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New potently bioactive alkaloids from Crinum erubescens

2016; Elsevier BV; Volume: 24; Issue: 21 Linguagem: Inglês

10.1016/j.bmc.2016.08.058

1464-3391

Christopher C. Presley, Priscilla Krai, Seema Dalal, Qingxi Su, María B. Cassera, Michael Goetz, David G. I. Kingston,

Alkaloids: synthesis and pharmacology

Antimalarial bioassay-guided fractionation of the swamp lily Crinum erubescens led to the isolation of four compounds with potent antiplasmodial activity. Compounds 1 and 2 were determined from their spectroscopic data to be the known pesticidal compound cripowellin A and the known pesticidal and antiproliferative compound cripowellin B. 1D and 2D-NMR techniques were used to determine the identities of 3 and 4 as the new compounds cripowellin C and D. A fifth compound was identified as the known alkaloid hippadine, which was inactive against Plasmodium falciparum. The antiplasmodial IC50 values of compounds 1–4 were determined to be 30 ± 2, 180 ± 20, 26 ± 2, and 260 ± 20 nM, respectively, and their antiproliferative IC50 values against the A2780 human ovarian cancer cell line were 11.1 ± 0.4, 16.4 ± 0.1, 25 ± 2, and 28 ± 1 nM.