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      Dual active 1, 4-dihydropyridine derivatives: Design, green synthesis and in vitro anti-cancer and anti-oxidant studies.

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          Abstract

          The present work describes the design of 1,4-dihydropyridines (1,4-DHPs) with diverse variations in structural and functional groups. The physico-chemical properties and drug-like molecule nature evaluations were carried out using SWISSADME. A simple, economical, eco-friendly, water-mediated and Para-Toluene sulfonic acid catalysed multicomponent and one-pot synthetic method from nitroketene N, S- acetals (NMSM) and corresponding aldehydes has been developed. All compounds (6a-u and 13a-h) were subjected to in vitro assays against two important human cancer cell lines Viz. are Laryngeal carcinoma (Hep2) and Lung adenocarcinoma (A549) cells. The reduction level of DPPH (%) used to evaluate the anti-oxidant properties. The 1,4-DHP derivatives, 6o, 6u and 6l displayed the potent anti-cancer activity with IC50 value of 10 µM, 14 µM and 10 µM against the Hep2 and 8 µM, 9 µM and 50 µM against the A549 cells. Similarly, the anti-oxidant properties of 6o, 6l and 6u at a standard concentration of 50 µg, are found to be 70.12%, 63.90% and 59.57% respectively favours the 1,4-DHP derivatives dual activity potentials. The compounds, 6o and 6l found to be equivalent with standard drug, Doxorubicin.

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          Author and article information

          Journal
          Bioorg Chem
          Bioorganic chemistry
          Elsevier BV
          1090-2120
          0045-2068
          December 2020
          : 105
          Affiliations
          [1 ] National Centre for Sustainable Coastal Management, Anna University Campus, Chennai 600025, India.
          [2 ] Chemical Science Research Group, Division of Research and Development, Lovely Professional University, Phagwara, Punjab 144411. India; Dr. Param Laboratories, Phase-1, IDA, B.N. Reddy Nagar, Cherlapally, Hyderabad, Telangana 500062, India. Electronic address: parammakam@gmail.com.
          Article
          S0045-2068(20)31677-1
          10.1016/j.bioorg.2020.104379
          33113411
          684e8fc7-72d3-4a8d-ba30-576d6192ba52
          Copyright © 2020 Elsevier Inc. All rights reserved.
          History

          1,4-Dihydropyridine,Anti-oxidant,Green Chemistry,Nitroketene N,S-Acetals,Anti-cancer

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