Abstract
Background: Coumarins are naturally occurring biologically active heterocyclic molecules endowed with a wide range of biological properties, including antibacterial, antifungal, and antitumor activities.
Objective: The present work was aimed to synthesize new coumarin-containing compounds and to investigate their cytotoxic activity.
Methods: Coumarin peptide and coumarin amino alcohols were prepared by treating epoxidecontaining coumarin derivatives with suitable aromatic amines and peptides in trifluoroethanol as a solvent at 50°C. These derivatives were evaluated for their cytotoxic activity on three different cell lines: HeLa, MDA-MB-231 and L-132. Cell viability was determined by MTT (3-(4,5- dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay.
Results: A new protocol was developed for the synthesis of thirteen novel coumarin peptide and coumarin amino alcohol derivatives. Among the tested compounds, three derivatives showed significant activity against all the tested cell lines. Docking studies indicated favorable interactions of the disubstituted peptide coumarin derivatives with the Asp 351 and Thr 347 amino acids at the active site of the human estrogen receptor.
Conclusions: The results suggest that the synthesized compounds may be promising candidates in the research of new antitumor compounds.
Keywords: Coumarin amino alcohol, cytotoxicity, antitumor activity, HeLa cells, MDA-MB-231 cells, L-132 cells.
Medicinal Chemistry
Title:Synthesis and Evaluation of Cytotoxicity of Novel Coumarin Peptide Alcohol Derivatives
Volume: 17 Issue: 8
Author(s): Digamber S. Pawar, Vasant V. Chabukswar*, Savita R. Tapase, Kisan M. Kodam, Anurudhha Chabukswar, Pravin B. Adhav, Balasaheb B. Diwate, Sunita S. Gawali, Sabrina Dallavalle and Swati C. Jagdale
Affiliation:
- Department of Chemistry, Ness Wadia Nanoscience Research Centre, Nowrosjee Wadia College (affiliated to Savitribai Phule Pune University) Pune, 411001,India
Keywords: Coumarin amino alcohol, cytotoxicity, antitumor activity, HeLa cells, MDA-MB-231 cells, L-132 cells.
Abstract:
Background: Coumarins are naturally occurring biologically active heterocyclic molecules endowed with a wide range of biological properties, including antibacterial, antifungal, and antitumor activities.
Objective: The present work was aimed to synthesize new coumarin-containing compounds and to investigate their cytotoxic activity.
Methods: Coumarin peptide and coumarin amino alcohols were prepared by treating epoxidecontaining coumarin derivatives with suitable aromatic amines and peptides in trifluoroethanol as a solvent at 50°C. These derivatives were evaluated for their cytotoxic activity on three different cell lines: HeLa, MDA-MB-231 and L-132. Cell viability was determined by MTT (3-(4,5- dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay.
Results: A new protocol was developed for the synthesis of thirteen novel coumarin peptide and coumarin amino alcohol derivatives. Among the tested compounds, three derivatives showed significant activity against all the tested cell lines. Docking studies indicated favorable interactions of the disubstituted peptide coumarin derivatives with the Asp 351 and Thr 347 amino acids at the active site of the human estrogen receptor.
Conclusions: The results suggest that the synthesized compounds may be promising candidates in the research of new antitumor compounds.
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Cite this article as:
Pawar S. Digamber , Chabukswar V. Vasant *, Tapase R. Savita, Kodam M. Kisan , Chabukswar Anurudhha , Adhav B. Pravin , Diwate B. Balasaheb , Gawali S. Sunita , Dallavalle Sabrina and Jagdale C. Swati, Synthesis and Evaluation of Cytotoxicity of Novel Coumarin Peptide Alcohol Derivatives, Medicinal Chemistry 2021; 17 (8) . https://dx.doi.org/10.2174/1573406416666200817155056
DOI https://dx.doi.org/10.2174/1573406416666200817155056 |
Print ISSN 1573-4064 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6638 |
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Carbohydrates are the most essential organic molecules and are involved in the maintenance of various physiological and metabolic processes in living organisms. Carbohydrate-based compounds have come to the attention of researchers because of their significant contributions to biological functions, such as cell development and cell proliferation, connections between several cells, ...read more
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