Catalyst- and Solvent-Free Coupling of 2-Methyl Quinazolinones and Isatins: An Environmentally Benign Access of Diastereoselective Schizocommunin Analogues
Author(s) -
Bhanwar Kumar Malviya,
Karandeep Singh,
Pradeep Jaiswal,
Monika Shukla,
Ved Prakash Verma,
Murugesan Vanangamudi,
Amanpreet Kaur Jassal,
Pinki B. Punjabi,
Siddharth Sharma
Publication year - 2019
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.9b01514
Subject(s) - isatin , catalysis , in silico , combinatorial chemistry , chemistry , cytotoxicity , solvent , organic chemistry , biochemistry , in vitro , gene
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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