Synthesis and biological evaluation of chalcone linked structural Modified benzothizaole-imidazopyridine derivatives as anticancer agents

Kumar, Vukoti Kiran; Puli, Venkat Swamy; Prasad, K. Durga; Gattu, Sridhar

doi:10.1016/j.cdc.2021.100696

Cited by 11 publications

(4 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In other study, the synthesis of chalcone‐based benzo was reported by Prasad and his co‐workers [22] . The Chalcone incorporated benzothiazole‐imidazolpyridines were synthesized via sequential reactions: treatment of 5‐methylpyridine‐2,3‐diamine with 6‐bromobenzo[d]thiazole‐2‐carboxylic acid in POCl 3 , Suzuki‐cross coupling with 3,4,5‐trimethoxyphenylboronic acid, oxidation with SeO 2 , and Claisen‐Schmidt condensation with various hetero and aryl ketones in ethanol under aqueous NaOH, resulting in pure chalcone derivatives.…”

Section: Introductionmentioning

confidence: 90%

“…In other study, the synthesis of chalcone-based benzo was reported by Prasad and his co-workers. [22] The Chalcone incorporated benzothiazole-imidazolpyridines were synthesized via sequential reactions: treatment of 5-methylpyridine-2,3diamine with 6-bromobenzo[d]thiazole-2-carboxylic acid in POCl 3 , Suzuki-cross coupling with 3,4,5-trimethoxyphenylboronic acid, oxidation with SeO 2 , and Claisen-Schmidt condensation with various hetero and aryl ketones in ethanol under aqueous NaOH, resulting in pure chalcone derivatives. The synthesized chalcones were evaluated for their anticancer potential against human PC3 (prostate cancer), DU-145 (prostate cancer), A549 (lung cancer), and MCF-7 (breast cancer) cell lines, comparing them to the standard reference, etoposide (Scheme 13).…”

Section: Chalcones As Anti-cancer Agentsmentioning

confidence: 99%

See 1 more Smart Citation

Chalcones: Effective Agents for Fighting Cancer Across Multiple Cell Lines

Kaur,

Anand

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

This review article explores the mushrooming research on chalcone hybrid molecules as promising anticancer agents. Chalcones, featuring a unique chemical structure, exhibit diverse biological activities, including potent anticancer properties. Various synthetic chalcones and their derivatives have demonstrated remarkable efficacy against different cancer cell lines, offering advantages such as reduced mutagenicity. The article summarizes recent advancements in chalcone hybrid research, highlighting their potential in cancer treatment and paving the way for novel, safer, and more effective chemotherapeutic agents.

show abstract

Section: Introductionmentioning

confidence: 90%

Section: Chalcones As Anti-cancer Agentsmentioning

confidence: 99%

Chalcones: Effective Agents for Fighting Cancer Across Multiple Cell Lines

Kaur,

Anand

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…Imidazopyridines and their derivatives are also utilized as corrosion inhibitors in various pickling media, both in the industrial and laboratory fields, as reported in several previous works [5,[10][11][12][13][14][15][16]. The choice of these imidazopyridine compounds is due, on the one hand, to their possible inhibitory power related to their structure with several active adsorption centers, such as heteroatoms (S, N, O) and aromatic rings, whose effectiveness on the metal surface depend on the effect of substituent groups (donor or acceptor) [17][18][19][20][21][22]. On the other hand, imidazopyridine-based heterocycles are nowadays of increasing interest, due to their interesting anticorrosion interest [23,24].…”

Section: Introductionmentioning

confidence: 92%

Study of the effect nitro and hydroxyl substituents of two Imidazopyridines derivatives on inhibitory efficacy: Combining Theoretical and Experimental Study

Elyoussfi

Daoudi

Salhi

et al. 2023

Preprint

View full text Add to dashboard Cite

The present study was devoted to the investigation of the effect of NO2 and OH group in the structure of two imidazopyridine, namely: (E)-N-(7-methyl-2-phenylimidazo[1,2-a]pyridin-3-yl)-1-(4-nitrophenyl)methanimine (Imid1) and (E)-4-(((7-methyl-2-phenylimidazo[1,2-a]pyridin-3-yl)imino)methyl)phenol (Imid2) on the corrosion inhibition efficiency of steel in acidic medium, to remediate mild steel in hydrochloric acid. The evaluation of this activity was revealed using several experimental techniques such as: weight loss measurements (WL), potentiodynamic polarization (PDP) and electrochemical impedance spectroscopy (EIS), UV-visible spectroscopy study, surface characterization by SEM, as well as the impact of temperature and concentration on the inhibition efficiency for two inhibitors. The results obtained from these techniques show that the inhibition efficiency is reduced by the effect of the nitro electron withdrawing group (NO2) in the Imid1 molecule, but increased by the presence of the donor group (-OH) in the Imid2 molecule. The comparison of the results obtained by UV-visible spectroscopy of the inhibited and uninhibited electrolyte provided evidence for the formation of an Fe-ligand complex of two imidazopyridine molecules in 1M HCl. Surface morphological studies by SEM revealed a uniform surface in the presence of the imid1 − 2 in contrast a destroyed surface in the absence of the inhibitors. Finally the results of DFT and MDS simulations are in good order with the experimental data and showed that the obtained order of the inhibition efficiency is always respected (Imid2 > Imid1).

show abstract

“…4 Despite the fact that benzothiazoles have been known for a long time, 5,6 their diverse biological characteristics and behaviors continue to pique scientists' interest. Benzothiazoles exhibit comprehensive spectrum of bioactivities, including anticancer, 7 antibacterial, 8 antifungal, 9,10 anti-inflammatory, 11,12 antioxidant, 13 antiviral, 14 anti-HIV-1, 15 and enzyme inhibitor. 16 On the other hand, chalcones have been known as naturally occurring compounds that have a wide biological spectrum and various applications for essential fields.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, enzyme inhibition, and molecular docking studies of a novel chalcone series bearing benzothiazole scaffold

Musatat

Atahan

Ergün

et al. 2023

Biotech and App Biochem

View full text Add to dashboard Cite

This study reports the facile synthesis of a novel series of benzothiazole‐chalcones, in addition to their inhibitory profile on important metabolic enzymes including human carbonic anhydrases (hCA‐I, hCA‐II) and paraoxonase (PON‐1). The inhibition parameters, IC50 (concentration for 50% inhibition) and Ki (dissociation constant) values, toward the title enzymes were determined for the studied compounds. As a result, IC50 values of hydratase activity were in the range 4.15–5.47 and 2.56–4.58 μM for hCA‐I and hCA‐II, respectively. At the same time, IC50 values of esterase activity were in the range 24.91–104.00 and 35.25–97.00 μM, while Ki values were in the range 14.43–59.66 and 26.65–73.34 μM for hCA‐I and hCA‐II, respectively. In addition, PON‐1 enzyme inhibition results showed interesting inhibitory effects, with IC50 values between 13.28 and 16.68 μM. Finally, a comprehensive approach was established for the synthesized compounds based on theoretical calculations, which have been done using B3LYP, PBE0 theories and SVP, TVZP, TVZPP basis sets, followed by docking studies by which the outputs proved the harmonically flows with the experimental results.

show abstract

Synthesis and biological evaluation of chalcone linked structural Modified benzothizaole-imidazopyridine derivatives as anticancer agents

Cited by 11 publications

References 35 publications

Chalcones: Effective Agents for Fighting Cancer Across Multiple Cell Lines

Chalcones: Effective Agents for Fighting Cancer Across Multiple Cell Lines

Study of the effect nitro and hydroxyl substituents of two Imidazopyridines derivatives on inhibitory efficacy: Combining Theoretical and Experimental Study

Synthesis, enzyme inhibition, and molecular docking studies of a novel chalcone series bearing benzothiazole scaffold

Contact Info

Product

Resources

About