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

Yousif, Mahmoud Nabil Mahmoud; Abdelhameed, Reda M.; Abu-Hashem, Ameen A; Yousif, Nabil M.

doi:10.21608/ejchem.2022.114873.5214

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

Document Type : Original Article

Authors

¹ Department of Photochemistry, National Research Centre, Cairo, Egypt

² Department of Applied Organic Chemistry, Chemical Industries Research Institute, National Research Centre, Egypt

³ Photochemistry Department, Chemical Industries Research Institute, National Research Centre, Cairo, Egypt

10.21608/ejchem.2022.114873.5214

Abstract

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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