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Microwave-assisted synthesis of novel 5-substituted benzylidene amino-2-butyl benzofuran-3-yl-4-methoxyphenyl methanones as antileishmanial and antioxidant agents
Authors:Sanjeev R Patil  Satyanarayana Bollikonda  Rajendra H Patil  Jaiprakash N Sangshetti  Anil S Bobade  Ashish Asrondkar  Padi Pratap Reddy  Devanand B Shinde
Institution:1. Chemical Research and Development, Macleods Pharmaceuticals Ltd, Shanti Nagar, Andheri (East), Mumbai 400093, (M.S.), India;2. Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004, (M.S.), India;3. Department of Biotechnology, Savitribai Phule Pune University, Pune, India;4. Y. B. Chavan College of Pharmacy, Aurangabad 431004, (M.S.), India;5. Haffkine Institute for Training, Research and Testing, Parel, Mumbai 400012, (M.S.), India;6. Shivaji University, Vidyanagar, Kolhapur 416004, (M.S.), India
Abstract:A series of 5-substitutedbenzylideneamino-2-butylbenzofuran-3-yl-4-methoxyphenyl methanones is synthesized and evaluated for antileishmanial and antioxidant activities. Compounds 4f (IC50?=?52.0?±?0.09?µg/ml), 4h (IC50?=?56.0?±?0.71?µg/ml) and 4l (IC50?=?59.3?±?0.55?µg/ml) were shown significant antileishmanial when compared with standard sodium stibogluconate (IC50?=?490.0?±?1.5?µg/ml). Antioxidant study revealed that compounds 4i (IC50?=?2.44?±?0.47?µg/ml) and 4l (IC50?=?3.69?±?0.44?µg/ml) have shown potent comparable activity when compared with standard ascorbic acid (IC50?=?3.31?±?0.34?µg/ml). Molecular docking study was carried out which replicating results of biological activity in case of initial hits 4f and 4h suggesting that these compounds have a potential to become lead molecules in drug discovery process. In silico ADME study was performed for predicting pharmacokinetic profile of the synthesised antileishmanial agents and expressed good oral drug like behaviour.
Keywords:Benzofuran derivatives  Antileishmanial activity  Antioxidant activity  Docking study  ADME properties
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