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

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

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 sulfon...

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Bibliographic Details
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
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Summary: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.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2024.2387810