3.8 Article

Synthesis and Biological Activity of Chromene Derivatives, chromeno[2,3- d][1,3]oxazine derivatives, and chromeno[2,3-d]pyrimidine derivatives

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EGYPTIAN JOURNAL OF CHEMISTRY
卷 66, 期 1, 页码 113-120

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NATL INFORM & DOCUMENT CENTRE
DOI: 10.21608/EJCHEM.2022.114873.5214

关键词

chromene; chromeno[2; 3-d][1; 3]oxazin; oxazine; anticancer activity

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Compound 1, a chromene derivative, was reacted with acetyl chloride and chloroacetyl chloride to obtain compounds 2a,b. The acetyl derivatives 2a,b were further reacted with hydrazine hydrate and hydroxylamine to yield compounds 4a,b and 5a,b respectively. The obtained pyrimidine derivative 4a was then reacted with xylose and glucose to give compounds 6a,b, which were subsequently converted to compounds 7a,b by reaction with acetic anhydride. The structure of the prepared derivatives was determined using various spectroscopic techniques and elemental analysis. The anticancer activity of some prepared compounds was evaluated against three different cancer cell lines.
Chromene derivative 1 reacted with acetyl chloride and chloroacetyl chloride to give compounds 2a,b. Acetyl derivatives 2a,b were heated under reflux in dry xylene to give oxazine derivatives 3a,b which reacted with hydrazine hydrate and hydroxylamine to afford compounds 4a,b and 5a,b respectively. Pyrimidine derivative 4a reacted with xylose and glucose to give compounds 6a,b which were converted to compounds 7a,b by reaction with acetic anhydride. The structure of the prepared derivatives was elucidated through mass spectroscopy, 1H & 13C NMR, infrared spectroscopy and elemental analysis. Anticancer activity of some of prepared compounds was performed against three different cancer cell lines.

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