Your browser doesn't support javascript.
GC-MS, LC-MS/MS, Docking and Molecular Dynamics Approaches to Identify Potential SARS-CoV-2 3-Chymotrypsin-Like Protease Inhibitors from Zingiber officinale Roscoe.
Zubair, Muhammad Sulaiman; Maulana, Saipul; Widodo, Agustinus; Pitopang, Ramadanil; Arba, Muhammad; Hariono, Maywan.
  • Zubair MS; Department of Pharmacy, Faculty of Science, Tadulako University, Palu 94118, Indonesia.
  • Maulana S; Department of Pharmacy, Faculty of Science, Tadulako University, Palu 94118, Indonesia.
  • Widodo A; Department of Pharmacy, Faculty of Science, Tadulako University, Palu 94118, Indonesia.
  • Pitopang R; Department of Biology, Faculty of Science, Tadulako University, Palu 94118, Indonesia.
  • Arba M; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Halu Oleo University, Kendari 93231, Indonesia.
  • Hariono M; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Sanata Darma University, Yogyakarta 55282, Indonesia.
Molecules ; 26(17)2021 Aug 28.
Article in English | MEDLINE | ID: covidwho-1374472
ABSTRACT
This study aims to identify and isolate the secondary metabolites of Zingiber officinale using GC-MS, preparative TLC, and LC-MS/MS methods, to evaluate the inhibitory potency on SARS-CoV-2 3 chymotrypsin-like protease enzyme, as well as to study the molecular interaction and stability by using docking and molecular dynamics simulations. GC-MS analysis suggested for the isolation of terpenoids compounds as major compounds on methanol extract of pseudostems and rhizomes. Isolation and LC-MS/MS analysis identified 5-hydro-7, 8, 2'-trimethoxyflavanone (9), (E)-hexadecyl-ferulate (1), isocyperol (2), N-isobutyl-(2E,4E)-octadecadienamide (3), and nootkatone (4) from the rhizome extract, as well as from the leaves extract with the absence of 9. Three known steroid compounds, i.e., spinasterone (7), spinasterol (8), and 24-methylcholesta-7-en-3ß-on (6), were further identified from the pseudostem extract. Molecular docking showed that steroids compounds 7, 8, and 6 have lower predictive binding energies (MMGBSA) than other metabolites with binding energy of -87.91, -78.11, and -68.80 kcal/mole, respectively. Further characterization on the single isolated compound by NMR showed that 6 was identified and possessed 75% inhibitory activity on SARS-CoV-2 3CL protease enzyme that was slightly different with the positive control GC376 (77%). MD simulations showed the complex stability with compound 6 during 100 ns simulation time.
Subject(s)
Keywords

Full text: Available Collection: International databases Database: MEDLINE Main subject: Plant Extracts / Ginger / Coronavirus Protease Inhibitors / Coronavirus 3C Proteases / COVID-19 Drug Treatment Type of study: Experimental Studies / Prognostic study Limits: Humans Language: English Journal subject: Biology Year: 2021 Document Type: Article Affiliation country: Molecules26175230

Similar

MEDLINE

...
LILACS

LIS


Full text: Available Collection: International databases Database: MEDLINE Main subject: Plant Extracts / Ginger / Coronavirus Protease Inhibitors / Coronavirus 3C Proteases / COVID-19 Drug Treatment Type of study: Experimental Studies / Prognostic study Limits: Humans Language: English Journal subject: Biology Year: 2021 Document Type: Article Affiliation country: Molecules26175230