Antiproliferative Evaluation and Molecular Docking studies of some Sulfonyl-α-L-amino acid Derivatives coupled with Anisamide Scaffold
Galal, A., mahmoud, K. (2021). Antiproliferative Evaluation and Molecular Docking studies of some Sulfonyl-α-L-amino acid Derivatives coupled with Anisamide Scaffold. EKB Journal Management System, 64(7), 3465-3474. doi: 10.21608/ejchem.2021.64272.3381
Alaaeldin M.F. Galal; khaled mahmoud. "Antiproliferative Evaluation and Molecular Docking studies of some Sulfonyl-α-L-amino acid Derivatives coupled with Anisamide Scaffold". EKB Journal Management System, 64, 7, 2021, 3465-3474. doi: 10.21608/ejchem.2021.64272.3381
Galal, A., mahmoud, K. (2021). 'Antiproliferative Evaluation and Molecular Docking studies of some Sulfonyl-α-L-amino acid Derivatives coupled with Anisamide Scaffold', EKB Journal Management System, 64(7), pp. 3465-3474. doi: 10.21608/ejchem.2021.64272.3381
Galal, A., mahmoud, K. Antiproliferative Evaluation and Molecular Docking studies of some Sulfonyl-α-L-amino acid Derivatives coupled with Anisamide Scaffold. EKB Journal Management System, 2021; 64(7): 3465-3474. doi: 10.21608/ejchem.2021.64272.3381

Antiproliferative Evaluation and Molecular Docking studies of some Sulfonyl-α-L-amino acid Derivatives coupled with Anisamide Scaffold

Egyptian Journal of Chemistry
Article 25, Volume 64, Issue 7, July 2021, Page 3465-3474  XML PDF (766.64 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2021.64272.3381
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Authors
Alaaeldin M.F. Galal email orcid 1; khaled mahmoudorcid 2
1Chemistry of Natural Compounds Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, 33 El Bohouth St. (former El Tahir St.)—Dokki, Giza P.O. 12622, Egypt
2Pharmacognosy Department National Research Centre, El-Behooth St., 12622 Dokki, Giza, Egypt
Abstract
A series of sulfonyl-α-L-amino acid derivatives coupled with anisamide scaffold, previously synthesized, were evaluated in vitro for their antiproliferative activity against human cell lines namely, Caucasian breast adenocarcinoma (MCF7), hepatocellular carcinoma (HEPG2), Colon cell line (HCT116), and pancreatic cell line (PaCa2) and comparing their results with skin fibroblast cell line (BJ1) as a normal cell line, using MTT cell proliferation assay. The results showed that 2-(4-{[(5-Chloro-2-methoxy-benzoyl)amino]methyl}phenyl)sulfonyl-L-cysteine (5), 2-(4-{[(5-Chloro-2-methoxy-benzoyl)amino]methyl}phen-yl)sulfonyl-L-glutamine (14), and 2-(4-{[(5-Chloro-2-methoxy-benzoyl)amino]methyl}phenyl)sulfonyl-L-tryptophan (18) were the most active molecules against HEPG2, MCF7, and PaCa2 cell lines with IC50 51.9, 54.2, and 59.7 µg/ml respectively. On contrary, 2-(4-{[(5-Chloro-2-methoxy-benzoyl)amino]methyl}phenyl)sulfonyl-L-valine (3) has a high selectivity index for (MCF7) and (PaCa2) cell lines at, IC50 90.9 and 69.5 µg/ml, respectively. Similarly, 2-(4-{[(5-Chloro-2-methoxy-benzoyl)-amino]methyl}phenyl)sulfonyl-L-glycine (1) and 2-(4-{[(5-Chloro-2-methoxy-benzoyl)amino]methyl}phenyl)sulfonyl-L-lysine (10) have cytotoxic selectivity towards (HEPG2) cell line with a high selectivity index with IC50 85.1 and 87.0 µg/ml, respectively. Moreover, a docking study was performed to predict the correct binding geometry for each binder and compare it with its activity.
Keywords
Antiproliferative; Sulfonyl-α-L-amino acids; cell lines; Molecular docking
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