Cu-promoted synthesis of Indolo[2,3-b]quinoxaline-Mannich adducts via three-component reaction and their anti-proliferative evaluation on colorectal and ovarian cancer cells

Shefali Chowdhary, Asif Raza, Pule Seboletswe, Nosipho Cele, Arun K. Sharma, Parvesh Singh, Vipan Kumar

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

The present work intends to synthesize a new class of small molecules featuring the quinoxaline scaffold. The indolo [2,3-b]quinoxaline-Mannich adducts were designed, synthesized and their anticancer activities were tested using MTS assay against human ovarian cancer (OVCAR-3) and female colorectal adenocarcinoma cancer cell lines (HT-29). Compounds 6q and 6r efficiently inhibited both cancer cell lines tested, with IC50 values of 58.57 and 55.90 µM against OVCAR-3 and 31.36 and 42.3 µM against HT-29, respectively. The evaluation results were further supported by caspase-mediated apoptosis and docking studies, which indicated that Tyr1159 and the N-atom of the pyrrolidine moiety formed an additional hydrogen bond that stabilised the c-Met-kinase-6q complex. Overall, the results of our study suggested that Mannich-inspired indolo [2,3-b]quinoxaline adduct might make interesting lead for the development of cancer chemotherapeutics.

Original languageEnglish (US)
Article number134627
JournalJournal of Molecular Structure
Volume1275
DOIs
StatePublished - Mar 5 2023

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

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