Microwave-assisted synthesis of novel 5-substituted benzylidene amino-2-butyl benzofuran-3-yl-4-methoxyphenyl methanones as antileishmanial and antioxidant agents

[Display omitted] 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 sho...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2018-02, Vol.28 (3), p.482-487
Hauptverfasser: Patil, Sanjeev R., Bollikonda, Satyanarayana, Patil, Rajendra H., Sangshetti, Jaiprakash N., Bobade, Anil S., Asrondkar, Ashish, Reddy, Padi Pratap, Shinde, Devanand B.
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container_end_page 487
container_issue 3
container_start_page 482
container_title Bioorganic & medicinal chemistry letters
container_volume 28
creator Patil, Sanjeev R.
Bollikonda, Satyanarayana
Patil, Rajendra H.
Sangshetti, Jaiprakash N.
Bobade, Anil S.
Asrondkar, Ashish
Reddy, Padi Pratap
Shinde, Devanand B.
description [Display omitted] 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.
doi_str_mv 10.1016/j.bmcl.2017.12.013
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subjects ADME properties
Antileishmanial activity
Antioxidant activity
Benzofuran derivatives
Docking study
title Microwave-assisted synthesis of novel 5-substituted benzylidene amino-2-butyl benzofuran-3-yl-4-methoxyphenyl methanones as antileishmanial and antioxidant agents
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