Food Science and Technology Department

 

Department of Food Science and Technology: Faculty Publications

ORCID IDs

Mohamed Ahmed Abozeid http://orcid.org/0000-0001-5191-4492

Mohamed Ramadan Elmorsy http://orcid.org/0000-0003-4875-5835

Mohamed Abdelmoteleb http://orcid.org/0000-0001-9453-3219

El-Sayed Ibrahim El-Desoky http://orcid.org/0000-0003-1621-9296

Document Type

Article

Date of this Version

2019

Citation

RSC Adv., 2019, 9, 27996

DOI: 10.1039/c9ra05154f

Comments

CC-BY-NC

Abstract

A new promising protocol has been developed for the synthesis of scarce oxocine derivatives 3a–e and 6 through addition of amine-based nucleophiles such as hydroxylamine hydrochloride, primary amine and hydrazide to chromonylidene benzothiazol-2-ylacetonitrile 2 in refluxing dioxane under metal free reaction conditions in moderate to good yields. Other nitrogen nucleophiles such as piperidine, hydrazine and thiosemicarbazide failed to afford the corresponding oxocinols, and instead pyridine derivatives 7, 8 and 10 were obtained exclusively. Predictive study for the biological activities using PASS (prediction of activity spectra for biologically active substances) online software showed optimistic activities for oxocinols 3a–e in the treatment of cancer, influenza A and microbial infections. Additionally, DFT studies of oxocine derivatives 3a–e and 6 indicated the presence of required thermodynamics parameters for the application in dye-sensitized solar cells (DSSCs).

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