Department of Chemistry, Faculty of Science, Cairo University, Giza, A.R. Egypt.
Department of Chemistry, Higher Institute of Engineering and Technology, El-Tagammoe El-Khames, New Cairo, Egypt.
Anticancer Agents Med Chem. 2024;24(13):990-1008. doi: 10.2174/0118715206299407240324110505.
Xanthenes and benzoxanthenesare are highly valuable compounds in organic chemistry and medicinal chemistry. Xanthene derivatives were found to have many applications in medicinal chemistry.
This work aims to explore the synthesis of xanthene derivatives with various substituents and find the possibility of their uses as anticancer agents.
The basic starting compound through this work was the 2,3-dihydro-1H-xanthen-1-one (3), which was synthesized from the reaction of cyclohexan-1,3-dione and 2-hydroxybenzaldehyde. Compound 3 was used to synthesize new thiophene, pyrimidine, isoxazole, and thiazole derivatives based on the xanthenes nucleus. Fused xanthene derivatives were obtained through further heterocyclization reactions. Multicomponent reactions expressed in this work were carried out in the presence of solvent catalyzed by Et3N and in solvent-free ionic liquid immobilized catalyst.
Cytotoxicity for the newly synthesized compounds toward cancer cell lines was measured, and the results revealed that many compounds exhibited high inhibitions.
The antiproliferative activity of the synthesized compounds was studied on six selected cancer cell lines. The nature of the heterocyclic ring and the variations of substituted groups showed a high effect through the inhibitions of the tested compound.
氧杂蒽和苯并氧杂蒽是有机化学和药物化学中非常有价值的化合物。氧杂蒽衍生物在药物化学中有许多应用。
本工作旨在探索具有各种取代基的氧杂蒽衍生物的合成,并寻找其作为抗癌剂的可能性。
本工作的基本起始化合物是 2,3-二氢-1H-氧杂蒽-1-酮(3),它是由环己-1,3-二酮和 2-羟基苯甲醛反应合成的。化合物 3 被用于基于氧杂蒽核合成新的噻吩、嘧啶、异恶唑和噻唑衍生物。通过进一步的杂环化反应得到稠合氧杂蒽衍生物。本工作中表示的多组分反应是在溶剂存在下、由 Et3N 催化并在无溶剂离子液体固定化催化剂存在下进行的。
对新合成的化合物进行了针对癌细胞系的细胞毒性测定,结果表明许多化合物表现出高抑制活性。
对六种选定的癌细胞系进行了合成化合物的抗增殖活性研究。杂环的性质和取代基的变化通过测试化合物的抑制作用表现出很高的效果。