Synthesis and biological evaluation of extraordinarily potent C-10 carba artemisinin dimers against P. falciparum malaria parasites and HL-60 cancer cells

Development of artemisinin compounds for cancer treatment

“…The linkers of the dimers also play an important role. Chadwick et al [139], in testing their C10 carba artemisinin dimers, found that changing the number of carbon atoms in the linker changed the potency of the dimer in killing HL-60 cells: dimers with more carbon atoms in their linkers were more active. Jung et al [105] reported that linker size affected the potency of their artemisinin dimers.…”

Highly potent artemisinin-derived dimers and trimers: Synthesis and evaluation of their antimalarial, antileukemia and antiviral activities

“…Hybrids 4, 5 and 6 were obtained by a Steglich esterification (DCM, DMAP and DCC at rt) of different artemisinin-derived precursors in yields ranging from 57% to quantitative (Scheme 1). The precursors DHA (2) and artesunic acid 3 are commercially available, artemisinin-derived acid 10, [40] di-artemisinin-derived alcohol 11 [41,42] and artemisinin-derived alcohol 12 [43] were prepared by literature known procedures. A published reaction protocol (TMSOTf, CHCl 3 , 0 °C) [44] yielded ether-hybrid 7 in 52% yield from dihydroartemisinin acetate 13 and alcohol 11.…”

Synthesis and Anticancer Activity of Novel Deoxoartemisinin–Glycolipid Hybrids

“…As outlined in Chart 1, artemisinin derivative 4 was obtained through a 4 reaction sequence from either artemisinin 35) (2) or artemisinic acid 36) (3) according to previously reported procedures. Direct oxidation of the terminal double bond of allyl deoxoartemisinin 4 using KMnO 4 and NaIO 4 provided carboxymethyldeoxoartemisinin (5).…”