KIT | KIT-Bibliothek | Impressum | Datenschutz

Synthesis and greener pastures biological study of bis-thiadiazoles as potential Covid-19 drug candidates

Said, Musa A.; Riyadh, Sayed M. ; Al-Kaff, Nadia S.; Nayl, A. A.; Khalil, Khaled D.; Bräse, Stefan 1; Gomha, Sobhi M.
1 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)

Abstract:

A novel series of bis- (Abdelhamid et al., 2017, Banerjee et al., 2018, Bharanidharan et al., 2022)thiadiazoles was synthesized from the reaction of precursor dimethyl 2,2′-(1,2-diphenylethane-1,2-diylidene)-bis(hydrazine-1-carbodithioate) and hydrazonyl chlorides in ethanol under ultrasonic irradiation. Spectral tools (IR. NMR, MS, elemental analyses, molecular dynamic simulation, DFT and LUMO and HOMO) were used to elucidate the structure of the isolated products. Molecular docking for the precursor, 3 and ligands 6a-i to two COVID-19 important proteins M$^{pro}$ and RdRp was compared with two approved drugs, Remdesivir and Ivermectin. The binding affinity varied between the ligands and the drugs. The highest recorded binding affinity of 6c with M$^{pro}$ was (−9.2 kcal/mol), followed by 6b and 6a, (−8.9 and −8.5 kcal/mol), respectively. The lowest recorded binding affinity was (−7.0 kcal/mol) for 6 g. In comparison, the approved drugs showed binding affinity (−7.4 and −7.7 kcal/mol), for Remdesivir and Ivermectin, respectively, which are within the range of the binding affinity of our ligands. The binding affinity of the approved drug Ivermectin against RdRp recoded the highest (−8.6 kcal/mol), followed by 6a, 6 h, and 6i are the same have (−8.2 kcal/mol). ... mehr


Verlagsausgabe §
DOI: 10.5445/IR/1000149467
Veröffentlicht am 04.08.2022
Originalveröffentlichung
DOI: 10.1016/j.arabjc.2022.104101
Scopus
Zitationen: 24
Web of Science
Zitationen: 23
Dimensions
Zitationen: 25
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Organische Chemie (IOC)
Publikationstyp Zeitschriftenaufsatz
Publikationsmonat/-jahr 09.2022
Sprache Englisch
Identifikator ISSN: 1878-5352, 1878-5379
KITopen-ID: 1000149467
Erschienen in Arabian Journal of Chemistry
Verlag Elsevier
Band 15
Heft 9
Seiten Art.-Nr.: 104101
Bemerkung zur Veröffentlichung Gefördert durch den KIT-Publikationsfonds
Schlagwörter Bis-[1,2,4]thiadiazoles; Molecular docking; Binding energy; Remdesivir; Ivermectin; Drug-likeness prediction
Nachgewiesen in Dimensions
Scopus
Web of Science
Globale Ziele für nachhaltige Entwicklung Ziel 3 – Gesundheit und Wohlergehen
KIT – Die Forschungsuniversität in der Helmholtz-Gemeinschaft
KITopen Landing Page