2. Academic Validation
  3. Synthesis, molecular properties prediction and anticancer, antioxidant evaluation of new edaravone derivatives

Synthesis, molecular properties prediction and anticancer, antioxidant evaluation of new edaravone derivatives

  • Bioorg Med Chem Lett. 2016 May 15;26(10):2562-2568. doi: 10.1016/j.bmcl.2016.03.024.
Naveen Polkam 1,  Venkat Ragavan Ramaswamy 2,  Parsharamulu Rayam 1,  Tejeswara Rao Allaka 1,  Hasitha Shilpa Anantaraju 3,  Sriram Dharmarajan 3,  Yogeeswari Perumal 3,  Durgaiah Gandamalla 4,  Narsimha Reddy Yellu 4,  Sridhar Balasubramanian 5,  Jaya Shree Anireddy 6
Affiliations

Affiliations

  • 1 Centre for Chemical Sciences and Technology, IST, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, Hyderabad 500085, Telangana State, India.
  • 2 Nuray Chemicals Private Limited, Plot No. 111, SIDCO Industrial Estate, Kakkalur 602001, Tamil Nadu, India.
  • 3 Department of Pharmacy, Birla Institute of Technology and Science, Pilani, Hyderabad Campus, Jawahar Nagar 500078, Telangana State, India.
  • 4 Department of Pharmacology and Toxicology, UCPSc, Kakatiya University, Warangal 506009, Telangana State, India.
  • 5 X-ray Crystallography Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
  • 6 Centre for Chemical Sciences and Technology, IST, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, Hyderabad 500085, Telangana State, India. Electronic address: jayashreeanireddy@gmail.com.
PMID: 27055942 DOI: 10.1016/j.bmcl.2016.03.024
Abstract

A series of new edaravone derivatives 3-7 have been synthesized, characterised using various spectroscopic techniques and screened for their in vitro anti-cancer, antioxidant activities. Structure of 5d was further substantiated through single crystal X-ray diffraction. Among the tested, 5l exhibited pronounced activity against PC3 Cancer cells. Compounds 5i, 5l, 7c showed potent activity against A549 Cancer cells. Products 5k, 6, 7c demonstrated good antioxidant activity with MIC values of 18.60, 16.27, 16.07μg/mL respectively. Further the reported analogues were also tested on normal HEK293T cells and displayed low to good safer profiles. Derivatives 5l and 7c have come out to be safer potent Anticancer, antioxidant agents. Additionally, the target products were subjected to their molecular properties prediction and drug likeness by employing Molinspiration and Osiris property explorer toolkits. None of them violated Lipinski's boundaries classifying the title compounds as potential Anticancer and antioxidant agents.

Keywords

Anticancer activity; Antioxidant activity; Crystallography; Edaravone; Lipinski’s rule of five.

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