Catalyst- and Solvent-Free Coupling of 2-Methyl Quinazolinones and Isatins: An Environmentally Benign Access of Diastereoselective Schizocommunin Analogues

[Image: see text] An environmentally benign highly atom-economic protocol for the construction of the C–C bond has been developed under catalyst- and solvent-free conditions. This protocol involves the efficient coupling of 2-methyl quinazolinones with isatin for the highly diastereoselective access...

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Autores principales: Malviya, Bhanwar Kumar, Singh, Karandeep, Jaiswal, Pradeep K., Shukla, Monika, Verma, Ved Prakash, Vanangamudi, Murugesan, Jassal, Amanpreet Kaur, Punjabi, Pinki B., Sharma, Siddharth
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6682076/
https://www.ncbi.nlm.nih.gov/pubmed/31460329
http://dx.doi.org/10.1021/acsomega.9b01514
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author Malviya, Bhanwar Kumar
Singh, Karandeep
Jaiswal, Pradeep K.
Shukla, Monika
Verma, Ved Prakash
Vanangamudi, Murugesan
Jassal, Amanpreet Kaur
Punjabi, Pinki B.
Sharma, Siddharth
author_facet Malviya, Bhanwar Kumar
Singh, Karandeep
Jaiswal, Pradeep K.
Shukla, Monika
Verma, Ved Prakash
Vanangamudi, Murugesan
Jassal, Amanpreet Kaur
Punjabi, Pinki B.
Sharma, Siddharth
author_sort Malviya, Bhanwar Kumar
collection PubMed
description [Image: see text] An environmentally benign highly atom-economic protocol for the construction of the C–C bond has been developed under catalyst- and solvent-free conditions. This protocol involves the efficient coupling of 2-methyl quinazolinones with isatin for the highly diastereoselective access of schizocommunin derivatives in excellent yields (up to 97%). Furthermore, the preliminary cytotoxicity screening of selected schizocommunin analogues displayed promising anticancer activity against human cancer cell lines, and the cytotoxic potential of active compound 12ac was also validated by in silico molecular docking simulation studies.
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spelling pubmed-66820762019-08-27 Catalyst- and Solvent-Free Coupling of 2-Methyl Quinazolinones and Isatins: An Environmentally Benign Access of Diastereoselective Schizocommunin Analogues Malviya, Bhanwar Kumar Singh, Karandeep Jaiswal, Pradeep K. Shukla, Monika Verma, Ved Prakash Vanangamudi, Murugesan Jassal, Amanpreet Kaur Punjabi, Pinki B. Sharma, Siddharth ACS Omega [Image: see text] An environmentally benign highly atom-economic protocol for the construction of the C–C bond has been developed under catalyst- and solvent-free conditions. This protocol involves the efficient coupling of 2-methyl quinazolinones with isatin for the highly diastereoselective access of schizocommunin derivatives in excellent yields (up to 97%). Furthermore, the preliminary cytotoxicity screening of selected schizocommunin analogues displayed promising anticancer activity against human cancer cell lines, and the cytotoxic potential of active compound 12ac was also validated by in silico molecular docking simulation studies. American Chemical Society 2019-07-15 /pmc/articles/PMC6682076/ /pubmed/31460329 http://dx.doi.org/10.1021/acsomega.9b01514 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Malviya, Bhanwar Kumar
Singh, Karandeep
Jaiswal, Pradeep K.
Shukla, Monika
Verma, Ved Prakash
Vanangamudi, Murugesan
Jassal, Amanpreet Kaur
Punjabi, Pinki B.
Sharma, Siddharth
Catalyst- and Solvent-Free Coupling of 2-Methyl Quinazolinones and Isatins: An Environmentally Benign Access of Diastereoselective Schizocommunin Analogues
title Catalyst- and Solvent-Free Coupling of 2-Methyl Quinazolinones and Isatins: An Environmentally Benign Access of Diastereoselective Schizocommunin Analogues
title_full Catalyst- and Solvent-Free Coupling of 2-Methyl Quinazolinones and Isatins: An Environmentally Benign Access of Diastereoselective Schizocommunin Analogues
title_fullStr Catalyst- and Solvent-Free Coupling of 2-Methyl Quinazolinones and Isatins: An Environmentally Benign Access of Diastereoselective Schizocommunin Analogues
title_full_unstemmed Catalyst- and Solvent-Free Coupling of 2-Methyl Quinazolinones and Isatins: An Environmentally Benign Access of Diastereoselective Schizocommunin Analogues
title_short Catalyst- and Solvent-Free Coupling of 2-Methyl Quinazolinones and Isatins: An Environmentally Benign Access of Diastereoselective Schizocommunin Analogues
title_sort catalyst- and solvent-free coupling of 2-methyl quinazolinones and isatins: an environmentally benign access of diastereoselective schizocommunin analogues
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6682076/
https://www.ncbi.nlm.nih.gov/pubmed/31460329
http://dx.doi.org/10.1021/acsomega.9b01514
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