Synthesis, antiproliferative activity and insilco studies of substituted 2-((N-benzyl-5-bromo-2-methoxyphenyl) sulfonamide) glycinamide derivatives

• Published in: Synthetic communications Vol. 54; no. 17; pp. 1423 - 1432
• Main Authors: Gaikwad, Dattatray D., Dhawale, Sachin A., Pawar, Chandrakant D., Pansare, Dattatraya N., Pawar, Umakant D., Zine, Ashok M.
• Format: Journal Article
• Language: English
• Published: Philadelphia Taylor & Francis 01-09-2024; Taylor & Francis Ltd
• Subjects: A-549; A431; anticancer activity; Bioassays; Chemical synthesis; docking studies; EGFR kinase; glycinamide; Molecular interactions; NMR; Nuclear magnetic resonance; Substitutes; Sulfonamides
• ISSN: 0039-7911; 1532-2432
• DOI: 10.1080/00397911.2024.2387810

The present work aimed to synthesize different substituted glycinamide derivatives. A series of novel substituted 2-((N-benzyl-5-bromo-2-methoxyphenyl) sulfonamide) and their glycinamide derivatives (5a-5p) were synthesized. We developed a simple strategy for synthesizing functionally diverse sulfonamide and glycinamide derivatives through a series of steps. A series of molecules containing amide derivatives were designed and synthesized, and their structures were elucidated and confirmed by1H NMR, 13 C NMR, LCMS, and their purity was checked using HPLC. The synthesized compounds were screened for anticancer activity against A-549 and A431 cancer cell lines by MTT assay and then docking studies were carried out to understand the molecular interactions. The preliminary bioassay suggests that most compounds showed remarkable anti-proliferation activity. Gefitinib was used as a positive control. The compounds 5g and 5f were active compared with Gefitinib in both the cell lines.