A Green Synthesis of 1,5-Benzodiazepines using Reusable-Heterogeneous Silica Sulfuric Acid Catalyst under Solvent-Free Conditions and their Antileukemic Activity

Author:

Harsha Kachigere B.1ORCID,Kavitha Chandagirikoppal V.2ORCID,Swaroop Toreshettahally R.3ORCID,Rangappa Shobith4ORCID,Rangappa Kanchugarakoppal S.5ORCID

Affiliation:

1. Centre for Materials Science and Technology, Vijnana Bhavan, University of Mysore, Mysuru-570006, India

2. Government College for Women (Autonomous), University of Mysore, Mandya-571401, India

3. Department of Studies in Organic Chemistry, University of Mysore, Mysuru-570006, India

4. Adichunchangiri Institute for Molecular Medicine, Nagamangala-571448, India

5. Institution of Excellence, University of Mysore, Mysuru-570006, India

Abstract

1,5-Benzodiazepine derivatives are readily assembled from o-phenylene diamine and ketones containg α-hydrogen atoms by means of simple cyclocondensation via sp3 C-H activation promoted by an efficient heterogeneous silica sulfuric acid catalyst. Eco-friendliness, good yields, easy workup, reusable catalyst, short reaction times, high atom economy and solvent-free conditions are the noteworthy features of this protocol. These benzodiazepines are chosen for the evaluation of antiproliferative activity against different leukemia cell lines. Among the investigated compounds, 3g is the best antiproliferative agent against all the cell lines tested. Also, current preliminary analysis showed that compound 3g phosphorylates ERK1/2 and induces G1 arrest in K562 cells

Publisher

Asian Journal of Chemistry

Subject

General Chemistry

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