Peculiar reaction behavior of 1,3-oxathiolan-5-one toward various reagents: Molecular modeling studies and in vitro antioxidant and cytotoxicity evaluation

doi:10.1080/00397911.2016.1276190

Paper

Peculiar reaction behavior of 1,3-oxathiolan-5-one toward various reagents: Molecular modeling studies and in vitro antioxidant and cytotoxicity evaluation

Published Feb 15, 2017 · W. Hamama, M. Ibrahim, Eslam A. Ghaith

Synthetic Communications

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8

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Abstract

ABSTRACT Chemical reactivity of 2-methyl-2-phenyl-1,3-oxathiolan-5-one (1) toward various reagents such as hydroxyaldehyde, ketone, α,β unsaturated carbonyl compounds, heterocyclic amine, hydrazine, and hydrazide to give unpredicative opened and fused heterocyclic systems was investigated. Moreover, treatment of compound 1 with bromoester to afford the respective fused system, 2-methyl-2-phenylfuro[3,2-d][1,3]oxathiol-5(6H)-one (6) was implemented. Besides, 1H–1H nuclear overhauser effect spectroscopy was used for full confirmation of the compound 19. In addition, the density functional theory modeling study outcomes were discussed and all of the new synthesized compounds were evaluated as antioxidants and cytotoxicity assay against hepatocellular carcinoma cell line. GRAPHICAL ABSTRACT

In Vitro Study

Study Snapshot

The 1,3-oxathiolan-5-one shows unique chemical reactivity, leading to various compounds with potential antioxidant and cytotoxicity properties against hepatocellular carcinoma cells.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Peculiar reaction behavior of 1,3-oxathiolan-5-one toward various reagents: Molecular modeling studies and in vitro antioxidant and cytotoxicity evaluation

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