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Volume 21, Issue 15
  • ISSN: 1570-1808
  • E-ISSN: 1875-628X

Abstract

Background

Multicomponent reactions (MCRs) have proven as one of the best alternatives to minimize several environmental consequences, mainly the use of hazardous chemicals, by-products, and severe production processes. Literature reveals that MCRs with PEG-400 and metal oxide-based greener media provide a new and useful strategy for the construction of biologically potent organic systems.

Objective

The present study aimed to synthesize newer Betti bases by a modified Betti reaction employing a highly efficient catalyst for the direct synthesis of a novel class of non-racemic amino benzyl naphthol ligands under green solvent media. The involvement of the articulated framework was studied against nine cancer panels (NCI-60 cell lines) in terms of inhibiting/killing cancer cells.

Methods

For the modification of the Betti reaction, we used 2-aminopyridin-3-ol, aromatic aldehydes, and a naphthol system using greener media employing PEG-400 and alumina as a prime active and highly selective catalyst. Furthermore, the antiproliferative activity against NCI-60 human cancer cell lines (GI) was used for the development of pharmacologically active compounds and exhibited the single dose (10-5 M) study.

Results

Based on greener media synthesis, recompenses of ease of workup, less reaction time, higher yield, and higher atom economy, as well as environmentally friendly, were reported. Betti bases were obtained at a yield of 87-98% and characterized by spectroscopic techniques. Among the synthesized scaffolds, compound was found to be extra potent in melanoma cancer [MDA-MB-435], while compound showed promising inhibition in leukemic cancer cell lines [HL-60(TB) and MOLT-4].

Conclusion

A straightforward way for an efficient synthesis of Betti bases was developed the reaction of naphthol and aldehydes with amines in PEG-400 media. An AlO was effectively catalyzed in the Betti reaction in excellent yields without the formation of any other by-product in atom economy and environmentally benign way. The newly synthesized hybrids were tested against a panel of cancer cell lines, and some of the compounds exhibited significant inhibitory anti-proliferative effects. The most potent compounds ( and ) showed interesting results, and compound was found extra potent in melanoma cancer cell lines with - GI values.

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2023-10-30
2024-12-29

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Highly Efficient and One-pot New Betti Bases: PEG-400 and Al2O3 Mediated Synthesis, Optimizations, and Cytotoxic Studies
Letters in Drug Design & Discovery 21, 3125 (2024); https://doi.org/10.2174/0115701808248336230921100850
/content/journals/lddd/10.2174/0115701808248336230921100850
/content/journals/lddd/10.2174/0115701808248336230921100850
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  • Article Type:     Research Article
Keyword(s): alumina catalyzed process; anti-cancer screening; Betti reaction; melanoma; PEG-400; single dose cell-lines study

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