Synthesis and Cytotoxicity Assay of Aniline Substituted Thienopyrimidines for Anti-Colorectal Cancer Activity

Biradar, Mahalakshmi Suresha; Nargund, Shachindra L.; Thapa, Shankar

doi:10.1016/j.rechem.2023.100926

Cited by 8 publications

(5 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…N1-(1H-1,3-benzodiazol-2-yl)-5-chlorobenzene-1,3-diamine (6). Yield: 58%; MP: 170-172 °C; R f : 0.74 (ethyl acetate: hexane, 3 : 1); FTIR (KBr, cm −1 ): 3385 cm −1 (-NH 2 str.…”

Section: Spectroscopy Resultsmentioning

confidence: 99%

“…Te yield ranged from 45 to 78%. Te FTIR, 1 H NMR, and mass spectra of derivatives compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12) are given in Supplementary material (Figure S4-S28).…”

Section: Synthesis Of Derivativesmentioning

confidence: 99%

“…In synthetic chemistry, two prevalent strategies for drug design involve the repurposing of an existing parent molecule to enhance its activity, as well as the development and synthesis of a novel therapeutic molecule that has potential activity. The first strategy has a high success rate, and the benzimidazole scaffold ( Figure 1 , Bz ) may be the best candidate to modify into prospective anti-TB agents from this strategy [ 5 , 6 ]. Benzimidazoles are heterocyclic compounds containing an atom of nitrogen in the ring system.…”

Section: Introductionmentioning

confidence: 99%

“…Glide docking score of synthesized compounds(1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12) in the active of Mtb KasA protein (PDB ID: 6P9K).…”

mentioning

confidence: 99%

See 3 more Smart Citations

Synthesis, Molecular Docking, Molecular Dynamic Simulation Studies, and Antitubercular Activity Evaluation of Substituted Benzimidazole Derivatives

Thapa,

Biradar,

Nargund

et al. 2024

Advances in Pharmacological and Pharmaceutical Sciences

Self Cite

View full text Add to dashboard Cite

Tuberculosis, also known as TB, is a widespread bacterial infection that remains a significant global health issue. This study focuses on conducting a thorough investigation into the synthesis, evaluation of anti-Tb activity, molecular docking, and molecular dynamic simulation of substituted benzimidazole derivatives. A series of twelve substituted benzimidazole derivatives (1–12) were successfully synthesized, employing a scaffold consisting of electron-withdrawing and electron-donating groups. The newly synthesized compounds were defined by their FTIR, 1H NMR, and mass spectra. The microplate Alamar blue assay (MABA) was used to evaluate the antimycobacterial activity of the synthesized compound against Mycobacterium tuberculosis (Mtb). Compounds 7 (MIC = 0.8 g/mL) and 8 (MIC = 0.8 g/mL) demonstrated exceptional potential to inhibit M. tuberculosis compared to the standard drug (isoniazid). In addition, the synthesized compounds were docked with the Mtb KasA protein (PDB ID: 6P9K), and the results of molecular docking and molecular dynamic simulation confirmed the experimental results, as compounds 7 and 8 exhibited the highest binding energy of −7.36 and −7.17 kcal/mol, respectively. The simulation results such as the RMSD value, RMSF value, radius of gyration, and hydrogen bond analysis illustrated the optimum potential of compounds 7 and 8 to inhibit the M. tuberculosis strain. Hydrogen bond analysis suggested that compound 7 has greater stability and affinity towards the KasA protein compared to compound 8. Moreover, both compounds (7 and 8) were safe for acute inhalation and cutaneous sensitization. These two compounds have the potential to be potent M. tuberculosis inhibitors.

show abstract

“…N1-(1H-1,3-benzodiazol-2-yl)-5-chlorobenzene-1,3-diamine (6). Yield: 58%; MP: 170-172 °C; R f : 0.74 (ethyl acetate: hexane, 3 : 1); FTIR (KBr, cm −1 ): 3385 cm −1 (-NH 2 str.…”

Section: Spectroscopy Resultsmentioning

confidence: 99%

“…Te yield ranged from 45 to 78%. Te FTIR, 1 H NMR, and mass spectra of derivatives compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12) are given in Supplementary material (Figure S4-S28).…”

Section: Synthesis Of Derivativesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…Glide docking score of synthesized compounds(1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12) in the active of Mtb KasA protein (PDB ID: 6P9K).…”

mentioning

confidence: 99%

See 2 more Smart Citations

Synthesis, Molecular Docking, Molecular Dynamic Simulation Studies, and Antitubercular Activity Evaluation of Substituted Benzimidazole Derivatives

Thapa,

Biradar,

Nargund

et al. 2024

Advances in Pharmacological and Pharmaceutical Sciences

Self Cite

View full text Add to dashboard Cite

show abstract

“…This culture of folklore remedy is still in practice around the rural area of India and Nepal. In addition, CUD is believed to have anti-inflammatory and analgesic properties, and it may be useful in the treatment of certain types of cancer and diabetes [ 11 , 12 ]. In South Asian country, CU is believed to cure cancer [ 13 ].…”

Section: Introductionmentioning

confidence: 99%

In Silico and In Vitro Studies of Antibacterial Activity of Cow Urine Distillate (CUD)

Pant,

Thapa,

Dahal

et al. 2024

Evidence-Based Complementary and Alternative Medicine

Self Cite

View full text Add to dashboard Cite

Cow urine distillate (CUD) is a traditional Indian medicine used to treat various diseases, including bacterial infections. However, there is limited evidence to support its use as a medicine, and its safety and efficacy have not been thoroughly studied. In this study, we evaluated the antibacterial activity of CUD against five bacterial strains using in vitro and in silico approaches. In vitro experiments showed that CUD has significant antibacterial activity against all tested strains with a zone of inhibition (ZOI) ranging from 13 to 24 mm and minimum inhibitory concentration (MIC) values ranging from 12.5 to 50 µg/ml. The results indicated that the 15% concentration of CUD displayed the highest antibacterial activity against Staphylococcus aureus and Salmonella typhi. To further investigate the antibacterial mechanism of CUD, we performed in silico docking studies of the active compounds of CUD with bacterial proteins involved in protein synthesis. Our results showed that 2-hydroxycinnamic acid (ΔG = −6.9 kcal/mol) and ferulic acid (ΔG = −6.8 kcal/mol) exhibited the best docking scores with the targeted proteins (DNA gyrase, PDBID: 4KFG). The hydrogen bonding interaction with amino acids Val71 and Asp73 was found to be crucial for their antibacterial activity.

show abstract

A decade's overview of 2‐aminothiophenes and their fused analogs as promising anticancer agents

Darwish,

El‐Sherief,

Abdel‐Aziz

et al. 2024

Archiv der Pharmazie

View full text Add to dashboard Cite

Over the past decades, cancer has been a challenging domain for medicinal chemists as it is an international health concern. In association, small molecules such as 2‐aminothiophenes and their derivatives showed significant antitumor activity through variable modes of action. Therefore, this article aims to review the advances regarding these core scaffolds over the past 10 years, where 2‐aminothiophenes and their fused analogs are classified and discussed according to their biological activity and mode of action, in the interest of boosting new design pathways for medicinal chemists to develop targeted antitumor candidates.

show abstract

Synthesis and Cytotoxicity Assay of Aniline Substituted Thienopyrimidines for Anti-Colorectal Cancer Activity

Cited by 8 publications

References 14 publications

Synthesis, Molecular Docking, Molecular Dynamic Simulation Studies, and Antitubercular Activity Evaluation of Substituted Benzimidazole Derivatives

Synthesis, Molecular Docking, Molecular Dynamic Simulation Studies, and Antitubercular Activity Evaluation of Substituted Benzimidazole Derivatives

In Silico and In Vitro Studies of Antibacterial Activity of Cow Urine Distillate (CUD)

A decade's overview of 2‐aminothiophenes and their fused analogs as promising anticancer agents

Contact Info

Product

Resources

About