropyl methyl benzylammonium ILs were liquids at room temperature, showing 75-100oC decreased melting points as compared to their N,N,N-trimethyl benzylammonium analog. Extension of N-alkyl chains also increased antibacterial activity 3-fold, while ionic liquids prepared from vanillin showed 2- to 4-fold lower toxicity as compared to those prepared from syringaldehyde and 4-methoxybenzaldehyde. The trend of antibacterial activity for anions of lignin-derived ILs was found to be methanesulfonate < acetate < hydroxide. Microcrystalline cellulose dissolution, from 2-4 wt% after 20 min at 100oC, was observed in all new ILs using light microscopy and IR spectroscopy.Conclusions: Ionic liquids prepared from H-, S- and G-lignin oxidation products provided differential cytotoxic activity against E.coli and D. magna, suggesting these compounds could be tailored for application specificity within a biorefinery.


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