Design, Synthesis, Evaluation and Molecular Docking Studies of Novel Triazole Linked 1,4‐Dihydropyridine‐isatin Scaffolds as Potent Anticancer Agents

Deswal, Nidhi; Shrivastava, Ankita; Hossain, Md. Summon; Gahlyan, Parveen; Bawa, Rashim; Gupta, Rinkoo Devi; Kumar, Rakesh

doi:10.1002/slct.202003948

Cited by 14 publications

(8 citation statements)

References 44 publications

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“…The IC 50 values of isatin-dehydroepiandrosterone conjugates (4a, 4d, and 4e) were reported as 28.19 ± 3.59, 13.90 ± 3.91, and 22.26 ± 6.21µM, respectively, against HuH-7 [44]. In another recent study on triazole-linked 1,4-dihydropyridine-isatin scaffolds (N1, N2, N13), the IC 50 values were evaluated as 13.66, 6.73, and 19.36 µM, respectively, for the same cell line [45]. The extract of Isatis indigotica leaves and indole alkaloids (Ih, Ij) were tested on the same cell line and the IC 50 values were reported as 58 µM [46] and 4.88 ± 0.78 and 6.60 ± 1.20 [47], respectively.…”

Section: Cytotoxicity Analysis By Cell Line Studiesmentioning

confidence: 99%

Investigations on Anticancer Potentials by DNA Binding and Cytotoxicity Studies for Newly Synthesized and Characterized Imidazolidine and Thiazolidine-Based Isatin Derivatives

et al. 2022

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Imidazolidine and thiazolidine-based isatin derivatives (IST-01–04) were synthesized, characterized, and tested for their interactions with ds-DNA. Theoretical and experimental findings showed good compatibility and indicated compound–DNA binding by mixed mode of interactions. The evaluated binding parameters, i.e., binding constant (Kb), free energy change (ΔG), and binding site sizes (n), inferred comparatively greater and more spontaneous binding interactions of IST-02 and then IST-04 with the DNA, among all compounds tested under physiological pH and temperature (7.4, 37 °C). The cytotoxic activity of all compounds was assessed against HeLa (cervical carcinoma), MCF-7 (breast carcinoma), and HuH-7 (liver carcinoma), as well as normal HEK-293 (human embryonic kidney) cell lines. Among all compounds, IST-02 and 04 were found to be cytotoxic against HuH-7 cell lines with percentage cell toxicity of 75% and 66%, respectively, at 500 ng/µL dosage. Moreover, HEK-293 cells exhibit tolerance to the increasing drug concentration, suggesting these two compounds are less cytotoxic against normal cell lines compared to cancer cell lines. Hence, both DNA binding and cytotoxicity studies proved imidazolidine (IST-02) and thiazolidine (IST-04)-based isatin derivatives as potent anticancer drug candidates among which imidazolidine (IST-02) is comparatively the more promising.

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Section: Cytotoxicity Analysis By Cell Line Studiesmentioning

confidence: 99%

Investigations on Anticancer Potentials by DNA Binding and Cytotoxicity Studies for Newly Synthesized and Characterized Imidazolidine and Thiazolidine-Based Isatin Derivatives

et al. 2022

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“…Indole derivatives (Figure 9), being diverse in nature, display a wide range of promising biological activities [77,78]. They have been shown effective against the novel coronavirus.…”

Section: Indole Analogmentioning

confidence: 99%

"Repurposing of Heterocyclic Compounds as Anti- COVID-19 (SARS-Cov-2) Therapeutics: A Review"

Kumar

2021

BJSTR

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The ongoing outbreak of the existing and mutated strains of coronavirus has been a cause of great concern worldwide. It has posed critical challenges for medical researchers and public health. Though a staggering number of vaccines have been developed, few of which are still under various phases of clinical trials, the development strategy for the COVID-19 therapy is the need of the hour. Heterocyclic moieties are pivotal in the field of medicine. This review covers the different classes of pre-existing drugs constituting various heterocyclic analogs that have been repurposed for the possible treatment of the COVID-19 disease. Moreover, it can also help the pharmaceutical industry to develop a new class of advanced medicine to fight against Covid-19.

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“…[10] However, off-lately, anticancer properties of 1,4-DHP derivatives have attracted a great deal of interest among medicinal chemists. [11][12][13][14][15] There are very few articles reported that discuss their anticancer activity. Dihydropyridines are also reported for their ability to reversing multidrug resistance on human carcinoma cell lines.…”

Section: Introductionmentioning

confidence: 99%

“…Dihydropyridines are well known for their calcium channel blocking activity [10] . However, off‐lately, anticancer properties of 1,4‐DHP derivatives have attracted a great deal of interest among medicinal chemists [11–15] . There are very few articles reported that discuss their anticancer activity.…”

Section: Introductionmentioning

confidence: 99%

Microwave‐Assisted Synthesis of 4‐Aryl‐1,4‐dihydropyridines as Potent Anticancer Agent and Their In‐Silico Studies

et al. 2022

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In our effort directed toward the discovery of novel potent anticancer agents, a large library of novel 4‐aryl‐1,4‐dihydropyridines (23‐58) with heterocyclic ring at 4, position of aryl group has been synthesized through Hantzsch synthesis. These synthesized hybrids have been well characterized and evaluated for their cytotoxic activities against a panel of human cancer cell lines viz. EAC, HEK, and MCF cell lines by MTT assay. The cytotoxic activity has been revealed by the effects of various types of substituent present on the dihydropyridine ring. All the synthetics (23‐58) have shown good potency against EAC cell line. However, compounds 36, 40, 42, and 54 have displayed significant inhibitory potential against both EAC and MCF‐7 cell lines. In addition, these promising analogues have been selected for their molecular docking studies against 5TVQ protein to know the binding affinity which was identified to be a plausible target site. Compound 42 has exerted the highest inhibition effect on cancerous cells and more potency than the reference drug, doxorubicin even at low concentration (1μg/ml) and showed non‐toxicity to human normal cells suggesting high safety to normal cells. Compound 42 has also shown the highest docking score and inhibition constant which could be regarded as convincing lead for further clinical pursuit.

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Design, Synthesis, Evaluation and Molecular Docking Studies of Novel Triazole Linked 1,4‐Dihydropyridine‐isatin Scaffolds as Potent Anticancer Agents

Cited by 14 publications

References 44 publications

Investigations on Anticancer Potentials by DNA Binding and Cytotoxicity Studies for Newly Synthesized and Characterized Imidazolidine and Thiazolidine-Based Isatin Derivatives

Investigations on Anticancer Potentials by DNA Binding and Cytotoxicity Studies for Newly Synthesized and Characterized Imidazolidine and Thiazolidine-Based Isatin Derivatives

"Repurposing of Heterocyclic Compounds as Anti- COVID-19 (SARS-Cov-2) Therapeutics: A Review"

Microwave‐Assisted Synthesis of 4‐Aryl‐1,4‐dihydropyridines as Potent Anticancer Agent and Their In‐Silico Studies

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