Oxindole and its derivatives: A review on recent progress in biological activities

Khetmalis, Yogesh Mahadu; Mithula, Shivani; Murugesan, Sankaranarayanan; Sekhar, Kondapalli Venkata Gowri Chandra

doi:10.1016/j.biopha.2021.111842

Cited by 145 publications

(90 citation statements)

References 55 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Oxindole derivatives with substitutions at the N-1, C-3, C-4, and C-5 positions have exhibited antibacterial activity. For a comprehensive review of these compounds, please refer to references [58][59][60].…”

Section: Oxindole Alkaloidsmentioning

confidence: 99%

See 1 more Smart Citation

Comprehensive Review of the Components in Cat’s Claw (Uncaria tomentosa) and Their Antibacterial Activity

Blanck¹,

Huebner²,

Rolls³

et al. 2022

AppliedChem

View full text Add to dashboard Cite

Cat’s claw (Uncaria tomentosa (Willd. ex Schults) DC.), a plant that is exceptionally rich in phytochemicals, has been used for centuries by the indigenous people of South and Central America as a therapeutic and is currently widely exported for medicinal purposes. Extracts and individual components have shown considerable potential as antibacterials in the literature. The purpose of this review is twofold: first, to provide a substantiated, comprehensive collection of the known chemical constituents of U. tomentosa, including their detailed structures; second, to identify those components that offer some promise as antibacterials based on the research to date. Bacterial resistance to currently available antibiotics continues to increase and is widely recognized as an impending, potentially catastrophic, problem. There is research to suggest that U. tomentosa components may have antibacterial potential individually or synergistically with established antibiotics against microbes, including Borrelia burgdorferi, the causative agent of Lyme disease. It is our intention that this review will provide a valuable resource to investigators in search of new antimicrobials to meet the daunting challenge of antibiotic resistance.

show abstract

Section: Oxindole Alkaloidsmentioning

confidence: 99%

“…Hydroxycinnamic acids (54)(55)(56)(57)(58) are described in Table 2. It should be noted that chlorogenic acid ( 58) is structurally related to caffeic acid (55).…”

Section: Hydroxycinnamic Acidsmentioning

confidence: 99%

Comprehensive Review of the Components in Cat’s Claw (Uncaria tomentosa) and Their Antibacterial Activity

Blanck¹,

Huebner²,

Rolls³

et al. 2022

AppliedChem

View full text Add to dashboard Cite

show abstract

“…Among the different 3-substituted oxindoles, the 3-hydroxy-3-substituted-2-oxindoles are present in many natural products [76]. In addition, they are considered as valuable key intermediates in organic synthesis [77][78][79], leading to compounds with pronounced pharmaceutical properties [80][81][82]. The authors synthetized a set of new derivatives of this family by combining an aldol condensation and a click reaction using ball milling conditions.…”

Section: Mechanochemical Syntheses Of 123-triazolesmentioning

confidence: 99%

Synthesis of Biologically Relevant 1,2,3- and 1,3,4-Triazoles: From Classical Pathway to Green Chemistry

2021

View full text Add to dashboard Cite

Green Chemistry has become in the last two decades an increasing part of research interest. Nonconventional «green» sources for chemical reactions include micro-wave, mechanical mixing, visible light and ultrasound. 1,2,3-triazoles have important applications in pharmaceutical chemistry while their 1,2,4 counterparts are developed to a lesser extent. In the review presented here we will focus on synthesis of 1,2,3 and 1,2,4-triazole systems by means of classical and « green chemistry » conditions involving ultrasound chemistry and mechanochemistry. The focus will be on compounds/scaffolds that possess biological/pharmacophoric properties. Finally, we will also present the formal cycloreversion of 1,2,3-triazole compounds under mechanical forces and its potential use in biological systems.

show abstract

“…The privileged scaffold of spirooxindole contains two basic substructure units: One is multiple functionalized oxindole, which can be used as hydrogen bond donors and acceptors to interact with biological targets, and the other is a cycloalkyl or heterocyclic moiety fused at the C-3 position of oxindole. Accordingly, the unique spatial architecture and significant biological activities of spirooxindole have long captured the great attention of researchers [ 5 , 6 ]. Along with the molecules of natural origin based on 3-spirooxindoles possess pronounced biological activity such as anti-inflammatory, antibacterial and antifungal capacity [ 7 , 8 ].…”

Section: Introductionmentioning

confidence: 99%

Identification of Spiro-Fused [3-azabicyclo[3.1.0]hexane]oxindoles as Potential Antitumor Agents: Initial In Vitro Evaluation of Anti-Proliferative Effect and Actin Cytoskeleton Transformation in 3T3 and 3T3-SV40 Fibroblast

Knyazev

Shmakov

Pechkovskaya

et al. 2021

IJMS

View full text Add to dashboard Cite

Novel heterocyclic compounds containing 3-spiro[3-azabicyclo[3.1.0]hexane]oxindole framework (4a, 4b and 4c) have been studied as potential antitumor agents. The in silico ADMET (adsorption, distribution, metabolism, excretion and toxicity) analysis was performed on 4a–c compounds with promising antiproliferative activity, previously synthetized and screened against human erythroleukemic cell line K562 tumor cell line. Cytotoxicity of 4a–c against murine fibroblast 3T3 and SV-40 transformed murine fibroblast 3T3-SV40 cell lines were evaluated. The 4a and 4c compounds were cytotoxic against 3T3-SV40 cells in comparison with those of 3T3. In agreement with the DNA cytometry studies, the tested compounds have achieved significant cell-cycle perturbation with higher accumulation of cells in G0/G1 phase. Using confocal microscopy, we found that with 4a and 4c treatment of 3T3 cells, actin filaments disappeared, and granular actin was distributed diffusely in the cytoplasm in 82–97% of cells. The number of 3T3-SV40 cells with stress fibers increased to 7–30% against 2% in control. We discovered that transformed 3T3-SV40 cells after treatment with compounds 4a and 4c significantly reduced the number of cells with filopodium-like membrane protrusions (from 86 % in control cells to 6–18% after treatment), which indirectly suggests a decrease in cell motility. We can conclude that the studied compounds 4a and 4c have a cytostatic effect, which can lead to a decrease in the number of filopodium-like membrane protrusions.

show abstract

Oxindole and its derivatives: A review on recent progress in biological activities

Cited by 145 publications

References 55 publications

Comprehensive Review of the Components in Cat’s Claw (Uncaria tomentosa) and Their Antibacterial Activity

Comprehensive Review of the Components in Cat’s Claw (Uncaria tomentosa) and Their Antibacterial Activity

Synthesis of Biologically Relevant 1,2,3- and 1,3,4-Triazoles: From Classical Pathway to Green Chemistry

Identification of Spiro-Fused [3-azabicyclo[3.1.0]hexane]oxindoles as Potential Antitumor Agents: Initial In Vitro Evaluation of Anti-Proliferative Effect and Actin Cytoskeleton Transformation in 3T3 and 3T3-SV40 Fibroblast

Contact Info

Product

Resources

About