An efficient synthesis towards the core of Crinipellin: TD-DFT and docking studies

Abstract

In this present report, we are describing a novel route for the synthesis of the tetracyclic ring systems, a common core of crinipellin, via oxidative dearomatization, cycloaddition and oxa di-pi-methane rearrangement. We are also concerned to explore a route to tetracyclic core (1e)of Crinipellin and tricyclic core (1g) of Allicaol B through intermolecular diels alder reaction and pho tochemically 1,2 acyl shift. Moreover, docking study of compound 13 and 16 is investigated against AcrB multidrug efflux pump of Escherichia coli (PDB ID: 1T9U), main protease of SARS COV-2 (PDB ID: 6W63), DNA gyrase of Streptococcus pneumonia (PDB ID: 4Z2C), human estrogen receptor alpha (PDB ID: 3ERT), human lanosterol 14-alpha-demethylase (CYP51)(PDB ID: 3JUS) and cyclooxygenase-2 (Prostaglandin Synthase-2) (PDB ID: 1CX2). The obtained results are important for the exploitation of the therapeutic potential of these derivatives as antimicrobial, antiviral, anticancer, antifungal or anti-inflammatory agents. In addition, TD-DFT studies of the compounds are also carried out.