A green protocol for one pot synthesis of benzosuberone tethered thiadiazolopyrimidine-6-carboxylates using PEG-400 as potent anti-proliferative agents. Issue 31 (1st August 2018)

• Record Type: Journal Article
• Authors: Kasaboina, Suresh; Bollu, Rajitha; Gomedhika, P. Mary; Ramineni, Venkatesh; Nagarapu, Lingaiah; Dumala, Naresh; Grover, Paramjit; Nanubolu, Jagadeesh Babu
• Is Part Of: Tetrahedron letters. Volume 59:Issue 31(2018)
• Page Start: 3015
• Page End: 3019
• Publication Date: 2018-08-01
• Subjects: Benzosuberones -- Multicomponent condensation -- Polyethylene glycol (PEG-400) -- Recyclability -- Eco-friendly -- Thiadiazolopyrimidines -- Anti-proliferative; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.06.068
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Design strategy for 2, 3-dimethylbenzocycloheptenone tethered thiadiazolo-pyrimidine carboxylates (8a–k ). Highlights: Newly synthesized benzosuberone tethered thiadiazolo-pyrimidine carboxylates. Evaluated for their in vitro anti-proliferative activity against four human cell lines. Compound8k showed the most promising activity against all the cell lines. First report on the synthesis using PEG-400 and in vitro anti-proliferative evaluation. Abstract: A new concise and facile method was explored to synthesize a collection of new benzosuberone based thiadiazolo [3, 2- a ] pyrimidine-6-carboxylates using polyethylene glycol (PEG), which could be regarded as the derivatives of the hybrid scaffolds of bioactive natural benzosuberone and heterocyclic thiadiazolo[3, 2- a ]pyrimidine. The structures of the synthesized compounds were characterized by 1 H, 13 C NMR, MS and IR; and their anti-proliferative activity was evaluated against four human cancer cell lines; A549, SKNSH, HeLa and MCF-7. Among the tested compounds, compound8k showed the most prominent activity against all the cell lines and these results may lay the foundation for further design of novel anti-proliferative agents.