Synthesis of Imidazole Derivatives and Their Biological Activities

Hernández-Romero, Delia; Heredia, Víctor E. Torres; García-Barradas, Óscar; López, Ma. Elizabeth Márquez; Pavón, Esmeralda Sánchez

doi:10.15640/jcb.v2n2a3

Cited by 31 publications

(9 citation statements)

References 21 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1, they possess single cationic charge on benzothiazolium moiety, varied length of linker R (2 or 4 carbon atoms) attached to the nitrogen atom and to the substituent with different electronic nature (an azole rings against aliphatic ethyl chain). Azole moieties such as imidazole [73,[99][100][101] and triazole [74,75,[102][103][104] are important pharmacophores occurring widely in various…”

Section: Ligandsmentioning

confidence: 99%

Carbazole ligands as c-myc G-quadruplex binders

Głuszyńska

Juskowiak

Kuta-Siejkowska

et al. 2018

International Journal of Biological Macromolecules

View full text Add to dashboard Cite

The interactions of c-myc G-quadruplex with three carbazole derivatives were investigated by UV-Vis spectrophotometry, fluorescence, CD spectroscopy, and molecular modeling. The results showed that a combination of carbazole scaffold functionalized with ethyl, triazole and imidazole groups resulted in stabilization of the intramolecular G-quadruplex formed by the DNA sequence derived from the NHE III region of c-myc oncogene (Pu22). Binding to the G-quadruplex Pu22 resulted in the significant increase in fluorescence intensity of complexed ligands 1-3. All ligands were capable of interacting with G4 DNA with binding stoichiometry indicating that two ligand molecules bind to G-quadruplex with comparable affinity, which agrees with binding model of end-stacking on terminal G-tetrads.

show abstract

Section: Ligandsmentioning

confidence: 99%

Carbazole ligands as c-myc G-quadruplex binders

Głuszyńska

Juskowiak

Kuta-Siejkowska

et al. 2018

International Journal of Biological Macromolecules

View full text Add to dashboard Cite

show abstract

“…4). Imidazole, N-trifluoroacetyl an antibacterial and antifungal [22] compound also found by comparing the mass spectrum of compounds from NIST (Figs. 5 and 6).…”

Section: Discussionmentioning

confidence: 80%

Chromatography-Based Partial Purification and Characterization of Antimicrobial Compound Isolated From a Terrestrial Streptomyces

Sudha

Vasudevan

2018

Asian J Pharm Clin Res

View full text Add to dashboard Cite

Objectives: A potent Streptomyces strain isolated from garden soil samples of Sathyabama University, Chennai, and the characterization and its antimicrobial activity was reported previously. This report deals with partial purification and characterization of the partially purified antimicrobial compound by liquid chromatography-mass spectrum (LC-MS) method. Method:The crude extract was characterized by ultra violet-visible spectrum (UV) and Fourier transform infrared spectroscopy (FTIR) subsequently partial purification was done by thin-layer chromatography, and the bands were used for LC-MS analysis. The obtained mass spectrum was searched in NIST for species data by molecular weight. The compound was identified by comparing the mass spectrum with the known compounds mass spectrum having 98-100% identical. The biological activity of the identified compound was searched in PubChem. Results:The UV and FTIR spectrum indicate the presence of hydroxyl group, aliphatic chain, aromatic, aliphatic amines, and ethers in the crude extract. The LC-MS spectrum revealed the presence of 12 compounds in high intensity resembling antimicrobial compounds such as imidazole, N-trifluoroacetyl, cyclohexane, 2-nitro, and stigmasterol. Conclusion:The instrumental analysis shows the presence of 14 different compounds, and PubChem compound search shows these compounds having various biological activities including antibacterial, antifungal, anticancer, antitumor, and antidepressant. This report insists us further to evaluate the anticancer, antitumor, and antitrypanosomal activities of the partially purified compound.

show abstract

“…The 1,3-diazole and it's containing compounds shows a lot of therapeutic activities such as analgesics, antifungal, antihypertensive, antiobesity, antitumor [ 3 ], antiviral, anthelmintic, antitubercular [ 4 ], antiulcer, antihistaminic [ 13 ], anti-inflammatory, antidepressant [ 14 ]. antidiabetic [ 15 ], anticonvulsant [ 16 ], antiallergic [ 7 ], antirheumatic [ 17 ], antiasthmatic, alpha-blockers [ 18 ], antiprotozoal [ 19 ], antiaging, anticoagulant, antimalarial [ 20 ], and antiamoebic activity [ 21 ] etc.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and therapeutic potential of imidazole containing compounds

2021

View full text Add to dashboard Cite

Imidazole is a five-membered heterocyclic moiety that possesses three carbon, two nitrogen, four hydrogen atoms, and two double bonds. It is also known as 1, 3-diazole. It contains two nitrogen atoms, in which one nitrogen bear a hydrogen atom, and the other is called pyrrole type nitrogen. The imidazole name was reported by Arthur Rudolf Hantzsch (1857–1935) in 1887. 1, 3-diazole is an amphoteric in nature i.e. it shows both acidic and basic properties. It is a white or colorless solid that is highly soluble in water and other polar solvents. Due to the presence of a positive charge on either of two nitrogen atom, it shows two equivalent tautomeric forms. Imidazole was first named glyoxaline because the first synthesis has been made by glyoxal and ammonia. It is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. The derivatives of 1, 3-diazole show different biological activities such as antibacterial, antimycobacterial, anti-inflammatory, antitumor, antidiabetic, anti-allergic, antipyretic, antiviral, antioxidant, anti-amoebic, antihelmintic, antifungal and ulcerogenic activities, etc. as reported in the literature. There are different examples of commercially available drugs in the market which contains 1, 3-diazole ring such as clemizole (antihistaminic agent), etonitazene (analgesic), enviroxime (antiviral), astemizole (antihistaminic agent), omeprazole, pantoprazole (antiulcer), thiabendazole (antihelmintic), nocodazole (antinematodal), metronidazole, nitroso-imidazole (bactericidal), megazol (trypanocidal), azathioprine (anti rheumatoid arthritis), dacarbazine (Hodgkin's disease), tinidazole, ornidazole (antiprotozoal and antibacterial), etc. This present review summarized some pharmacological activities and various kinds of synthetic routes for imidazole and their derived products.

show abstract

Synthesis of Imidazole Derivatives and Their Biological Activities

Cited by 31 publications

References 21 publications

Carbazole ligands as c-myc G-quadruplex binders

Carbazole ligands as c-myc G-quadruplex binders

Chromatography-Based Partial Purification and Characterization of Antimicrobial Compound Isolated From a Terrestrial Streptomyces

Synthesis and therapeutic potential of imidazole containing compounds

Contact Info

Product

Resources

About