Antifungal screening and molecular docking simulation of silica supported synthesized sitosteryl hydrogen phthalate using microwave irradiation

Abstract

In this study, steroidal sitosteryl hydrogen phthalate (stigmast-5-en-3b-yl hydrogen phthalate) was synthesized by the reaction of 3b-sitosterol and phthalic anhydride using silica gel as a solid support under microwave irradiation (MWI). The comparative study of microwave assisted synthesis and conventional synthesis of the steroidal compound in a hazardous solvent revealed that the former method provided shortened reaction times at increased yields. The compounds obtained by the two procedures were characterized by infrared spectroscopy, proton, carbon-13 nuclear magnetic resonance (1H and 13C NMR) and high-resolution mass spectrometry. The synthesized compound was screened for in vitro antifungal activity against Aspergillus niger and Candida albicans by the Kirby-Bauer Well Diffusion method. The synthesized compound was subjected to the molecular docking simulation with a receptor (CYP51). The findings of the antifungal and docking studies revealed that the synthesized sitosteryl hydrogen phthalate could be considered as a suitable inhibitor of Lanosterol 14a-demethylase (CYP51). In addition, the molecular docking approach was applied to design hypothetical derivatives of sitosteryl hydrogen phthalate inhibitors against the antifungal target and to compare findings with the binding score of the molecular synthesized 3b-sitosteryl hydrogen phthalate.

Biochemical interaction of twenty steroid derivatives with ribosomal protein kinase 4 S6 (RSK-4) surface using a theoretical model

“…(Baji et al, 2016). 3,4,7,8,9,10,11,12,13,14,15,16,17tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] ester (Khan et al, 2020). 10,13-trimethyl-2,3,4,7,8,9,10,11, 12,13,14,15,16,17-tetradeca-hydro-1H-cyclopenta[a]phenanthren-3-yl ester (Katritzky et al, 2020).…”

“…Some computer models, such as DOCK (Sukia et al, 2015), GROMAS (Dutta et al, 2013), SFs (Gogoi et al, 2012), Swarm Dock (Baji et al, 2016) and DockingServer (Khan et al, 2020) are used to determinate the possible ligand-protein complex formation. In this study, the interaction of steroid derivatives (compounds 1 to 29) with RSK-4 protein surface was determined using the 6rv2 protein (PDB https://doi.org/10.2210/pdb6RV2/pdb), and LJH685, SL01101 and 2073047-06-8 drugs as theoretical tools in DockingServer software.…”

Repurposing benzimidazole and benzothiazole derivatives as potential inhibitors of SARS-CoV-2: DFT, QSAR, molecular docking, molecular dynamics simulation, and in-silico pharmacokinetic and toxicity studies

“…The ligands were generated with MGL Tools 1.5.6 and optimized using the Avogadro program. The 3D X-ray structure for SARS-CoV-2 M pro and the ACE2 receptor was retrieved from the Protein Data Bank (http://www.rcsb.org/pdb) and used for the molecular docking (Adem et al, 2020;Shivanika et al, 2020;Khan et al, 2020). The active site of each enzyme was fixed with Meta Pocket 2.0 and the docking cavities were selected for the target proteins.…”