Synthesis of a series of novel dihydroartemisinin derivatives containing a substituted chalcone with greater cytotoxic effects in leukemia cells

• Published in: Bioorganic & medicinal chemistry letters Vol. 19; no. 15; pp. 4385 - 4388
• Main Authors: Yang, Xuelin, Wang, Wei, Tan, Jun, Song, Dandan, Li, Ming, Liu, Dan, Jing, Yongkui, Zhao, Linxiang
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01.08.2009; Elsevier
• Subjects: Animals; Antineoplastic agents; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - pharmacology; Apoptosis; Artemisinin; Artemisinins - chemical synthesis; Artemisinins - pharmacology; Biological and medical sciences; Cell Line, Tumor; Cell Proliferation - drug effects; Chalcones - chemical synthesis; Chalcones - chemistry; Chalcones - pharmacology; Chemistry, Pharmaceutical - methods; Drug Design; General aspects; HL-60 Cells; Humans; Inhibitory Concentration 50; Leukemia; Leukemia - drug therapy; Medical sciences; Mice; Models, Chemical; Pharmacology. Drug treatments; Structure–activity relationships; Synthesis; Synthesis; Structure–activity relationships; Leukemia; Artemisinin; Apoptosis; Antineoplastic agent; Endoperoxide; P388-Leukemia; Cytotoxicity; Oxygen heterocycle; Structure-activity relationships; Flavonoid; Peracetal; Structure activity relation; Acylal; Sesquiterpenes; Chemical synthesis; Tumor cell; Human; Promyelocytic leukemia; Terpenoid; Rodentia; Benzene derivatives; Tetracyclic compound; In vitro; HL60 cell line; Vertebrata; Mammalia; Cell line; Mouse; Animal; Enone
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2009.05.076

Fifteen new dihydroartemisinin chalcones linked by either ether or ester were synthesized and their cytotoxic effects in leukemia cells were measured. Fifteen dihydroartemisinin derivatives containing a substituted chalcone linked by either ether or ester were synthesized and investigated for their cytotoxicity in human leukemia HL-60 and mouse lymphoma P388 cells. These derivatives have greater antiproliferative and cytotoxic effects in both cell lines than dihydroartemisinin. Dihydroartemisinin chalcones linked by ether are more cytotoxic than dihydroartemisinin chalcones linked by ester with apoptosis induction abilities.