Synthesis, pharmacological evaluation and docking studies of coumarin derivatives

Abstract

We synthesized coumarin derivatives using various aromatic and heterocyclic amines, and tested the target compound for its analgesic, anti-inflammatory, antimicrobial activities. Compounds 3l, 3m and 3n showed significant anti-inflammatory, analgesic and antimicrobial activities. The synthesized compounds, then docked on COX-2 to predict the binding affinity and orientation at the active site of the receptor. It was found that the active compounds 3l, 3m and 3n intact mainly with Arg 44 amino acid, which may be involved in COX-2 inhibition. The compounds which bind with Arg 44 have significant anti-inflammatory activity. This could be due to the formation of more effective hydrogen bond with the receptor. Comparing pharmacological activity and docking results, we conclude that heterocyclic derivatives linked with nitrogen at 7-position of coumarin seem to be potentially active drug.

Coumarin–triazole Hybrids and Their Biological Activities

“…Several coumarin–triazole hybrids tethered through ester or without a linker showed moderate anti‐inflammatory activity, the enriched SAR light up the way to find more potent candidates.…”

Polymorphism of 3-(5-phenyl-1,3,4-oxadiazol-2-yl)- and 3-[5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl]-2H-chromen-2-ones

“…2H-Chromen-2-one (coumarin) and its derivatives belong to a class of organic compounds possessing a wide range of biological activities (Penta, 2016;Kumar et al, 2018;Fan et al, 2018). Coumarin-triazole hybrids have attracted noticeable attention due to their antibacterial (Kusanur & Kulkarni, 2005;Shi & Zhou, 2011;Sarasija et al, 2012;Kushwaha et al, 2014;Dongamanti et al, 2014;Ferreira et al, 2015;Zayane et al, 2016;Yadav et al, 2017), antifungal (Feng et al, 2008;Kokil et al, 2010;Panda et al, 2012), antimycobacterial (Xu et al, 2017), anti-Alzheimer (Bagheri et al, 2015;Park et al, 2016;Montanari et al, 2016), anti-inflammatory (Sandhya et al, 2011;Stefani et al, 2012;Seerden et al, 2014) and antitumour (Maiti et al, 2013;Rehman et al, 2014;Zhang et al, 2014;Kraljević et al, 2016;Singh et al, 2017;Liu et al, 2017) activities.…”

Synthesis, spectral, thermal, fluorescence, antimicrobial, anthelmintic and DNA cleavage studies of mononuclear metal chelates of bi-dentate 2H-chromene-2-one Schiff base

“…novobiocin and coumermycin from Streptomyces and aflatoxins from Aspergillus species [3,4]. Since many years, especially organic and medicinal chemists have been carry out their investigation on coumarin, because of its remarkable uses like antimicrobial [5], antioxidant [6], hypotensive [7], anthelmintic [8], inhibition of platelet aggregation [9], cytotoxic activity [10], optical brighteners [11] and fluorescent probes [12]. Since, last few decades, inorganic chemists have paid their considerable attention towards the synthesis of coumarin derivatives because of their enhanced bioactivity upon complexation.…”