Synthesis of new 1,4-disubstituted 1,2,3-triazoles using the CuAAC reaction and determination of their antioxidant activities

Lima, Josefa Aqueline da Cunha; Silva, Jadson de Farias; Santos, Cosme Silva; Caiana, Rodrigo R A; Moraes, Marcílio Martins de; Câmara, Cláudio A. G. da; Freitas, Juliano Carlo Rufino

doi:10.1590/0001-3765202120201672

Cited by 7 publications

(3 citation statements)

References 33 publications

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“…Josefa Lima et al ., 48 He created a novel class of 1,4disubstituted 1,2,3-triazoles, and their antioxidant activity is described in this study. These chemicals were produced semi-synthetically by using the Cu(I)-catalyzed azidealkyne cycloaddition (CuAAC) reaction between ethyl 2-azidoacetate and terminal acetylenes taken from the natural products carvacrol, eugenol, isovanillin, thymol, and vanillin.…”

Section: Antioxidant Activitymentioning

confidence: 99%

A Review on 1,2,3 - Triazole & Piperazine Derivatives with Various Biological Activities

Loganathan,

Krishnan,

Vachala

et al. 2023

JOPCR

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The largest family of organic molecules in organic chemistry are heterocyclic compounds. A heterocyclic compound is created when an oxygen, nitrogen, sulphur, or atom of a similar element is included in place of a carbon atom. Heterocyclic compounds play a crucial role in daily living. It has a wide scope of uses in agrochemicals and medicinal chemistry. One of a pair of chemical compounds known as triazoles and Piperazine, with the molecular formula C2H3N3 and C5H5N. A fundamental aromatic heterocyclic scaffold is 1,2,3-triazole and piperazine. Because of its structural characteristics, these moiety’s are valuable in material science and due to its extensive application in chemistry, these can also be synthesized from readily available compounds. This literature review sheds light on the fact that 1,2,3-triazole and piperazine of hetero compounds are profoundly receptive and are known to possess potent diverse activities like, analgesic, anti-HIV, antimalarial, antiviral, anti-inflammatory, anticancer, antibacterial, antifungal, anthelmintic, and so forth. In conclusion numerous biological actions of the Piperazine and 1,2,3-Triazole derivatives of heterocyclic compounds were detailed and reviewed in this review. Keywords: 1,2,3 - Triazole; Biological activities; Piperazine; Anticancer Activity

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Section: Antioxidant Activitymentioning

confidence: 99%

A Review on 1,2,3 - Triazole & Piperazine Derivatives with Various Biological Activities

Loganathan,

Krishnan,

Vachala

et al. 2023

JOPCR

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“…Cunha Lima and co-workers 86 described a synthesis of 1,4-disubstituted triazoles 151 from ethyl 2-azidoacetate 149 and terminal alkyne 150 in the presence of CuSO 4 ·5H 2 O, sodium ascorbate (NaASc), and EtOH/H 2 O (1:1) at RT ( Scheme 31 ). 149 was synthesized by azidation of ethyl 2-bromoacetates 147 and 150 synthesized from a natural product by a propargylation reaction.…”

Section: Synthesis Of 123-triazole Via Metal-catalyzed Azide–alkyne C...mentioning

confidence: 99%

Versatile Synthetic Platform for 1,2,3-Triazole Chemistry

Vala

Patel

2022

ACS Omega

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1,2,3-Triazole scaffolds are not obtained in nature, but they are still intensely investigated by synthetic chemists in various fields due to their excellent properties and green synthetic routes. This review will provide a library of all synthetic routes used in the past 21 years to synthesize 1,2,3-triazoles and their derivatives using various metal catalysts (such as Cu, Ni, Ru, Ir, Rh, Pd, Au, Ag, Zn, and Sm), organocatalysts, metal-free as well as solvent- and catalyst-free neat syntheses, along with their mechanistic cycles, recyclability studies, solvent systems, and reaction condition effects on regioselectivity. Constant developments indicate that 1,2,3-triazoles will help lead to future organic synthesis and are useful for creating molecular libraries of various functionalized 1,2,3-triazoles.

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“…This reaction typically requires the use of a copper (I) catalyst, such as copper (I) chloride, and is typically carried out in the presence of a ligand, such as 1,10phenanthroline, to optimize the reaction conditions. The reaction is typically carried out in a polar solvent, such as dimethylformamide or dimethyl sulfoxide, at room temperature or slightly elevated temperatures [136,137].…”

mentioning

confidence: 99%

Development of Essential Oil Delivery Systems by ‘Click Chemistry’ Methods: Possible Ways to Manage Duchenne Muscular Dystrophy

Kaspute,

Arunagiri,

Alexander

et al. 2023

Materials

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Recently, rare diseases have received attention due to the need for improvement in diagnosed patients’ and their families’ lives. Duchenne muscular dystrophy (DMD) is a rare, severe, progressive, muscle-wasting disease. Today, the therapeutic standard for treating DMD is corticosteroids, which cause serious adverse side effects. Nutraceuticals, e.g., herbal extracts or essential oils (EOs), are possible active substances to develop new drug delivery systems to improve DMD patients’ lives. New drug delivery systems lead to new drug effects, improved safety and accuracy, and new therapies for rare diseases. Herbal extracts and EOs combined with click chemistry can lead to the development of safer treatments for DMD. In this review, we focus on the need for novel drug delivery systems using EOs as the therapy for DMD and the potential use of click chemistry for drug delivery systems. New EO complex drug delivery systems may offer a new approach for improving muscle conditions and mental health issues associated with DMD. However, further research should identify the potential of these systems in the context of DMD. In this review, we discuss possibilities for applying EOs to DMD before implementing expensive research in a theoretical way.

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Synthesis of new 1,4-disubstituted 1,2,3-triazoles using the CuAAC reaction and determination of their antioxidant activities

Cited by 7 publications

References 33 publications

A Review on 1,2,3 - Triazole & Piperazine Derivatives with Various Biological Activities

A Review on 1,2,3 - Triazole & Piperazine Derivatives with Various Biological Activities

Versatile Synthetic Platform for 1,2,3-Triazole Chemistry

Development of Essential Oil Delivery Systems by ‘Click Chemistry’ Methods: Possible Ways to Manage Duchenne Muscular Dystrophy

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