A Facile One-Pot Solvent-Free Synthesis, in Vitro and in Silico Studies of a Series of Tetrahydropyridine Derivatives as Breast Cancer Inhibitors
- Title
- A Facile One-Pot Solvent-Free Synthesis, in Vitro and in Silico Studies of a Series of Tetrahydropyridine Derivatives as Breast Cancer Inhibitors
- Creator
- Duraisamy R.; Nagaraja P.; Nizam A.; Venugopala Katharigatta N.; Nagarajaiah H.; Madhusudana Reddy M.B.; Thirumalai D.
- Description
- Ammonium trifluoroacetate (ATA) catalysed synthesis of 1,2,5,6-tetrahydropyridine (THP) derivatives, under eco-friendly conditions via a facile one-pot strategy. We have synthesized fifteen THP derivatives, and docked into the crystal structure of Phosphatase and Tensin Homolog deleted on Chromosome 10 (PTEN) tumour suppressor protein (PDB ID: 1D5R) based on drug-likeness prediction and pharmacokinetic properties. Molecular docking simulation studies reveal that four of our synthesised compounds are potential hit candidates because they bound to the receptor through 57 conventional hydrogen bonds with ?9.7 to ?8.6 kcal/mol of binding energy. The compounds were evaluated using the in vitro inhibitory activity of MCF-7 breast cancer cell lines. Identified hit compounds showed moderate inhibition at (160320 ?g/mL) and inhibitory concentration IC50 values in the low micromolar range of 171.062, 189.803, 195.469 and 181.272 ?g/mL respectively. The results obtained are very promising; therefore fine-tuning the substituents of hit molecules with appropriate bioisosteres can lead to the development of potential leads. 2023 Wiley-VCH GmbH.
- Source
- ChemistrySelect, Vol-8, No. 43
- Date
- 2023-01-01
- Publisher
- John Wiley and Sons Inc
- Subject
- Ammonium trifluoroacetate; Cancer; Molecular docking; Multicomponent reactions; Tetrahydropyridines
- Coverage
- Duraisamy R., Organic Synthesis and Nano Bio Laboratory, Department of Chemistry, Thiruvalluvar University, Tamil Nadu, Vellore, 632115, India; Nagaraja P., Department of Biotechnology, REVA University, Karnataka, Bangalore, 560064, India; Nizam A., Department of Chemistry, CHRIST University, Karnataka, Bangalore, 560029, India; Venugopala Katharigatta N., Department of Pharmaceutical Sciences, College of Clinical Pharmacy, King Faisal University, Al-, Ahsa, 31982, Saudi Arabia; Nagarajaiah H., Department of Chemistry, REVA University, Karnataka, Bangalore, 560064, India; Madhusudana Reddy M.B., Department of Chemistry, REVA University, Karnataka, Bangalore, 560064, India; Thirumalai D., Organic Synthesis and Nano Bio Laboratory, Department of Chemistry, Thiruvalluvar University, Tamil Nadu, Vellore, 632115, India
- Rights
- Restricted Access
- Relation
- ISSN: 23656549
- Format
- Online
- Language
- English
- Type
- Article
Collection
Citation
Duraisamy R.; Nagaraja P.; Nizam A.; Venugopala Katharigatta N.; Nagarajaiah H.; Madhusudana Reddy M.B.; Thirumalai D., “A Facile One-Pot Solvent-Free Synthesis, in Vitro and in Silico Studies of a Series of Tetrahydropyridine Derivatives as Breast Cancer Inhibitors,” CHRIST (Deemed To Be University) Institutional Repository, accessed February 25, 2025, https://archives.christuniversity.in/items/show/14000.