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. 


2018 ◽  
Vol 5 (1) ◽  
pp. 24-35 ◽  
Author(s):  
Neha Mathur ◽  
Nisha Jain ◽  
A.K. Sharma

Background: Heterocyclic complexes in the current era are aimed at evaluating as new products that possess wide biological, pharmacological, agricultural, medicinal, industrial applications and many more highly significant uses. Although they have been known from long ago for their great biocidal significance, still the researchers pay a great attention for profiling the pharmacological view of novel macrocycles like benzothiazoles. Increasing number of microbial infectious diseases and resistant pathogens create a demand and urgency to develop novel, potent, safe and improved variety of antimicrobial agents. Objective: This initiates a task for current chemistry to synthesize compounds that show promising activity as therapeutic agents with lower toxicity. It is very necessary to introduce new and biologically safe and active drugs eco-friendly in nature and effective as antimicrobial agents. Methods: Transition metal complexes share an important place in this regards. Therefore in this paper we report the synthesis and characterization of transition metal complex of N/S ligand by FT-IR, NMR, ESR, elemental analysis, conductometric and magnetic moment measurements. The synthesized metal complexes were successfully investigated for biological activities namely antifungal. Results: Based on the results we pronounced biocidal activities of the novel complexes. Concerned complexes contribute diverse applications by being more economical, harmless, non -toxic and eco-environmental friendly.


Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2143 ◽  
Author(s):  
Guoxiong Hua ◽  
David Cordes ◽  
Junyi Du ◽  
Alexandra Slawin ◽  
J. Woollins

Reacting aroyl chlorides with an equivalent of potassium selenocyanate, followed by treating with an equivalent of 1,2,4-tri-tert-butylaniline at room temperature, resulted in the expected selenoureas and unusual diselenazoles. The selenation of selenourea by Woollins Reagent gave a new selenoformamide. Nucleophilic addition of selenoureas with acyl bromides led to the formation of new carbamimidoselenoates rather than the expected 1,3-selenazoles. The novel compounds prepared were characterised spectroscopically and crystallographically.


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