Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

An Efficient Synthesis Towards the Core of Crinipellin and Alliacol-B Along With Their Docking Studies

Version 1 : Received: 7 December 2020 / Approved: 8 December 2020 / Online: 8 December 2020 (16:58:31 CET)

How to cite: Sahu, R.; Mohapatra, R.K.; Al-Resayes, S.I.; Das, D.; Parhi, P.K.; Pintilie, L.; Azam, M. An Efficient Synthesis Towards the Core of Crinipellin and Alliacol-B Along With Their Docking Studies. Preprints 2020, 2020120206. https://doi.org/10.20944/preprints202012.0206.v1 Sahu, R.; Mohapatra, R.K.; Al-Resayes, S.I.; Das, D.; Parhi, P.K.; Pintilie, L.; Azam, M. An Efficient Synthesis Towards the Core of Crinipellin and Alliacol-B Along With Their Docking Studies. Preprints 2020, 2020120206. https://doi.org/10.20944/preprints202012.0206.v1

Abstract

In this present work, we are reporting a novel route for the synthesis of the tetracyclic ring systems, which is a common core of crinipellin via oxidative dearomatization, cycloaddition and oxa- di-pi-methane rearrangement. We considered to exploring a route to tetracyclic core (1e) of Crinipellin and tricyclic core (1g) of Allicaol B through intermolecular diels alder reaction and photochemically 1,2 acyl shift. Moreover, docking study of compound 13 and 16has been 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 herein are important for the exploitation of the therapeutic potential of these derivatives as antimicrobial, antiviral, anticancer, antifungal or anti-inflammatory agents.

Keywords

Crinipellin; Alliacol-B; cycloaddition; dearomatization; docking study

Subject

Chemistry and Materials Science, Analytical Chemistry

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