Benzotriazole: An overview on its versatile biological behavior

Briguglio, Irene; Piras, Sandra; Corona, Paola; Gavini, Elisabetta; Nieddu, Maria; Boatto, Gianpiero; Carta, Antonio

doi:10.1016/j.ejmech.2014.09.089

Cited by 179 publications

(103 citation statements)

References 265 publications

(263 reference statements)

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“…The most promising heterocyclic compounds are azoles, [10][11][12][13][14] which are five-membered nitrogen heterocycles. The nitrogen-containing azole skeleton offers the advantage of two nitrogen heteroatoms in the ring, which has an important effect on structural modifications and biological interactions.…”

Section: Introductionmentioning

confidence: 99%

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Bozorov

Zhao

Aisa

2019

Bioorganic & Medicinal Chemistry

614

289

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A B S T R A C TThe 1,2,3-triazole ring is a major pharmacophore system among nitrogen-containing heterocycles. These fivemembered heterocyclic motifs with three nitrogen heteroatoms can be prepared easily using 'click' chemistry with copper-or ruthenium-catalysed azide-alkyne cycloaddition reactions. Recently, the 'linker' property of 1,2,3-triazoles was demonstrated, and a novel class of 1,2,3-triazole-containing hybrids and conjugates was synthesised and evaluated as lead compounds for diverse biological targets. These lead compounds have been demonstrated as anticancer, antimicrobial, anti-tubercular, antiviral, antidiabetic, antimalarial, anti-leishmanial, and neuroprotective agents. The present review summarises advances in lead compounds of 1,2,3-triazolecontaining hybrids, conjugates, and their related heterocycles in medicinal chemistry published in 2018. This review will be useful to scientists in research fields of organic synthesis, medicinal chemistry, phytochemistry, and pharmacology. Chemistry: synthesis and properties of the 1,2,3-triazolesThe general synthetic route of 1,2,3-triazoles using click chemistry is described in Scheme 1A. The most popular route to 1,2,3-triazoles is Cu(I)-catalysed Huisgen 1,3-dipolar cycloaddition, which is the https://doi.

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Section: Introductionmentioning

confidence: 99%

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Bozorov

Zhao

Aisa

2019

Bioorganic & Medicinal Chemistry

614

289

View full text Add to dashboard Cite

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“…唑类化合物是一类重要而特殊的杂环, 包括五元唑杂环(如咪唑类 [20] 、吡唑类 [21] 、噻唑类 [22] 、噁唑类 [23] 、三唑类 [24,25] 、四唑类 [26] 等)及其稠合唑杂环(如苯并噻唑类 [27] 、苯并咪唑类 [28,29] 、苯并三唑类 [30] 、咔唑类 [31,32] 等), 含有氮、氧和/或硫等多个杂原子, 具有芳香性和丰富的电子, 这种奇特结构不仅易通过多种非共价键力如配位键、氢键、范德华力、π-π 堆积、疏水与静电作用等多种非共价键…”

Section: 超分子化学是一个高度交叉的活跃研究领域在化学unclassified

Current Researches and Applications of Azole-BasedSupermolecules as Medicinal Agents

Cheng¹,

Wang²,

Addla³

et al. 2016

Chin. J. Org. Chem.

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Noncovalent bond forces-based supramolecular chemistry grows quite rapidly and has been revealed to have extensively potential applications and huge development values in chemistry, physics, materials and information science, medicine and so on. Azole compounds such as imidazoles, thiazoles, oxazoles, pyrazoles, triazoles, tetrazoles and carbazoles containing special nitrogen aromatic heterocyclic structure, can exert non-covalent forces to form supramolecular complexes with inorganic and/or organic compounds and exhibit broad biological activity. In recent years, heterocyclic azole-based supramolecular complexes have been expeditiously expanding in the field of medicine, and have become a quite hot topic. Combined with our work and referring to other literature in recent 5 years, this paper systematically reviews the researches and applications of azole-based supermolecules as medicinal agents including anticancer, antibacterial, antifungal, antiparasitic, antidiabetic, antihypertensive, anti-inflammatory drugs and other ones. Finally, the perspectives of the future development of azole-based supermolecules as medicinal agents are also presented.

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“…Moreover, 1,2,4 triazoles have been renowned scaffold in medicinal chemistry. It also reported infusion with different aromatic and heterocyclic rings to enhance biological activity such as quinoxalines , benzene , indole , pyridine , oxadiazoles , and piperazines . To get a synergetic effect of triazole and piperazines, fused heterocyclic compounds [1,2,4]triazolo[4,3‐ a ]piperazines were derived.…”

Section: Introductionmentioning

confidence: 99%

Microwave‐Assisted Synthesis and Antituberculosis Screening of Some 4‐((3‐(Trifluoromethyl)‐5,6‐dihydro‐[1,2,4]triazolo[4,3‐a]pyrazin‐7(8H)‐l)methyl)benzenamine Hybrids

Patil¹,

Shingare²,

Choudhari

et al. 2018

Journal of Heterocyclic Chem

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In the present investigation, a series of 4‐((3‐(trifluoromethyl)‐5,6‐dihydro‐[1,2,4]triazolo[4,3‐a]pyrazin‐7(8H)‐yl)methyl)benzenamine analogs 6a–o were synthesized and characterized by IR, NMR (1H and 13C), and mass spectra. All newly synthesized compounds 6a–o were prepared under conventional and microwave irradiation methods. These compounds obtained in higher yields and in shorter reaction times in the microwave irradiation method when compared with the conventional method. Synthesized compounds 6a–o were inspected for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Ra using an established XTT reduction menadione assay. Among the screened compounds, 6i (IC50: 1.82 μg/mL), 6j (IC50: 1.02 μg/mL), and 6k (IC50: 1.59 μg/mL) showed excellent activity. Furthermore, compound 6i showed MIC90 value of 16.02 μg/mL. In summary, the results indicate the identification of some novel, selective, and specific inhibitors against M. tuberculosis that can be explored further for the potential antitubercular drug.

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Benzotriazole: An overview on its versatile biological behavior

Cited by 179 publications

References 265 publications

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Current Researches and Applications of Azole-BasedSupermolecules as Medicinal Agents

Microwave‐Assisted Synthesis and Antituberculosis Screening of Some 4‐((3‐(Trifluoromethyl)‐5,6‐dihydro‐[1,2,4]triazolo[4,3‐a]pyrazin‐7(8H)‐l)methyl)benzenamine Hybrids

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