Preparation of pyrimido[4,5-b][1,6]naphthyridin-4(1H)-one derivatives using a zeolite–nanogold catalyst and their in vitro evaluation as anticancer agent

نویسندگان

چکیده

Catalysis using supported gold nanoparticles has attracted significant research interest due to their unique properties and potential that is directly related particle size. An efficient one-pot, three-component procedure developed for the preparation of pyrimido[4,5- b][1,6]naphthyridin-4( 1H)-one derivatives (4a–h) by cyclocondensation 6-amino-2-thioxo-2,3-dihydropyrimidin-4( (1), aromatic aldehydes (2), 1-benzylpiperidin-4-one (3) in presence zeolite-nano Au as a green catalyst ethanol at 80 °C. The presented methodology number advantages including reusable catalyst, easy access, short reaction times, high yields, an work-up. nanogold characterized X-ray diffraction transmission electron microscopy. structures prepared compounds are established elemental analyses spectral data (infrared, mass spectrometry, 1 H, 13 C NMR). While molecular docking studies show products 4a 4c have binding affinities with active site CDKs. A bio-evaluation assay revealed some exhibit strong moderate effects against proliferation Huh7 vitro model human liver cancer cells confirmed morphological alteration. Compounds offer lowest IC 50 values 22.5 39 µM, respectively.

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ژورنال

عنوان ژورنال: Journal of chemical research

سال: 2021

ISSN: ['1747-5198', '2047-6507']

DOI: https://doi.org/10.1177/1747519820988806