Antileishmanial activity of novel indolyl-coumarin hybrids: Design, synthesis, biological evaluation, molecular docking study and in silico ADME prediction

Bioorganic & Medicinal Chemistry Letters
Jaiprakash N SangshettiDevanand B Shinde

Abstract

In present work we have designed and synthesized total twelve novel 3-(3-(1H-indol-3-yl)-3-phenylpropanoyl)-4-hydroxy-2H-chromen-2-one derivatives 13(a-l) using Ho(3+) doped CoFe2O4 nanoparticles as catalyst and evaluated for their potential antileishmanial and antioxidant activities. The compounds 13a, 13d and 13h were found to possess significant antileishmanial activity (IC50 value=95.50, 95.00 and 99.00μg/mL, respectively) when compared to the standard sodium stibogluconate (IC50=490.00 μg/mL). The compounds 13a (IC50=12.40 μg/mL), 13d (IC50=13.49 μg/mL), 13g (IC50=13.24 μg/mL) and 13l (IC50=13.74 μg/mL) had shown good antioxidant activity when compared with standards butylated hydroxy toluene (IC50=16.5 μg/mL) and ascorbic acid (IC50=12.8 μg/mL). After performing molecular docking studies, it was found that compounds 13a and 13d had potential to inhibit pteridine reductase 1 enzyme. In silico ADME pharmacokinetic parameters had shown promising results and none of the synthesized compounds had violated Lipinski's rule of five. Thus, suggesting that compounds from the present series can serve as important gateway for the design and development of new antileishmanial as well as antioxidant agent.

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Feb 12, 2014·Bioorganic & Medicinal Chemistry Letters·Jaiprakash N SangshettiDevanand B Shinde

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Citations

Aug 20, 2016·European Journal of Medicinal Chemistry·Penta AshokSankaranarayanan Murugesan
Oct 25, 2016·Biomedicine & Pharmacotherapy = Biomédecine & Pharmacothérapie·Firoz A Kalam KhanJaiprakash N Sangshetti
Oct 22, 2016·PloS One·Vineetha MandlikShailza Singh
May 8, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jin-Ping BaoXin-Xin Yuan
Aug 3, 2019·Future Medicinal Chemistry·Gustavo Machado das NevesVera L Eifler-Lima
Oct 31, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Seong-Min LeeDongyun Shin
Jul 13, 2019·Current Medicinal Chemistry·Marcus Tullius ScottiLuciana Scotti
Feb 1, 2020·Current Drug Targets·Pone Kamdem BonifaceFerreira Igne Elizabeth
Apr 27, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jinxiang LuoYongqiang Zhang
Jun 26, 2021·European Journal of Medicinal Chemistry·Ojasvi GuptaVikramdeep Monga
Aug 8, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Violeta KourbeliIoannis P Papanastasiou

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