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Efficient Green Synthesis, Anticancer Activity, and Molecular Docking Studies of Indolemethanes Using a Bioglycerol-Based Carbon Sulfonic Acid Catalyst
[Image: see text] Indolemethane derivatives are significant molecules in the study of N-heterocyclic chemistry. Herein, we designed and developed a highly efficient green synthesis of indolemethane compounds using a recyclable biodegradable glycerol-based carbon solid acid catalyst under solvent-fre...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10552104/ https://www.ncbi.nlm.nih.gov/pubmed/37810649 http://dx.doi.org/10.1021/acsomega.3c05293 |
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author | Gogula, Sailam Sri Prasanna, Dasari Vijaya Thumma, Vishnu Misra, Sunil Lincoln, Ch. Abraham Reddy, P. Muralidhar Hu, Anren Subbareddy, B. V. |
author_facet | Gogula, Sailam Sri Prasanna, Dasari Vijaya Thumma, Vishnu Misra, Sunil Lincoln, Ch. Abraham Reddy, P. Muralidhar Hu, Anren Subbareddy, B. V. |
author_sort | Gogula, Sailam Sri |
collection | PubMed |
description | [Image: see text] Indolemethane derivatives are significant molecules in the study of N-heterocyclic chemistry. Herein, we designed and developed a highly efficient green synthesis of indolemethane compounds using a recyclable biodegradable glycerol-based carbon solid acid catalyst under solvent-free conditions at room temperature for 5 min with excellent yields. The synthesized compounds were subjected to cytotoxic activity against prostate (DU145), hepatocellular carcinoma (HepG2), and melanoma (B16) cell lines. The highest cytotoxicity effects were found with 1k (1.09 μM) and 1c (2.02 μM) against DU145, followed by 1a, 1d, 1f, 1n, and 1m between 5.10 and 8.18 μM concentrations. The anticancer activity is validated using molecular docking simulations, and comparing binding energies with the standard drug doxorubicin suggests that the title compounds are well fitted into the active site pocket of the target molecules.. |
format | Online Article Text |
id | pubmed-10552104 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-105521042023-10-06 Efficient Green Synthesis, Anticancer Activity, and Molecular Docking Studies of Indolemethanes Using a Bioglycerol-Based Carbon Sulfonic Acid Catalyst Gogula, Sailam Sri Prasanna, Dasari Vijaya Thumma, Vishnu Misra, Sunil Lincoln, Ch. Abraham Reddy, P. Muralidhar Hu, Anren Subbareddy, B. V. ACS Omega [Image: see text] Indolemethane derivatives are significant molecules in the study of N-heterocyclic chemistry. Herein, we designed and developed a highly efficient green synthesis of indolemethane compounds using a recyclable biodegradable glycerol-based carbon solid acid catalyst under solvent-free conditions at room temperature for 5 min with excellent yields. The synthesized compounds were subjected to cytotoxic activity against prostate (DU145), hepatocellular carcinoma (HepG2), and melanoma (B16) cell lines. The highest cytotoxicity effects were found with 1k (1.09 μM) and 1c (2.02 μM) against DU145, followed by 1a, 1d, 1f, 1n, and 1m between 5.10 and 8.18 μM concentrations. The anticancer activity is validated using molecular docking simulations, and comparing binding energies with the standard drug doxorubicin suggests that the title compounds are well fitted into the active site pocket of the target molecules.. American Chemical Society 2023-09-20 /pmc/articles/PMC10552104/ /pubmed/37810649 http://dx.doi.org/10.1021/acsomega.3c05293 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Gogula, Sailam Sri Prasanna, Dasari Vijaya Thumma, Vishnu Misra, Sunil Lincoln, Ch. Abraham Reddy, P. Muralidhar Hu, Anren Subbareddy, B. V. Efficient Green Synthesis, Anticancer Activity, and Molecular Docking Studies of Indolemethanes Using a Bioglycerol-Based Carbon Sulfonic Acid Catalyst |
title | Efficient Green
Synthesis, Anticancer Activity, and
Molecular Docking Studies of Indolemethanes Using a Bioglycerol-Based
Carbon Sulfonic Acid Catalyst |
title_full | Efficient Green
Synthesis, Anticancer Activity, and
Molecular Docking Studies of Indolemethanes Using a Bioglycerol-Based
Carbon Sulfonic Acid Catalyst |
title_fullStr | Efficient Green
Synthesis, Anticancer Activity, and
Molecular Docking Studies of Indolemethanes Using a Bioglycerol-Based
Carbon Sulfonic Acid Catalyst |
title_full_unstemmed | Efficient Green
Synthesis, Anticancer Activity, and
Molecular Docking Studies of Indolemethanes Using a Bioglycerol-Based
Carbon Sulfonic Acid Catalyst |
title_short | Efficient Green
Synthesis, Anticancer Activity, and
Molecular Docking Studies of Indolemethanes Using a Bioglycerol-Based
Carbon Sulfonic Acid Catalyst |
title_sort | efficient green
synthesis, anticancer activity, and
molecular docking studies of indolemethanes using a bioglycerol-based
carbon sulfonic acid catalyst |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10552104/ https://www.ncbi.nlm.nih.gov/pubmed/37810649 http://dx.doi.org/10.1021/acsomega.3c05293 |
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