Synthesis and antiangiogenic activity of exo-olefinated deoxoartemisinin derivatives.
10-exo-Bromoalkylidene and benzylidene deoxoartemisinin derivatives with antiangiogenic activity were synthesized from corresponding 10-alkanesulfonyl dihydroartemisinin and 10-phenylmethanesulfonyl dihydroartemisinin using a highly efficient, mild, and simple Ramberg-Bäcklund rearrangement.
Oh
Sangtae
S
Department of Chemistry, Yonsei University, Wonju 220-710, South Korea.
Jeong
In Howa
IH
Shin
Woon-Seob
WS
Lee
Seokjoon
S
D000466:Alkadienes / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D020533:Angiogenesis Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D037621:Artemisinins / Q000138:chemical synthesis* / Q000494:pharmacology; D002460:Cell Line; D004730:Endothelium, Vascular / Q000166:cytology / Q000187:drug effects*; D006801:Humans; D020128:Inhibitory Concentration 50; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism
D000466:Alkadienes; D000475:Alkenes; D020533:Angiogenesis Inhibitors; D037621:Artemisinins; D012717:Sesquiterpenes; C063801:deoxoartemisinin