Synthesis, Characterization and Antimicrobial Activity of New Nucleoside Analogues from Benzotriazole

2016 ◽  
Vol 10 (3) ◽  
pp. 271-278
Author(s):  
Thanaa Al-muamin ◽  
◽  
Naeemah Al-lami ◽  
Suroor Rahman ◽  
Rana Ali ◽  
...  

Novel derivatives of 1-(´1, ´3, ´4, ´6-tetra benzoyl-β-D-fructofuranosyl)-1H- benzotriazole and 1-(´1, ´3, ´4, ´6-tetra benzoyl-β-D-fructofuranosyl)-1H-benzotriazole carrying Schiff bases moiety were synthesised and fully characterised. The protection of D-fructose using benzoyl chloride was synthesized, followed by nucleophilic addition/elimination between benzotriazole and chloroacetyl chloride to give 1-(1- chloroacetyl)-1H-benzotriazole. The next step was condensation reaction of protected fructose and 1-(1-chloroacetyl)-1H-benzotriazole producing a new nucleoside analogue. The novel nucleoside analogues underwent a second condensation reaction with different aromatic and aliphatic amines to provide new Schiff bases. The prepared analogues were characterised by FT-IR, 1H NMR, 13C NMR, HRMS(EI+) spectra. These analogues were tested against different bacteria to evaluate them as antimicrobial agents.

Author(s):  
Muhammad Pervaiz ◽  
Ikram Ahmad ◽  
Zohaib Saeed ◽  
Muhammad Sagir ◽  
Umer Younas ◽  
...  

: The enhanced applications of Schiff bases metal complexes of amino acid derivatives have captured the attention of researchers for the synthesis of leucine derivatives of Schiff bases metal complexes. Amino acids are considered to be essential part of food supplements as well as derivatives of Schiff bases in coordination chemistry due to their donor ability. The leucine derivatives Schiff bases ligand have been synthesized by condensation reaction between amine of leucine with aldehyde or ketone bearing molecules attached with them. These complexes were characterized by different spectroscopic tools in order to confirm their structural geometries. The structural geometries are considered to be very important in order to improve the antimicrobial potential of leucine derivative metal complexes. By taking into account the antimicrobial potential of titled compounds, a comprehensive review of leucine derivatives of Schiff bases metal complexes has been compiled.


Author(s):  
Anil S. Rathod ◽  
Shivakumar S. Godipurge ◽  
Jaiprakash S. Biradar

Objective: The aim of this study was to the synthesis of indole, coumarinyl and pyridinyl derivatives of isoniazid as potent anti-TB and antimicrobial agents and their molecular docking studies.Methods: The structures of the newly synthesized compounds were confirmed by FT-IR, 1HNMR, and Mass spectroscopic methods and to evaluate the biological studies like anti-TB, antimicrobial and antioxidant activities. The mode of action of these active compounds was carried out by molecular docking studies.Results: Among all the synthesized compounds tested 5d was found to be the most active with M. tuberculosis H37Rv strain at 12.5µg/ml, 5b at 25µg/ml, 4d was found to be the most active with S. typhi, S. aureus and A. Nizer, 5a with A. Oryzae, 5c with A. terrous and A. Flavous and 5d with Shegella at 100µg/ml and some of the compounds like 4d, 5a, 5b and 5d have shown promising antioxidant properties.Conclusion: All the synthesized compounds have exhibited promising anti-TB, antimicrobial and antioxidant activities. 


2011 ◽  
Vol 2011 ◽  
pp. 1-10 ◽  
Author(s):  
Kiran Singh ◽  
Yogender Kumar ◽  
Parvesh Puri ◽  
Chetan Sharma ◽  
Kamal Rai Aneja

A series of cobalt, nickel, copper, and zinc complexes of bidentate Schiff bases derived from the condensation reaction of 4-amino-5-mercapto-3-methyl/ethyl-1,2,4-triazole with 2,4-dichlorobenzaldehyde were synthesized and tested as antimicrobial agents. The synthesized Schiff bases and their metal complexes were characterized with the aid of elemental analyses, magnetic moment measurements, spectroscopic and thermogravimetric techniques. The presence of coordinated water in metal complexes was supported by infrared and thermal gravimetric studies. A square planar geometry was suggested for Cu(II) and octahedral geometry proposed for Co(II), Ni(II), and Zn(II) complexes. The Schiff bases and their metal complexes have been screened for antibacterial (Pseudomonas aeruginosa, Bacillus subtilis) and antifungal activities (Aspergillus niger, A. flavus). The metal complexes exhibited significantly enhanced antibacterial and antifungal activity as compared to their simple Schiff bases.


2009 ◽  
Vol 6 (4) ◽  
pp. 1133-1138 ◽  
Author(s):  
Niti Bhardwaj ◽  
S. K. Saraf ◽  
Pankaj Sharma ◽  
Pradeep Kumar

1,3,4-Oxadiazoles show various biological activities and have been synthesized from different compounds. 1,3,4-oxadiazole is popularly known for its antimicrobial, anti-inflammatory, pesticidal and antihypertensive activitiesetc. It is well known that the synthesis of heterocyclic compounds tend to contain multi-structure in a molecule. The ring formation involves the condensation reaction. The challenge is to develop the ring system by incorporating the indole nucleus into it through the proposed reaction scheme. There are two free positions for the substitution in the oxadiazole ring system. In this study, it was planned to incorporate the oxadiazole ring system into indole ring. Synthesis of derivatives of 1,3,4-oxadiazoles from different benzaldehydes Characterization of the synthesized compounds along with their antimicrobial activity on different strains.


2019 ◽  
Vol 32 (1) ◽  
pp. 56
Author(s):  
Aziz Latif Jarallah ◽  
Khalid Fahad Ali ◽  
Raied Mustafa Shakir ◽  
Shaimaa Abed Saoud

The compound 2,2'-(((1H-benzo(d)imidazol-2-yl)methyl)azanediyl)bis(ethan-1-ol) was reacted with benzyl bromide to afford compound (1) which used as row material to prepare a series of compounds through condensation reaction, the starting compound were reacted with tosyl chloride to protect the OH group  to afford compound 2, then reacted benzyl bromide to produce compound (2), then the compound (2) treated with three compounds ( 2-mercaptobenzthiazole, 2-mercaptobenimidazol and 2-chloromethyl benzimidazole) to form compounds 3a,b, 4a,b and 5a,b respectively. In the another step the click reaction of compound 2,2'-(((1H-benzo(d)imidazol-2-yl)methyl)azanediyl)bis(ethan-1-ol) with Propargyl bromide produce compound  6  which reacted with sodium azide or benzyl azide to afford the compounds 7 and 8. The synthesized compounds were characterized and measured the physical properties via the FT-IR, HNMR, besides to the CHN analysis. These newly compounds were screened their antibacterial and antifungal activity. Compounds 1, 2a and 8 showed significant   antibacterial activity as well these compounds exhibited either low or moderated antifungal activity.


2021 ◽  
Vol 19 (9) ◽  
pp. 88-96
Author(s):  
Marwa Abdulameer Mseer ◽  
Khudheyer Jawad ◽  
Yahya Al-Khafaji

Heterocyclic compounds were prepared from Schiff bases triester derivatives, the first step was included, p- aminobenzoic acids convert to p-amino benzoyl chloride in the presence of thionyl chloride then glycerol was added to form triesters compound A. second step reaction of triester product with the 4-nitrobenzaldehyde, and 3-amino benzaldehyde to produce M1, and M2. The third step. Involve reacted Schiff bases triester derivatives to give heterocyclic compounds M1S, M1A, M2P, and M2K. The structure of all compounds is monitored by (TLC), and identified by many techniques 1HNMR, FT-IR, and melting point.


This work includes Synthesis of new series of sulfa drugs derived from sulfamethoxazole containing substituted Imidazolidine moiety. These compounds expected to have antibacterial activity, due to their Imidazolidine moiety This work includes synthesis of some new Schiff bases (II1-5) by condensation of sulfamethoxazole drug(I) with some aldehydes (1-5) (benzaldehyde, p-chloro benzaldehyde, p-nitro benzaldehyde, p-hyroxy benzaldehyde and p-N, N-dimethyl amino benzaldehyde). These Schiff bases were found to react with glycine, to prepared new imidazolidine derivatives (III1-5). The prepared compounds were characterized by physical properties, FT-IR and of the 1H-NMR spectroscopy. The preliminary study of antibacterial activity of final compounds has considered by well diffusion method. The tested compounds displayed effect against gram negative bacteria:( Acinetobacter species and Pseudomonas aeruginosa) and gram-positive bacteria (Streptococcus pyougenes and Staphylococcus aureus bacteria), which compared to DMSO as control, and good activity compared to sulfamethoxazole as standard.


Author(s):  
Charity W. Dikio ◽  
Ikechukwu P. Ejidike ◽  
Fanyana M. Mtunzi ◽  
Michael J. Klink ◽  
Ezekiel D. Dikio

Objective: The study was focused on the synthesis and spectroscopic studies of metal acetylacetonates and their complexes using bidentate Schiff-base ligands (NO), evaluation of their in-vitro antibacterial potentials against pathogenic microorganism.Methods: Acetylacetonate salts of Cobalt(II), Manganese(II) and Magnesium(II) were prepared by reacting their metal hydroxides with acetylacetone. The metal complexes of N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-4-nitrobenzohydrazide (HL1), N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-4-methoxybenzohydrazide (HL2) obtained from the condensation reaction of 4-(diethylamino)-2-hydroxybenzaldehyde and 4-nitrobenzohydrazide/ or 4-methoxybenzohydrazide. The synthesized compounds were characterized by fourier transform infrared spectroscopy (FT-IR), proton and carbon-13 nuclear magnetic resonance (NMR), thermogravimetric analysis (TGA). The compounds were screened for their antimicrobial properties against a list of Gram-positive bacterial strains.Results: The FT-IR spectra revealed that the Schiff bases acts as bidentate chelating ligand via nitrogen of the azomethine and phenolic oxygen atoms. NMR reveal the presence of azomethine (HC=N) and aromatic hydrogens at expected chemical shifts confirming the formation of the Schiff base ligands. Thermal decomposition behaviour was studied by thermogravimetry revealing stability up to 260 °C. The compounds were evaluated for their antibacterial potentials against Staphylococcus aureus and Enterococcus faecalis. The manganese acetylacetonato(N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-4-methoxybenzohydrazide: Mn(acac)(L2) exhibited antimicrobial activities against both Enterococcus faecalis and Staphylococcus aureus with a minimum inhibitory concentration (MIC) of 398.0 μg/mL.Conclusion: The prepared compounds showed no inhibition against the selected pathogenic microorganisms except for Mn(acac)(L2) Standard antibacterial compounds: ampicillin and ciprofloxacin were used as positive control. The antibacterial activity of the compound depends on the kind of substituent on the benzo hydrazide rings at the para position, thereby suggesting the compound as promising chemotherapeutic agents for further structural optimization. 


2017 ◽  
Vol 14 (3) ◽  
pp. 564-574 ◽  
Author(s):  
Baghdad Science Journal

In this research four steps of the new derivatives of Naproxen drug have been made which are known as a high medicinal effectiveness; the first step involved converting Naproxen into the corresponding ester (A) by reaction Naproxen with methanol absolute in presence H2SO4. While the second step involved treatment methyl Naproxen ester (A) with hydrazine hydrate 80% in presence of ethanol .The third reaction requires synthesis of Schiff bases (C1-C10) by condensation. of Naproxen hydrazide (B) with many substituted aromatic aldehydes . Finally, the fourth step synthesized new tetrazole derivatives ( D1- D10) by the reaction of the prepared Schiff bases (in the third step) with Sodium azide in THF as a solvent .The prepared compounds were characterized by physical properties ,(FT-IR) ,UV, and somewhat of them by 1H-NMR, 13C-NMR spectroscopy.


2021 ◽  
Vol 2063 (1) ◽  
pp. 012010
Author(s):  
H D Hanoon ◽  
H A Abd Al Hussain ◽  
S K Abass

Abstract The present study included the synthesis of two series of heterocyclic compounds, azetidin-2-one and 1,3-oxazepine derivatives. All synthesized compounds were characterized using FT-IR and 1H NMR spectra. The study was divided into two parts. The first synthesis Schiff bases derivatives (1-4) via the condensation reaction of 1,1′-biphenyl-4,4′-diamine (A) with benzaldehyde derivatives (2,5-dimethoxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde, furan-2-carbaldehyde and 3-hydroxybenzaldehyde). The second synthesis azetidine-2-one derivatives (5-8) from the reaction of Schiff bases with chloroacetyl chloride. Schiff bases also reacted with maleic anhydride to yield 1,3-oxazepine derivatives (9-12).


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