4 β -amidotriazole linked podophyllotoxin congeners: DNA topoisomerase-IIα inhibition and potential anticancer agents for prostate cancer

Reddy, Velma Ganga; Bonam, Srinivasa Reddy; Reddy, T. Srinivasa; Akunuri, Ravikumar; Naidu, V.G.M.; Nayak, V. Lakshma; Bhargava, Suresh K.; Kumar, Halmuthur M. Sampath; Srihari, P.; Kamal, Ähmed

doi:10.1016/j.ejmech.2017.12.050

Cited by 55 publications

(24 citation statements)

References 50 publications

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“…1,2,3-Triazole-containing epipodophyllotoxin derivatives 20 (IC 50 : 0.97-34.46 μm, MTT assay) exhibit considerable activity against A549 cells, and an SAR study implies that introduction of a carbon spacer between 1,2,3-triazole and phenyl ring reduces the activity (Reddy et al, 2018). Compounds 20a-e (IC 50 : 0.97-1.96 μm) possess higher activity than the references podophyllotoxin (IC 50 : 4.60 μm) and etoposide (IC 50 : 1.97 μm), and the cytotoxicity (IC 50 : 53.86-89.04 μm) toward NIH/3T3 cells is much lower.…”

Section: 23-triazole-containing Podophyllotoxin/ Epipodophyllotoxin Derivativesmentioning

confidence: 99%

1,2,3-Triazole-Containing Compounds as Anti–Lung Cancer Agents: Current Developments, Mechanisms of Action, and Structure–Activity Relationship

Liang

Sun

et al. 2021

Front. Pharmacol.

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Lung cancer is the most common malignancy and leads to around one-quarter of all cancer deaths. Great advances have been achieved in the treatment of lung cancer with novel anticancer agents and improved technology. However, morbidity and mortality rates remain extremely high, calling for an urgent need to develop novel anti–lung cancer agents. 1,2,3-Triazole could be readily interact with diverse enzymes and receptors in organisms through weak interaction. 1,2,3-Triazole can not only be acted as a linker to tether different pharmacophores but also serve as a pharmacophore. This review aims to summarize the recent advances in 1,2,3-triazole–containing compounds with anti–lung cancer potential, and their structure–activity relationship (SAR) together with mechanisms of action is also discussed to pave the way for the further rational development of novel anti–lung cancer candidates.

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Section: 23-triazole-containing Podophyllotoxin/ Epipodophyllotoxin Derivativesmentioning

confidence: 99%

1,2,3-Triazole-Containing Compounds as Anti–Lung Cancer Agents: Current Developments, Mechanisms of Action, and Structure–Activity Relationship

Liang

Sun

et al. 2021

Front. Pharmacol.

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“…A series of new 4β-amidotriazole-linked podophyllotoxin derivatives was designed and synthesised by Reddy and et al. 103 The majority of derivatives exhibited promising antiproliferative activity with IC 50 values ranging from 1 to 10 µM in six human cancer cell lines that included cervical (HeLa), breast (MCF-7), prostate (DU-145), lung (A549), liver (HepG2), and colon (HT-29) cancer lines. The structure activity relationship indicates that the aryl triazolic-amide derivatives shown higher cytotoxicity in comparison to their corresponding benzyl triazolic amide derivatives, and the strong electron withdrawing groups like chloro, trifluoromethyl at position-4 in aryl triazolic-amide derivatives exhibited superior cytotoxicity than the standard.…”

Section: Biological Activitiesmentioning

confidence: 99%

Application of triazoles in the structural modification of natural products

Guo

Zheng-ai

Shen

et al. 2021

Journal of Enzyme Inhibition and Medicinal Chemistry

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Nature products have been extensively used in the discovery and development of new drugs, as the most important source of drugs. The triazole ring is one of main pharmacophore of the nitrogen-containing heterocycles. Thus, a new class of triazole-containing natural product conjugates has been synthesised. These compounds reportedly exert anticancer, anti-inflammatory, antimicrobial, antiparasitic, antiviral, antioxidant, anti-Alzheimer, and enzyme inhibitory effects. This review summarises the research progress of triazole-containing natural product derivatives involved in medicinal chemistry in the past six years. This review provides insights and perspectives that will help scientists in the fields of organic synthesis, medicinal chemistry, phytochemistry, and pharmacology.

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“…Novel 4β-amidotriazole-containing podophyllotoxin hybrids were synthesised using click chemistry method and were screened for DNA topoisomerase-IIα inhibitory activity, as well as anticancer properties. 56 Aryl triazolic-amide derivatives containing chloro, fluoro, 3,4methylenedioxy, 3,4-dimethoxy, and 3,4,5-trimethoxy substituents exhibited satisfactory cytotoxicity. For example, derivatives 12-14 ( Fig.…”

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

579

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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4 β -amidotriazole linked podophyllotoxin congeners: DNA topoisomerase-IIα inhibition and potential anticancer agents for prostate cancer

Cited by 55 publications

References 50 publications

1,2,3-Triazole-Containing Compounds as Anti–Lung Cancer Agents: Current Developments, Mechanisms of Action, and Structure–Activity Relationship

1,2,3-Triazole-Containing Compounds as Anti–Lung Cancer Agents: Current Developments, Mechanisms of Action, and Structure–Activity Relationship

Application of triazoles in the structural modification of natural products

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

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