New potently bioactive alkaloids from Crinum erubescens

July 28, 2017

Title

New potently bioactive alkaloids from Crinum erubescens

Author

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

Year

2016

Journal

Bioorganic & Medicinal Chemistry

Abstract

Antimalarial bioassay-guided fractionation of the swamp lily Crinum erubescens led to the isolation of four compounds with potent antiplasmodial activity. Compounds 1 and 2were 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 IC50values 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.

Instrument

J-810

Keywords

Circular dichroism, Stereochemistry, Natural products, Medicinal